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Haloarchaea are extreme halophilic microorganisms belonging to the domain Archaea, phylum Euryarchaeota, and are producers of interesting antioxidant carotenoid compounds. In this study, four new strains of Haloarcula sp., isolated from saline lakes of the Atacama Desert, are reported and studied by high-resolution mass spectrometry (UHPLC-Q-Orbitrap-MS/MS) for the first time. In addition, determination of the carotenoid pigment profile from the new strains of Haloarcula sp., plus two strains of Halorubrum tebenquichense, and their antioxidant activity by means of several methods is reported. The effect of biomass on cellular viability in skin cell lines was also evaluated by MTT assay. The cholinesterase inhibition capacity of six haloarchaea (Haloarcula sp. ALT-23; Haloarcula sp. TeSe-41; Haloarcula sp. TeSe-51; Haloarcula sp. Te Se-89 and Halorubrum tebenquichense strains TeSe-85 and Te Se-86) is also reported for the first time. AChE inhibition IC50 was 2.96 ± 0.08 μg/mL and BuChE inhibition IC50 was 2.39 ± 0.09 μg/mL for the most active strain, Halorubrum tebenquichense Te Se-85, respectively, which is more active in BuCHe than that of the standard galantamine. Docking calculation showed that carotenoids can exert their inhibitory activity fitting into the enzyme pocket by their halves, in the presence of cholinesterase dimers.
Catherine Lizama; Javier Romero-Parra; Daniel Andrade; Felipe Riveros; Jorge Bórquez; Shakeel Ahmed; Luis Venegas-Salas; Carolina Cabalín; Mario Simirgiotis. Analysis of Carotenoids in Haloarchaea Species from Atacama Saline Lakes by High Resolution UHPLC-Q-Orbitrap-Mass Spectrometry: Antioxidant Potential and Biological Effect on Cell Viability. Antioxidants 2021, 10, 1230 .
AMA StyleCatherine Lizama, Javier Romero-Parra, Daniel Andrade, Felipe Riveros, Jorge Bórquez, Shakeel Ahmed, Luis Venegas-Salas, Carolina Cabalín, Mario Simirgiotis. Analysis of Carotenoids in Haloarchaea Species from Atacama Saline Lakes by High Resolution UHPLC-Q-Orbitrap-Mass Spectrometry: Antioxidant Potential and Biological Effect on Cell Viability. Antioxidants. 2021; 10 (8):1230.
Chicago/Turabian StyleCatherine Lizama; Javier Romero-Parra; Daniel Andrade; Felipe Riveros; Jorge Bórquez; Shakeel Ahmed; Luis Venegas-Salas; Carolina Cabalín; Mario Simirgiotis. 2021. "Analysis of Carotenoids in Haloarchaea Species from Atacama Saline Lakes by High Resolution UHPLC-Q-Orbitrap-Mass Spectrometry: Antioxidant Potential and Biological Effect on Cell Viability." Antioxidants 10, no. 8: 1230.
This research was designed to investigate the metabolite profiling, phenolics and flavonoids content and the potential antioxidant, antibacterial and nematicidal activities of “yellow-brown resins” from Larrea divaricata Cav (LdRe) and L. nitida Cav (LnRe). Metabolite profiling was obtained using an ultrahigh resolution liquid chromatography orbitrap MS analysis (UHPLC-ESI-OT-MS). The antioxidant properties were screened by four methods: 2,2-diphenyl-1-picrylhydrazyl assay (DPPH), trolox equivalent antioxidant activity assay (TEAC), ferric-reducing antioxidant power assay (FRAP) and lipid peroxidation in erythrocytes (LP). The antibacterial activity was evaluated according to the Clinical and Laboratory Standards Institute (CLSI) guidelines. In addition, the potential combinatory effect was analyzed with the fractional inhibitory concentration index (FICI) values using the checkerboard design. The nematicidal activity was carried out according to a standardized protocol. LdRe and LnRe showed a strong capture of the DPPH radical withvalues around 8.4 µg resin/mL; FRAP (1.69–1.94 mgTE/ g resin), TEAC (1.08–1.09 mgTE/g resin) and LP (81–82% at 100 µg of resin/mL) assays. A strong antimicrobial activity was displayed by both resins against methicillin-sensitive Staphylococcus aureus ATCC 25923(MSSA) and methicillin-resistant S. aureus ATCC 43300(MRSA) (MICs = 16–32 µg resin/mL). Additionally, the combination of LdRe or LnRe with the antibiotic cefotaxime showed an indifferent effect (FICI values = 1–1.25), however, this combinationcould be a potential strategy to reduce the drug doses, and in this way can be a potential alternative to reduce bacterial resistance. On the other hand, the resins showed a scarce nematicidal potential toward J2 Meloidogyne incognita; an important nematode infecting horticultural crops. Phenolics compounds were identified by UHPLC-PDA-OT-MS analysis, updating the knowledge on the chemical profile of these species. These results, together with the high content of quantified phenolics and flavonoids, allow the phenolics-enriched resins of these two Larrea species to be considered as a promising sustainable source of compounds of pharmacological interest.
Jessica Gómez; Mario Simirgiotis; Sofía Manrique; Mauricio Piñeiro; Beatriz Lima; Jorge Bórquez; Gabriela Feresin; Alejandro Tapia. UHPLC-ESI-OT-MS Phenolics Profiling, Free Radical Scavenging, Antibacterial and Nematicidal Activities of “Yellow-Brown Resins” from Larrea spp. Antioxidants 2021, 10, 185 .
AMA StyleJessica Gómez, Mario Simirgiotis, Sofía Manrique, Mauricio Piñeiro, Beatriz Lima, Jorge Bórquez, Gabriela Feresin, Alejandro Tapia. UHPLC-ESI-OT-MS Phenolics Profiling, Free Radical Scavenging, Antibacterial and Nematicidal Activities of “Yellow-Brown Resins” from Larrea spp. Antioxidants. 2021; 10 (2):185.
Chicago/Turabian StyleJessica Gómez; Mario Simirgiotis; Sofía Manrique; Mauricio Piñeiro; Beatriz Lima; Jorge Bórquez; Gabriela Feresin; Alejandro Tapia. 2021. "UHPLC-ESI-OT-MS Phenolics Profiling, Free Radical Scavenging, Antibacterial and Nematicidal Activities of “Yellow-Brown Resins” from Larrea spp." Antioxidants 10, no. 2: 185.
