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Prof. Edison Osorio
Universidad de Antioquia (Colombia)

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0 Food Chemistry
0 Pharmacognosy
0 Pharmacology
0 medicinal plants
0 Chemistry of natural products

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medicinal plants

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Short Biography

I have the expertise, leadership, training, and motivation necessary to successfully carry out research projects. I have a broad background in chemistry of natural products, with specific training and expertise in the chemical characterization of secondary metabolites, specifically in phenolic compounds and alkaloids and determining biological activity of natural products. I am currently the head chief of the Research Group on Bioactive Substances from the University of Antioquia. My research includes, among other topics, the search for natural products with neuroprotective activity, cardiovascular activity, or cosmetic functionality. As PI or co-Investigator on several university or national institution grants, I laid the groundwork for the proposed research by the search for alternative therapies for diseases of public interest, , through treatment and prevention methodologies. In addition, I successfully administered the projects (e.g. staffing, research protections, budget), collaborated with other researchers, and produced several peer-reviewed publications from each project.

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Journal article
Published: 23 May 2021 in Plants
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Oxidative stress diseases are usually treated or prevented by using antioxidants from natural or artificial sources. However, as a sustainable source of phytochemicals, plants got a renewed interest in obtaining their active agents using green extraction technologies, i.e., sustainable extraction techniques that reduce energy consumption, use renewable sources and result in less post-extraction wastes. The high-pressure homogenization (HPH) technique was introduced into the food industry since it was invented in 1900 to homogenize milk and later to produce fruit juices with a longer shelf-life without preservatives. Recently, HPH was introduced as an eco-friendly method to nanomill plants for improved extraction efficacy without using organic solvents. In this study, sumac was used as an antioxidants-rich spice model to investigate the effects of HPH on its antioxidant capacity (AOC). Sumac was rendered into PlantCrystals by using HPH. Particle size characterization proved the presence of submicron-sized particles (about 750 nm). Thus, HPH was able to produce sumac PlantCrystals and increased the AOC of bulk sumac by more than 650% according to the ORAC (oxygen radical absorbance capacity) assay. The polyphenol and flavonoid contents showed higher values after HPH. Interestingly, the DPPH (1,1-diphenyl-2-picrylhydrazyl) assay also showed a well improved AOC (similar to ascorbic acid) after HPH. In fact, in this study, the PlantCrystal-technology was demonstrated to cause an efficient cell rupture of the sumac plant cells. This caused an efficient release of antioxidants and resulted in sumac PlantCrystals with a 6.5-fold higher antioxidant capacity when compared to non-processed sumac bulk material.

ACS Style

Abraham Abraham; Camilo Quintero; Luis Carrillo-Hormaza; Edison Osorio; Cornelia Keck. Production and Characterization of Sumac PlantCrystals: Influence of High-Pressure Homogenization on Antioxidant Activity of Sumac (Rhus coriaria L.). Plants 2021, 10, 1051 .

AMA Style

Abraham Abraham, Camilo Quintero, Luis Carrillo-Hormaza, Edison Osorio, Cornelia Keck. Production and Characterization of Sumac PlantCrystals: Influence of High-Pressure Homogenization on Antioxidant Activity of Sumac (Rhus coriaria L.). Plants. 2021; 10 (6):1051.

Chicago/Turabian Style

Abraham Abraham; Camilo Quintero; Luis Carrillo-Hormaza; Edison Osorio; Cornelia Keck. 2021. "Production and Characterization of Sumac PlantCrystals: Influence of High-Pressure Homogenization on Antioxidant Activity of Sumac (Rhus coriaria L.)." Plants 10, no. 6: 1051.

Journal article
Published: 01 January 2021 in Revista Virtual de Química
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Eder L. e Silva; Laysa L. P. F. Moreira; Weverson C. Cardoso; Rodrigo R. Kitagawa; Keyller B. Borges; Paulo C. Vieira; Pedro A. B. Morais; Warley De S. Borges. Inhibitory Activity and Docking Studies of Cathepsin V for Isoflavanoids from Dalbergia miscolobium Benth. Revista Virtual de Química 2021, 13, 136 -145.