Mangifera indica Linn popularly known as mango is used in folk medicine to treat gastrointestinal disorders. The aim of this study was to identify the metabolomic composition of lyophilized extract of mango leaf (MIE), to evaluate the antioxidant activity on several oxidative stress systems (DPPH, FRAP, TBARS, and ABTS), the spasmolytic and antispasmodic activity, and intestinal protective effect on oxidative stress induced by H2O2 in rat ileum. Twenty-nine metabolites were identified and characterized based on their ultra-high-performance liquid chromatography (UHPLC) high-resolution orbitrap mass spectrometry, these include: benzophenone derivatives, xanthones, phenolic acids, fatty acids, flavonoids and procyanidins. Extract demonstrated a high antioxidant activity in in-vitro assays. MIE relaxed (p < 0.001) intestinal segments of rat pre-contracted with acetylcholine (ACh) (10−5 M). Pre-incubation of intestinal segments with 100 µg/mL MIE significantly reduced (p < 0.001) the contraction to H2O2. Similar effects were observed with mangiferin and quercetin (10−5 M; p < 0.05) but not for gallic acid. Chronic treatment of rats with MIE (50 mg/kg) for 28 days significantly reduced (p < 0.001) the H2O2-induced contractions. MIE exhibited a strong antioxidant activity, spasmolytic and antispasmodic activity, which could contribute to its use as an alternative for the management of several intestinal diseases related to oxidative stress.
Roberto Ybañez-Julca; Daniel Asunción-Alvarez; Ivan Quispe-Díaz; Javier Palacios; Jorge Bórquez; Mario Simirgiotis; Shagufta Perveen; Chukwuemeka Nwokocha; Fredi Cifuentes; Adrián Paredes. Metabolomic Profiling of Mango (Mangifera indica Linn) Leaf Extract and Its Intestinal Protective Effect and Antioxidant Activity in Different Biological Models. Molecules 2020, 25, 5149 .
AMA StyleRoberto Ybañez-Julca, Daniel Asunción-Alvarez, Ivan Quispe-Díaz, Javier Palacios, Jorge Bórquez, Mario Simirgiotis, Shagufta Perveen, Chukwuemeka Nwokocha, Fredi Cifuentes, Adrián Paredes. Metabolomic Profiling of Mango (Mangifera indica Linn) Leaf Extract and Its Intestinal Protective Effect and Antioxidant Activity in Different Biological Models. Molecules. 2020; 25 (21):5149.
Chicago/Turabian StyleRoberto Ybañez-Julca; Daniel Asunción-Alvarez; Ivan Quispe-Díaz; Javier Palacios; Jorge Bórquez; Mario Simirgiotis; Shagufta Perveen; Chukwuemeka Nwokocha; Fredi Cifuentes; Adrián Paredes. 2020. "Metabolomic Profiling of Mango (Mangifera indica Linn) Leaf Extract and Its Intestinal Protective Effect and Antioxidant Activity in Different Biological Models." Molecules 25, no. 21: 5149.
Mulinane- and azorellane-type diterpenoids have unique tricyclic fused five-, six-, and seven-membered systems and a wide range of biological properties, including antimicrobial, antiprotozoal, spermicidal, gastroprotective, and anti-inflammatory, among others. These secondary metabolites are exclusive constituents of medicinal plants belonging to the Azorella, Laretia, and Mulinum genera. In the last 30 years, more than 95 mulinanes and azorellanes have been reported, 49 of them being natural products, 4 synthetics, and the rest semisynthetic and biotransformed derivatives. This systematic review highlights the biosynthetic origin, the chemistry, and the pharmacological activities of this remarkably interesting group of diterpenoids.
Angel De Jesús Dzul-Beh; Andrés Humberto Uc-Cachón; Jorge Bórquez; Luis A. Loyola; Luis Manuel Peña-Rodríguez; Gloria María Molina-Salinas. Mulinane- and Azorellane-Type Diterpenoids: A Systematic Review of Their Biosynthesis, Chemistry, and Pharmacology. Biomolecules 2020, 10, 1333 .
AMA StyleAngel De Jesús Dzul-Beh, Andrés Humberto Uc-Cachón, Jorge Bórquez, Luis A. Loyola, Luis Manuel Peña-Rodríguez, Gloria María Molina-Salinas. Mulinane- and Azorellane-Type Diterpenoids: A Systematic Review of Their Biosynthesis, Chemistry, and Pharmacology. Biomolecules. 2020; 10 (9):1333.
Chicago/Turabian StyleAngel De Jesús Dzul-Beh; Andrés Humberto Uc-Cachón; Jorge Bórquez; Luis A. Loyola; Luis Manuel Peña-Rodríguez; Gloria María Molina-Salinas. 2020. "Mulinane- and Azorellane-Type Diterpenoids: A Systematic Review of Their Biosynthesis, Chemistry, and Pharmacology." Biomolecules 10, no. 9: 1333.
Heliotropium taltalense is an endemic species of the northern coast of Chile and is used as folk medicine. The polyphenolic composition of the methanolic and aqueous extract of the endemic Chilean species was investigated using Ultrahigh-Performance Liquid Chromatography, Heated Electrospray Ionization and Mass Spectrometry (UHPLC-Orbitrap-HESI-MS). Fifty-three compounds were detected, mainly derivatives of benzoic acid, flavonoids, and some phenolic acids. Furthermore, five major compounds were isolated by column chromatography from the extract, including four flavonoids and one geranyl benzoic acid derivative, which showed vascular relaxation and were in part responsible for the activity of the extracts. Since aqueous extract of H. taltalense (83% ± 9%, 100 μg/mL) produced vascular relaxation through an endothelium-dependent mechanism in rat aorta, and the compounds rhamnocitrin (89% ± 7%; 10−4 M) and sakuranetin (80% ± 6%; 10−4 M) also caused vascular relaxation similar to the extracts of H. taltalense, these pure compounds are, to some extent, responsible for the vascular relaxation.
Ruth E. Barrientos; Mario J. Simirgiotis; Javier Palacios; Adrián Paredes; Jorge Bórquez; Alejandra Bravo; Fredi Cifuentes. Chemical Fingerprinting, Isolation and Characterization of Polyphenol Compounds from Heliotropium taltalense (Phil.) I.M. Johnst and Its Endothelium-Dependent Vascular Relaxation Effect in Rat Aorta. Molecules 2020, 25, 3105 .
AMA StyleRuth E. Barrientos, Mario J. Simirgiotis, Javier Palacios, Adrián Paredes, Jorge Bórquez, Alejandra Bravo, Fredi Cifuentes. Chemical Fingerprinting, Isolation and Characterization of Polyphenol Compounds from Heliotropium taltalense (Phil.) I.M. Johnst and Its Endothelium-Dependent Vascular Relaxation Effect in Rat Aorta. Molecules. 2020; 25 (14):3105.
Chicago/Turabian StyleRuth E. Barrientos; Mario J. Simirgiotis; Javier Palacios; Adrián Paredes; Jorge Bórquez; Alejandra Bravo; Fredi Cifuentes. 2020. "Chemical Fingerprinting, Isolation and Characterization of Polyphenol Compounds from Heliotropium taltalense (Phil.) I.M. Johnst and Its Endothelium-Dependent Vascular Relaxation Effect in Rat Aorta." Molecules 25, no. 14: 3105.
Lycium minutifolium J. Remy (Solanaceae) is commonly used as an infusion in traditional medicine to treat stomach pain, meteorism, intestinal disorders, stomach ailments, and other severe problems including prostate cancer and stomach cancer. From the EtOAc extract of L. minutifolium bark five known metabolites were isolated using chromatographic techniques. The gastroprotective effects of the EtOAc fraction and edible infusion extract of the bark were assayed on the hydrochloric acid (HCl)/EtOH induced gastric ulcer model in mice to support the traditional use of the plant. The EtOAc extract and the edible infusion showed gastroprotective effect at dose of 100 mg/kg reducing lesions by 31% and 64%, respectively. The gastroprotective action mechanisms of the edible infusion at a single oral dose of 100 mg/kg were evaluated suggesting that prostaglandins, sulfhydryl groups, and nitric oxide are involved in the mode of gastroprotective action. The UHPLC analysis coupled to high-resolution mass spectrometry of the edible infusion showed the presence of twenty-three compounds. Our results can support the gastroprotective properties of the edible infusion extract, and at least can validate in part, the ethnopharmacological uses of the plant.
Stephanie Rodriguez; Mariano Walter Pertino; Chantal Arcos; Luana Reichert; Javier Echeverria; Mario Simirgiotis; Jorge Borquez; Alberto Cornejo; Carlos Areche; Beatriz Sepulveda. Isolation, Gastroprotective Effects and Untargeted Metabolomics Analysis of Lycium Minutifolium J. Remy (Solanaceae). Foods 2020, 9, 565 .
AMA StyleStephanie Rodriguez, Mariano Walter Pertino, Chantal Arcos, Luana Reichert, Javier Echeverria, Mario Simirgiotis, Jorge Borquez, Alberto Cornejo, Carlos Areche, Beatriz Sepulveda. Isolation, Gastroprotective Effects and Untargeted Metabolomics Analysis of Lycium Minutifolium J. Remy (Solanaceae). Foods. 2020; 9 (5):565.
Chicago/Turabian StyleStephanie Rodriguez; Mariano Walter Pertino; Chantal Arcos; Luana Reichert; Javier Echeverria; Mario Simirgiotis; Jorge Borquez; Alberto Cornejo; Carlos Areche; Beatriz Sepulveda. 2020. "Isolation, Gastroprotective Effects and Untargeted Metabolomics Analysis of Lycium Minutifolium J. Remy (Solanaceae)." Foods 9, no. 5: 565.
This research was designed to investigate the metabolite profiling, phenolics, and flavonoids content as well as the potential antioxidant and antibacterial, properties of orange-yellow resin from Zuccagnia punctata Cav (ZpRe). Metabolite profiling was obtained by a ultrahigh resolution liquid chromatography orbitrap MS analysis (UHPLC-ESI-OT-MS-MS). The antioxidant properties were screened by four methods: 2,2-diphenyl-1-picrylhydrazyl assay (DPPH), trolox equivalent antioxidant activity assay (TEAC), ferric-reducing antioxidant power assay (FRAP), and lipid peroxidation in erythrocytes (LP)). The antibacterial activity was evaluated according to the Clinical and Laboratory Standards Institute (CLSI) rules. The resin displayed a strong DPPH scavenging activity (IC50 = 25.72 µg/mL) and showed a percentage of inhibition of LP close to that of the reference compound catechin (70% at 100 µg ZpRe/mL), while a moderated effect was observed in the FRAP and TEAC assays. The resin showed a content of phenolic and flavonoid compounds of 391 mg GAE/g and 313 mg EQ/g respectively. Fifty phenolics compounds were identified by ultrahigh resolution liquid chromatography orbitrap MS analysis (UHPLC-PDA-OT-MS) analysis. Thirty-one compounds are reported for the first time, updating the knowledge on the chemical profile of this species. The importance of the biomolecules identified support traditional use of this endemic plant. Furthermore, additional pharmacological data is presented that increase the potential interest of this plant for industrial sustainable applications.
Jessica Gómez; Mario J. Simirgiotis; Sofía Manrique; Beatriz Lima; Jorge Bórquez; Gabriela E. Feresin; Alejandro Tapia. UHPLC-HESI-OT-MS-MS Biomolecules Profiling, Antioxidant and Antibacterial Activity of the “Orange-Yellow Resin” from Zuccagnia punctata Cav. Antioxidants 2020, 9, 123 .
AMA StyleJessica Gómez, Mario J. Simirgiotis, Sofía Manrique, Beatriz Lima, Jorge Bórquez, Gabriela E. Feresin, Alejandro Tapia. UHPLC-HESI-OT-MS-MS Biomolecules Profiling, Antioxidant and Antibacterial Activity of the “Orange-Yellow Resin” from Zuccagnia punctata Cav. Antioxidants. 2020; 9 (2):123.
Chicago/Turabian StyleJessica Gómez; Mario J. Simirgiotis; Sofía Manrique; Beatriz Lima; Jorge Bórquez; Gabriela E. Feresin; Alejandro Tapia. 2020. "UHPLC-HESI-OT-MS-MS Biomolecules Profiling, Antioxidant and Antibacterial Activity of the “Orange-Yellow Resin” from Zuccagnia punctata Cav." Antioxidants 9, no. 2: 123.
The infusion of the desertic plant Nolana ramosissima I.M. Johnst showed vascular smooth muscle relaxation in rat aorta and the presence of several phenolic compounds, which were detected by high resolution UHPLC-Orbitrap-HESI-MS. In addition, five flavonoids were rapidly isolated from a methanolic extract using high-performance counter-current chromatography (HPCCC). The N. ramosissima extract showed endothelium-independent relaxation effect in rat aorta. Sixty-one compounds were detected in the infusion, mainly glycosylated flavonoids, flavanones and several oxylipins, suggesting that a synergistic effect between the compounds in the extracts could be responsible for the relaxation activity. Vascular activity experiments were done in isolated organ bath. In rat aorta, a nitric oxide inhibitor did not prevent the relaxation effects of the extract; however, a selective guanylyl cyclase inhibitor partially blunted this effect. The compound 5,3′-dihydroxy-4′7-dimethoxyflavone presented higher relaxation effect than 100 μg/mL of N. ramosissima extract. The extract and the isolated metabolites from N. ramosissima can show relaxation effects on rat aorta by a mechanism that is independent of the endothelium.
Fredi Cifuentes; Javier Palacios; Jorge Bórquez; Adrián Paredes; Claudio Parra; Alejandra Bravo; Mario J. Simirgiotis. Fast Isolation of Flavonoids from the Endemic Species Nolana ramosissima I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta. Molecules 2020, 25, 520 .
AMA StyleFredi Cifuentes, Javier Palacios, Jorge Bórquez, Adrián Paredes, Claudio Parra, Alejandra Bravo, Mario J. Simirgiotis. Fast Isolation of Flavonoids from the Endemic Species Nolana ramosissima I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta. Molecules. 2020; 25 (3):520.
Chicago/Turabian StyleFredi Cifuentes; Javier Palacios; Jorge Bórquez; Adrián Paredes; Claudio Parra; Alejandra Bravo; Mario J. Simirgiotis. 2020. "Fast Isolation of Flavonoids from the Endemic Species Nolana ramosissima I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta." Molecules 25, no. 3: 520.
B. boliviensis and B. tola are used in traditional medicine in the Argentine Puna to treat skin and soft tissue infections and inflammatory processes in humans and animals. To assess the potential of phytotherapeutic preparations of Baccharis species as antifungal agents against clinically relevant fungi and to determine the chemical composition of the extracts. Phytotherapeutic preparations of B. boliviensis and B. tola collected in Argentine Puna were evaluated as an antifungal agent against clinically relevant fungi (yeast, non-dermatophytes, and dermatophytes) isolated of patients from a local Hospital, and reference strains, using macrodilution and microdilution assays. The bioactivity was supported by UHPLC-OT-MS metabolome fingerprinting. The results revealed that the plant preparations were active against most of evaluated fungal strains; B. boliviensis was more active than B. tola. Dermatophyte fungi strains were the most sensitive isolates. The phytotherapeutic preparation showed Minimal Inhibitory Concentration (MIC) values between 25 and 400 μg GAE/mL and Minimum Fungicidal Concentration (MFC) values between 50 and 400 μg GAE/mL. Regarding the phytochemical analysis, total phenolic and total flavonoid contents of hydroalcoholic preparation of B. boliviensis were greater than those of the B. tola extract. Both Baccharis species showed similar chromatographic patterns, fifty-two compounds were identified based on UHPLC-OT-MS including several terpenoids, flavonoids and phenolic acids that have been identified in this two endemic South American Baccharis species for the first time. Several identified compounds present antifungal properties, the presence of these compounds support the bioactivity of the Baccharis extracts. In this work the traditional use of both Baccharis species as an antimicrobial against commercial products resistant fungal strains was validate, principally against dermatophytes fungi such as T. rubrum, T. mentagrophytes, M. canis, and M. gypseum. These results indicate that the hydroalcoholic preparations could be used for the treatment of fungal infectious.
Silvana Lorena Carrizo; Iris Catiana Zampini; Jorge Esteban Sayago; Mario Juan Simirgiotis; Jorge Bórquez; Ana Soledad Cuello; María Inés Isla. Antifungal activity of phytotherapeutic preparation of Baccharis species from argentine Puna against clinically relevant fungi. Journal of Ethnopharmacology 2020, 251, 112553 .
AMA StyleSilvana Lorena Carrizo, Iris Catiana Zampini, Jorge Esteban Sayago, Mario Juan Simirgiotis, Jorge Bórquez, Ana Soledad Cuello, María Inés Isla. Antifungal activity of phytotherapeutic preparation of Baccharis species from argentine Puna against clinically relevant fungi. Journal of Ethnopharmacology. 2020; 251 ():112553.
Chicago/Turabian StyleSilvana Lorena Carrizo; Iris Catiana Zampini; Jorge Esteban Sayago; Mario Juan Simirgiotis; Jorge Bórquez; Ana Soledad Cuello; María Inés Isla. 2020. "Antifungal activity of phytotherapeutic preparation of Baccharis species from argentine Puna against clinically relevant fungi." Journal of Ethnopharmacology 251, no. : 112553.
The decoction of Tessaria absinthioides is used in traditional medicine of South America as hypocholesterolemic, balsamic, and expectorant; but it is also useful for the prevention of hepatitis, renal insufficiency, and diabetes, and is used as digestive. A lyophilized decoction from the aerial parts of this plant (TLD) collected in San Juan (TLDSJ) and Mendoza (TLDM) provinces (Argentina) and one collection from Antofagasta, Chile (TLDCH) were characterized regarding antioxidant and antibacterial activities, phenolics and flavonoids content, and ultrahigh resolution liquid chromatography Orbitrap MS analysis UHPLC–PDA–OT-MS/MS metabolite profiling. The antioxidant properties were carried out "in vitro" using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and trolox equivalent antioxidant activity (TEAC) methods, ferric-reducing antioxidant power (FRAP), and lipoperoxidation in erythrocytes (LP). The antibacterial activity was evaluated following the Clinical and Laboratory Standards Institute (CLSI) rules. TLDSJ, TLDM, and TLDCH displayed a strong DPPH scavenging activity (EC50 = 42, 41.6, and 43 µg/mL, respectively) and inhibition of lipoperoxidation in erythrocytes (86–88% at 250 µg TLD/mL), while a less effect in the FRAP and TEACantioxidant assays was found. Additionally, the decoctions showed a content of phenolics compounds of 94 mg gallic acid equivalents (GAE)/g, 185 GAE/g, and 64 GAE/g, for TLDSJ, TLDM, and TLDCH samples, respectively. Regarding the flavonoid content, the Chilean sample was highlighted with 19 mg quercetin equivalents (QE)/g. In this work, several phenolic compounds, including sesquiterpenes, flavonoids, and phenolic acids, were rapidly identified in TLDSJ, TLDM, and TLDCH extracts by means UHPLC–PDA–OT-MS/MS for the first time, which gave a first scientific support to consider this medicinal decoction from both countries as a valuable source of metabolites with antioxidant effects, some with outstanding potential to improve human health.
Jessica Gómez; Mario J. Simirgiotis; Beatriz Lima; Carlos Gamarra-Luques; Jorge Bórquez; Duilio Caballero; Gabriela Egly Feresin; Alejandro Tapia. UHPLC–Q/Orbitrap/MS/MS Fingerprinting, Free Radical Scavenging, and Antimicrobial Activity of Tessaria absinthiodes (Hook. & Arn.) DC. (Asteraceae) Lyophilized Decoction from Argentina and Chile. Antioxidants 2019, 8, 593 .
AMA StyleJessica Gómez, Mario J. Simirgiotis, Beatriz Lima, Carlos Gamarra-Luques, Jorge Bórquez, Duilio Caballero, Gabriela Egly Feresin, Alejandro Tapia. UHPLC–Q/Orbitrap/MS/MS Fingerprinting, Free Radical Scavenging, and Antimicrobial Activity of Tessaria absinthiodes (Hook. & Arn.) DC. (Asteraceae) Lyophilized Decoction from Argentina and Chile. Antioxidants. 2019; 8 (12):593.
Chicago/Turabian StyleJessica Gómez; Mario J. Simirgiotis; Beatriz Lima; Carlos Gamarra-Luques; Jorge Bórquez; Duilio Caballero; Gabriela Egly Feresin; Alejandro Tapia. 2019. "UHPLC–Q/Orbitrap/MS/MS Fingerprinting, Free Radical Scavenging, and Antimicrobial Activity of Tessaria absinthiodes (Hook. & Arn.) DC. (Asteraceae) Lyophilized Decoction from Argentina and Chile." Antioxidants 8, no. 12: 593.
Parastrephia quadrangularis (Pq), commonly called “Tola”, is widely used in folk medicine in the Andes, including for altitude sickness. In this study, polyphenolic composition was determined, and hypotensive effects were measured; the ethnopharmacological use as hypotensive was related to the presence of phenolic compounds. For this purpose, male Sprague-Dawley rats (6 to 8 weeks of age, 160 to 190 g) were fed Pq extract (10 to 40 mg/kg) for 10 days through gavage. Blood pressures and heart rate were significantly (p < 0.01) reduced in normotensive rats receiving Pq extract (40 mg/kg body weight). Pq extract induced a negative inotropic effect, and endothelium-dependent vasodilation mediated by nitric oxide (NO). Furthermore, preincubation with Pq extract significantly decreased the cytosolic calcium on vascular smooth muscle cells A7r5 in response to L-phenylephrine (PE). Seven metabolites were isolated from the Pq extract, but three flavonoids (10−4 M) showed similar vasodilation to the extract in intact rat aorta as follows: 5,3′,4′-trihydroxy-7-methoxyflavanone (2); 3,5,4′-trihydroxy-7,8,3′-trimethoxyflavone (6); and 5,4′-dihydroxy-3,7,8,3′-tetramethoxyflavone (7). The Pq extract and compounds 2 and 7 significantly (p < 0.05) reduced the contraction to Bay K8644 (10 nM, an agonist of CaV1.2 channels). Administration of Pq decreased cardiac contractility and increased endothelium-dependent and -independent vasodilation.
Fredi Cifuentes; Javier Palacios; Chukwuemeka R. Nwokocha; Jorge Bórquez; Mario J. Simirgiotis; Ignacio Norambuena; Mario Chiong; Adrián Paredes. Polyphenolic Composition and Hypotensive Effects of Parastrephia quadrangularis (Meyen) Cabrera in Rat. Antioxidants 2019, 8, 591 .
AMA StyleFredi Cifuentes, Javier Palacios, Chukwuemeka R. Nwokocha, Jorge Bórquez, Mario J. Simirgiotis, Ignacio Norambuena, Mario Chiong, Adrián Paredes. Polyphenolic Composition and Hypotensive Effects of Parastrephia quadrangularis (Meyen) Cabrera in Rat. Antioxidants. 2019; 8 (12):591.
Chicago/Turabian StyleFredi Cifuentes; Javier Palacios; Chukwuemeka R. Nwokocha; Jorge Bórquez; Mario J. Simirgiotis; Ignacio Norambuena; Mario Chiong; Adrián Paredes. 2019. "Polyphenolic Composition and Hypotensive Effects of Parastrephia quadrangularis (Meyen) Cabrera in Rat." Antioxidants 8, no. 12: 591.
Angel De Jesús Dzul-Beh; Karlina García-Sosa; Andrés Humberto Uc-Cachón; Jorge Bórquez; Luis A. Loyola; Hugo B. Barrios-García; Luis Manuel Peña-Rodríguez; Gloria María Molina-Salinas. In vitro growth inhibition and bactericidal activity of spathulenol against drug-resistant clinical isolates of Mycobacterium tuberculosis. Revista Brasileira de Farmacognosia 2019, 29, 798 -800.
AMA StyleAngel De Jesús Dzul-Beh, Karlina García-Sosa, Andrés Humberto Uc-Cachón, Jorge Bórquez, Luis A. Loyola, Hugo B. Barrios-García, Luis Manuel Peña-Rodríguez, Gloria María Molina-Salinas. In vitro growth inhibition and bactericidal activity of spathulenol against drug-resistant clinical isolates of Mycobacterium tuberculosis. Revista Brasileira de Farmacognosia. 2019; 29 (6):798-800.
Chicago/Turabian StyleAngel De Jesús Dzul-Beh; Karlina García-Sosa; Andrés Humberto Uc-Cachón; Jorge Bórquez; Luis A. Loyola; Hugo B. Barrios-García; Luis Manuel Peña-Rodríguez; Gloria María Molina-Salinas. 2019. "In vitro growth inhibition and bactericidal activity of spathulenol against drug-resistant clinical isolates of Mycobacterium tuberculosis." Revista Brasileira de Farmacognosia 29, no. 6: 798-800.
Mulinum crassifolium Phil. (Apiaceae) is an endemic shrub from Chile commonly used as infusion in traditional medicine to treat diabetes, bronchial and intestinal disorders and stomach ailments, including ulcers. From the EtOAc extract of this plant, the new mulinane-type diterpenoids 3 and 5 were isolated along with three known diterpenoids. The gastroprotective effect of the infusion of the plant was assayed to support the traditional use and a fast HPLC analysis using high resolution techniques was performed to identify the bioactive constituents. The EtOAc extract and the edible infusion showed gastroprotective effect at 100 mg/kg in the HCl/EtOH induced gastric ulcer model in mice, reducing lesions by 33% and 74%, respectively. Finally, a metabolomic profiling based on UHPLC-ESI-MS/HRMS of the edible infusion was performed and thirty-five compounds were tentatively identified including quercetin, caffeic acid, apigenine glucoside, p-coumaric acid, chlorogenic acids, and caffeoylquinic acids, which have been associated previously with gastroprotective and antiulcer properties. This scientific evidence can support the contribution of polyphenols in the gastroprotective activity of the edible infusion of this plant, and can validate at least in part, its ethnopharmacological use.
Carlos Areche; Ronald Fernandez-Burgos; Teresa Cano De Terrones; Mario Simirgiotis; Olimpo García-Beltrán; Jorge Borquez; Beatriz Sepulveda. Mulinum crassifolium Phil; Two New Mulinanes, Gastroprotective Activity and Metabolomic Analysis by UHPLC-Orbitrap Mass Spectrometry. Molecules 2019, 24, 1673 .
AMA StyleCarlos Areche, Ronald Fernandez-Burgos, Teresa Cano De Terrones, Mario Simirgiotis, Olimpo García-Beltrán, Jorge Borquez, Beatriz Sepulveda. Mulinum crassifolium Phil; Two New Mulinanes, Gastroprotective Activity and Metabolomic Analysis by UHPLC-Orbitrap Mass Spectrometry. Molecules. 2019; 24 (9):1673.
Chicago/Turabian StyleCarlos Areche; Ronald Fernandez-Burgos; Teresa Cano De Terrones; Mario Simirgiotis; Olimpo García-Beltrán; Jorge Borquez; Beatriz Sepulveda. 2019. "Mulinum crassifolium Phil; Two New Mulinanes, Gastroprotective Activity and Metabolomic Analysis by UHPLC-Orbitrap Mass Spectrometry." Molecules 24, no. 9: 1673.
The decoction of the local plant Baccharis grisebachii is used as a digestive, gastroprotective, external cicatrizing agent and antiseptic in Argentine. A lyophilized decoction (BLD) from the aerial parts of this plant was evaluated regarding its anti-ulcer, antioxidant and cytotoxic activities and the bioactivities were supported by UHPLC-MS metabolome fingerprinting which revealed the presence of several small bioactive compounds. The antioxidant properties were evaluated by DPPH, TEAC, FRAP and lipoperoxidation inhibition in erythrocytes methods, and the antibacterial activity was evaluated according to the Clinical and Laboratory Standards Institute (CLSI) guidelines. The BLD showed a moderate free radical scavenging activity in the DPPH (EC50 = 106 µg/mL) and lipid peroxidation in erythrocytes assays (67%, at 250 µg/mL). However, the BLD had the highest gastroprotective effect at a dose of 750 mg/kg with a ninety-three percent inhibition of damage through a mechanism that involve NO and prostaglandins using the ethanol-induced gastric damage in a standard rat model. On the other hand, BLD does not induce cytotoxic changes on human tumor and no-tumor cell lines at the concentrations assayed. Regarding the metabolomic analysis, thirty-one compounds were detected and 30 identified based on UHPLC-OT-MS including twelve flavonoids, eleven cinnamic acid derivatives, one coumarin, one stilbene and two other different phenolic compounds. The results support that the medicinal decoction of Baccharis grisebachii is a valuable natural product with gastroprotective effects and with potential to improve human health that opens a pathway for the development of important phytomedicine products.
Jessica Gómez; Mario J. Simirgiotis; Beatriz Lima; Jésica D. Paredes; Carlos M. Villegas Gabutti; Carlos Gamarra-Luques; Jorge Bórquez; Lorena Luna; Graciela H. Wendel; Alejandra O. Maria; Gabriela E. Feresin; Alejandro Tapia. Antioxidant, Gastroprotective, Cytotoxic Activities and UHPLC PDA-Q Orbitrap Mass Spectrometry Identification of Metabolites in Baccharis grisebachii Decoction. Molecules 2019, 24, 1085 .
AMA StyleJessica Gómez, Mario J. Simirgiotis, Beatriz Lima, Jésica D. Paredes, Carlos M. Villegas Gabutti, Carlos Gamarra-Luques, Jorge Bórquez, Lorena Luna, Graciela H. Wendel, Alejandra O. Maria, Gabriela E. Feresin, Alejandro Tapia. Antioxidant, Gastroprotective, Cytotoxic Activities and UHPLC PDA-Q Orbitrap Mass Spectrometry Identification of Metabolites in Baccharis grisebachii Decoction. Molecules. 2019; 24 (6):1085.
Chicago/Turabian StyleJessica Gómez; Mario J. Simirgiotis; Beatriz Lima; Jésica D. Paredes; Carlos M. Villegas Gabutti; Carlos Gamarra-Luques; Jorge Bórquez; Lorena Luna; Graciela H. Wendel; Alejandra O. Maria; Gabriela E. Feresin; Alejandro Tapia. 2019. "Antioxidant, Gastroprotective, Cytotoxic Activities and UHPLC PDA-Q Orbitrap Mass Spectrometry Identification of Metabolites in Baccharis grisebachii Decoction." Molecules 24, no. 6: 1085.
Guinep is traditionally used in the management of cardiovascular ailments. This study aims to evaluate its medicinal constituents and effects in the management of myocardial injury in an experimental isoproterenol (ISO) rat model. Sprague-Dawley rats were randomly assigned to four groups: Group 1 was the control group; Group 2 received M. bijugatus extract (100 mg/Kg; MB) for six weeks; Group 3 was given ISO (85 mg/Kg) i.p. twice during a 24-hour period; and Group 4 was given ISO (85 mg/Kg) i.p. and MB extract (100 mg/Kg) for six weeks. The MB was administered orally by gavage, daily. The blood pressure of conscious animals was measured, while ECG was performed under anesthesia. Blood and serum were collected for biochemical and hematological analysis. The ISO group treated with MB showed a significant decrease (p < 0.001) in (SBP), diastolic (DBP), mean arterial (MAP) and heart rate (HR) compared to the ISO only group. Conversely, MB treated rats that were not induced with ISO displayed a significant decreases (p < 0.001) in SBP, DBP, MAP, and HR. ISO significantly elevated the ST segment (p < 0.001) and shortened the QTc interval (p < 0.05), which were recovered after treatment with 100 mg/Kg of MB. In addition, the results showed a significant decrease (p < 0.001) in the heart to body weight ratio of the ISO group treated with MB compared to the ISO only group. Furthermore, the extract normalized the hematological values depressed by the ISO while significantly elevating the platelet count. UHPLC high-resolution orbitrap mass spectrometry analysis results revealed the presence of several antioxidants like vitamin C and related compounds, phenolic acids, flavonoid, fatty acids (oxylipins), and terpene derivatives. The results of this study indicated that Melicoccus bijugatus did display some cardio-protective effects in relation to myocardial injury.
Chukwuemeka R. Nwokocha; Isheba Warren; Javier Palacios; Mario Simirgiotis; Magdalene Nwokocha; Sharon Harrison; Rory Thompson; Adrian Paredes; Jorge Bórquez; Astrid Lavado; Fredi Cifuentes. Modulatory Effect of Guinep (Melicoccus bijugatus Jacq) Fruit Pulp Extract on Isoproterenol-Induced Myocardial Damage in Rats. Identification of Major Metabolites Using High Resolution UHPLC Q-Orbitrap Mass Spectrometry. Molecules 2019, 24, 235 .
AMA StyleChukwuemeka R. Nwokocha, Isheba Warren, Javier Palacios, Mario Simirgiotis, Magdalene Nwokocha, Sharon Harrison, Rory Thompson, Adrian Paredes, Jorge Bórquez, Astrid Lavado, Fredi Cifuentes. Modulatory Effect of Guinep (Melicoccus bijugatus Jacq) Fruit Pulp Extract on Isoproterenol-Induced Myocardial Damage in Rats. Identification of Major Metabolites Using High Resolution UHPLC Q-Orbitrap Mass Spectrometry. Molecules. 2019; 24 (2):235.
Chicago/Turabian StyleChukwuemeka R. Nwokocha; Isheba Warren; Javier Palacios; Mario Simirgiotis; Magdalene Nwokocha; Sharon Harrison; Rory Thompson; Adrian Paredes; Jorge Bórquez; Astrid Lavado; Fredi Cifuentes. 2019. "Modulatory Effect of Guinep (Melicoccus bijugatus Jacq) Fruit Pulp Extract on Isoproterenol-Induced Myocardial Damage in Rats. Identification of Major Metabolites Using High Resolution UHPLC Q-Orbitrap Mass Spectrometry." Molecules 24, no. 2: 235.
Forty-three metabolites including several methoxylated flavonoids, tremetones, and ent-clerodane diterpenes were accurately identified for the first time in the ethanolic extract of P. quadrangularis by means of hyphenated UHPLC-quadrupole Orbitrap mass spectrometry, and seven isolated compounds were tested regarding gastroprotective activity using the HCl/EtOH-induced lesion model in mice. A new tremetone (compound 6) is reported based on spectroscopic evidence. The isolated clerodanes and tremetones showed gastroprotective activity in a mouse model, evidenced by compound 7 (p-coumaroyloxytremetone), which showed the highest gastroprotective activity (76%), which was higher than the control drug lansoprazole (72%). Our findings revealed that several constituents of this plant have gastroprotective activity, and particularly, p-coumaroyloxytremetone could be considered as a lead molecule to explore new gastroprotective agents. This plant is a rich source of biologically active tremetones and terpenoids which can support the ethnobotanical use of the plant.
Alejandro Ardiles; Ruth Barrientos; Mario J. Simirgiotis; Jorge Bórquez; Beatriz Sepúlveda; Carlos Areche. Gastroprotective Activity of Parastrephia quadrangularis (Meyen), Cabrera from the Atacama Desert. Molecules 2018, 23, 2361 .
AMA StyleAlejandro Ardiles, Ruth Barrientos, Mario J. Simirgiotis, Jorge Bórquez, Beatriz Sepúlveda, Carlos Areche. Gastroprotective Activity of Parastrephia quadrangularis (Meyen), Cabrera from the Atacama Desert. Molecules. 2018; 23 (9):2361.
Chicago/Turabian StyleAlejandro Ardiles; Ruth Barrientos; Mario J. Simirgiotis; Jorge Bórquez; Beatriz Sepúlveda; Carlos Areche. 2018. "Gastroprotective Activity of Parastrephia quadrangularis (Meyen), Cabrera from the Atacama Desert." Molecules 23, no. 9: 2361.
The use of plant secondary metabolites has been incorporated as key part of integrated pest management and as an alternative to the use of pesticides. This may even be more relevant regarding domiciliary pest insects, capable of vectoring pathogens to humans. In these environments control its more difficult due to its possible effect on non-target organisms and human health. Here we evaluated the use of the resinous exudate of Chile’s endemic bushHaplopappus platylepis(Asteraceae) as a sticky trap for crawling pest insects. We usedBlatta orientalisLinneus (oriental cockroach), a cosmopolitan synanthropic pest, as test organism. We compared effectiveness on cockroach-trapping ofH. platylepis’ resin versus a commercially available sticky trap, and analyzed these two sticky substances using UHPLC-DAD-MS and GC-MS. We found thatH. platylepisresin was as effective as the commercial adhesive on trappingB. orientalis. Plant resinous exudate was composed by a mixture of flavonoids, labdane diterpenoids and unsatured fatty acids oxylipins, which are known for their antimicrobial and antioxidant properties. In contrast, the commercial sticky trap was rich in 1-bromohexadecane and 2-clorociclohexanol, which have been described as allergens and as potentially toxic to humans. Considering these findings, we suggest the use of the resinous extract ofH. platylepisas an effective adhesive trapping method against pest cockroaches and possibly other crawling synanthropic arthropods cohabiting with humans. We highlight the importance of novel, non-toxic and eco-friendly products as strategies to be applied in the management of insect pests.
Cristian A. Villagra; Verónica Macias-Marabolí; Constanza Schapheer; Jorge Bórquez; Mario J. Simirgiotis; Javier Echeverría; Marcia González-Teuber; Alejandro Urzua. “Haplopappus platylepis(Asteraceae) resin: an adhesive trap for pest control of crawling arthropods, with antimicrobial potential”. 2018, 328237 .
AMA StyleCristian A. Villagra, Verónica Macias-Marabolí, Constanza Schapheer, Jorge Bórquez, Mario J. Simirgiotis, Javier Echeverría, Marcia González-Teuber, Alejandro Urzua. “Haplopappus platylepis(Asteraceae) resin: an adhesive trap for pest control of crawling arthropods, with antimicrobial potential”. . 2018; ():328237.
Chicago/Turabian StyleCristian A. Villagra; Verónica Macias-Marabolí; Constanza Schapheer; Jorge Bórquez; Mario J. Simirgiotis; Javier Echeverría; Marcia González-Teuber; Alejandro Urzua. 2018. "“Haplopappus platylepis(Asteraceae) resin: an adhesive trap for pest control of crawling arthropods, with antimicrobial potential”." , no. : 328237.
The seriated extracts of petroleum ether (PE-E), dichloromethane (DCM-E) and methanol extracts (MeOH-E) from the aerial parts of the native South American plant Tetraglochin ameghinoi (Rosaceae), were evaluated regarding their antioxidant and antibacterial activities. The antioxidant properties were evaluated by free radical scavenging methods (DPPH and TEAC), ferric-reducing antioxidant power (FRAP) and lipoperoxidation in erythrocytes (LP), while the antibacterial activity was performed against Gram-positive and Gram-negative bacteria according to the Clinical and Laboratory Standards Institute (CLSI) guidelines. The chemical and biological analyses of this plant are very important since this bush is currently used in traditional medicine as a cholagogue and digestive. The polar MeOH-E showed the highest antioxidant activities (17.70 µg/mL in the DPPH assay, 381.43 ± 22.38 mM TE/g extract in the FRAP assay, 387.76 ± 91.93 mg TE/g extract in the TEAC assay and 93.23 + 6.77% in the LP assay) and it was selected for chromatographic isolation of its components. These components were found to be four acetophenones, including the new phloracetophenone glucoside: 4',6',-dihydroxy-2'-O-(6″-acetyl)-β-d-glucopyranosylacetophenone or IUPAC name: (6-(2-acetyl-3,5-dihydroxyphenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl acetate, whose structure was elucidated by NMR and MS methods. In addition, twenty-six compounds, including five of these acetophenone derivatives, two sugars, six flavonoids, eleven phenolic acids and two triterpenes, were identified based on UHPLC-OT-MS and PDA analysis on the MeOH-E. The results support the medicinal use of the plant.
Lorena Luna; Mario J. Simirgiotis; Beatriz Lima; Jorge Bórquez; Gabriela E. Feresin; Alejandro Tapia. UHPLC-MS Metabolome Fingerprinting: The Isolation of Main Compounds and Antioxidant Activity of the Andean Species Tetraglochin ameghinoi (Speg.) Speg. Molecules 2018, 23, 793 .
AMA StyleLorena Luna, Mario J. Simirgiotis, Beatriz Lima, Jorge Bórquez, Gabriela E. Feresin, Alejandro Tapia. UHPLC-MS Metabolome Fingerprinting: The Isolation of Main Compounds and Antioxidant Activity of the Andean Species Tetraglochin ameghinoi (Speg.) Speg. Molecules. 2018; 23 (4):793.
Chicago/Turabian StyleLorena Luna; Mario J. Simirgiotis; Beatriz Lima; Jorge Bórquez; Gabriela E. Feresin; Alejandro Tapia. 2018. "UHPLC-MS Metabolome Fingerprinting: The Isolation of Main Compounds and Antioxidant Activity of the Andean Species Tetraglochin ameghinoi (Speg.) Speg." Molecules 23, no. 4: 793.
A small Chilean variety of pears growing in the town of Toconao, an oasis located at the northeastern edge of the Salar de Atacama, northern Chile, was studied by means of modern PDA and high resolution mass spectral data (UHPLC-PDA-HESI-orbitrap-MS/MS). In addition, the antioxidant features of the fruits were compared with the varieties Packhman’s Triumph and Abate Fetel and correlated with the presence of phenolic compounds. The non-pigmented phenolics were fingerprinted and related to the antioxidant capacities measured by the bleaching of the DPPH radical, the ferric reducing antioxidant power (FRAP), the superoxide anion scavenging activity assay (SA), and total content of phenolics and flavonoids measured by spectroscopic methods. The machine allowed a fast separation of 15 min employing a flow rate of 1 mL per minute and could accurately identify 25 compounds, including several isorhamnetin derivatives and phenolic acids, present in the peel and pulps of this Chilean variety for the first time. The compounds were monitored using a wavelength range of 210–800 nm. The native small Chilean pear showed the highest antioxidant activity measured as the bleaching of the DPPH radical, the ferric reducing antioxidant power and superoxide anion scavenging activity (8.61 ± 0.65 μg/mL, 712.63 ± 12.12 micromols trolox equivalents (μmol/TE)/100 g FW, and 82.89% ± 2.52% at 100 μg/mL, respectively).
Mario J. Simirgiotis; Cristina Quispe; Jorge Bórquez; Carlos Areche; Beatriz Sepúlveda. Fast Detection of Phenolic Compounds in Extracts of Easter Pears (Pyrus communis) from the Atacama Desert by Ultrahigh-Performance Liquid Chromatography and Mass Spectrometry (UHPLC–Q/Orbitrap/MS/MS). Molecules 2016, 21, 92 .
AMA StyleMario J. Simirgiotis, Cristina Quispe, Jorge Bórquez, Carlos Areche, Beatriz Sepúlveda. Fast Detection of Phenolic Compounds in Extracts of Easter Pears (Pyrus communis) from the Atacama Desert by Ultrahigh-Performance Liquid Chromatography and Mass Spectrometry (UHPLC–Q/Orbitrap/MS/MS). Molecules. 2016; 21 (1):92.
Chicago/Turabian StyleMario J. Simirgiotis; Cristina Quispe; Jorge Bórquez; Carlos Areche; Beatriz Sepúlveda. 2016. "Fast Detection of Phenolic Compounds in Extracts of Easter Pears (Pyrus communis) from the Atacama Desert by Ultrahigh-Performance Liquid Chromatography and Mass Spectrometry (UHPLC–Q/Orbitrap/MS/MS)." Molecules 21, no. 1: 92.
The new mulinane diterpenoids 1 and 2 were isolated from the EtOAc extract of Mulinum crassifolium, while the rearranged mulinane 5, which was isolated for the first time from a natural source, was isolated from Azorella compacta. Compounds 1–2 were prepared by semi-synthesis thorough acetylation of the diterpene 17-acetoxymulinic acid (3). A mechanism of reaction was proposed, while the structures of the new compounds were elucidated on the basis of comprehensive spectroscopic analysis and computational methods.
Jorge Bórquez; Alejandro Ardiles; Luis Alberto Loyola; Luis Manuel Peña-Rodriguez; Gloria María Molina-Salinas; Javier Vallejos; Isidro González Collado; Mario J. Simirgiotis. Further Mulinane and Azorellane Diterpenoids Isolated from Mulinum crassifolium and Azorella compacta. Molecules 2014, 19, 3898 -3908.
AMA StyleJorge Bórquez, Alejandro Ardiles, Luis Alberto Loyola, Luis Manuel Peña-Rodriguez, Gloria María Molina-Salinas, Javier Vallejos, Isidro González Collado, Mario J. Simirgiotis. Further Mulinane and Azorellane Diterpenoids Isolated from Mulinum crassifolium and Azorella compacta. Molecules. 2014; 19 (4):3898-3908.
Chicago/Turabian StyleJorge Bórquez; Alejandro Ardiles; Luis Alberto Loyola; Luis Manuel Peña-Rodriguez; Gloria María Molina-Salinas; Javier Vallejos; Isidro González Collado; Mario J. Simirgiotis. 2014. "Further Mulinane and Azorellane Diterpenoids Isolated from Mulinum crassifolium and Azorella compacta." Molecules 19, no. 4: 3898-3908.