AMA Style

Eder L. e Silva, Laysa L. P. F. Moreira, Weverson C. Cardoso, Rodrigo R. Kitagawa, Keyller B. Borges, Paulo C. Vieira, Pedro A. B. Morais, Warley De S. Borges. Inhibitory Activity and Docking Studies of Cathepsin V for Isoflavanoids from Dalbergia miscolobium Benth. Revista Virtual de Química. 2021; 13 (1):136-145.

Chicago/Turabian Style

Eder L. e Silva; Laysa L. P. F. Moreira; Weverson C. Cardoso; Rodrigo R. Kitagawa; Keyller B. Borges; Paulo C. Vieira; Pedro A. B. Morais; Warley De S. Borges. 2021. "Inhibitory Activity and Docking Studies of Cathepsin V for Isoflavanoids from Dalbergia miscolobium Benth." Revista Virtual de Química 13, no. 1: 136-145.

Journal article
Published: 31 December 2020 in Current Organic Chemistry
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: There is great interest in developing chemical technologies to achieve regioselective and stereoselective reactions since only one enantiomer is required for producing the chiral leads for drug development. These selective reactions are provided by traditional chemical synthetic methods, even under expensive catalysts and long reaction times. Filamentous fungi are efficient biocatalysts capable of catalyzing a wide variety of reactions with significant contributions to the development of clean and selective processes. Although some enzymes have already been employed in isolated forms or as crude protein extracts as catalysts for conducting selective reactions, the use of whole-cell provides advantages regarding cofactor regenerations. It is also possible to carry out conversions at chemically unreactive positions and to perform racemic resolution through microbial transformation. The current literature contains several reports on the biotransformation of different compounds by fungi, which generated chemical analogs with high selectivity, using mild and eco-friendly conditions. Prompted by the enormous pharmacological interest in the development of stereoselective chemical technologies, this review covers the biotransformations catalyzed by fungi that yielded chiral products with enantiomeric excesses published over the period 2010-2020. This work highlights new approaches for the achievement of a variety of bioactive chiral building blocks, which can be a good starting point for the synthesis of new compounds combining biotransformation and synthetic organic chemistry.

ACS Style

Valmore Henrique Pereira Dos Santos; Dorval Moreira Coelho Neto; Valdemar Lacerda Júnior; Warley De Souza Borges; Eliane De Oliveira Silva. Fungal Biotransformation: An Efficient Approach for Stereoselective Chemical Reactions. Current Organic Chemistry 2020, 24, 2902 -2953.

AMA Style

Valmore Henrique Pereira Dos Santos, Dorval Moreira Coelho Neto, Valdemar Lacerda Júnior, Warley De Souza Borges, Eliane De Oliveira Silva. Fungal Biotransformation: An Efficient Approach for Stereoselective Chemical Reactions. Current Organic Chemistry. 2020; 24 (24):2902-2953.

Chicago/Turabian Style

Valmore Henrique Pereira Dos Santos; Dorval Moreira Coelho Neto; Valdemar Lacerda Júnior; Warley De Souza Borges; Eliane De Oliveira Silva. 2020. "Fungal Biotransformation: An Efficient Approach for Stereoselective Chemical Reactions." Current Organic Chemistry 24, no. 24: 2902-2953.

Paper
Published: 07 December 2020 in New Journal of Chemistry
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DFT calculations indicate that boldine and glaucine exhibit direct antioxidant activity through the HAT and SPLET (at high pH values) mechanisms.

ACS Style

Alejandro Vásquez-Espinal; Osvaldo Yañez; Edison Osorio; Carlos Areche; Olimpo García-Beltrán; Lina M. Ruiz; Bruce K. Cassels; William Tiznado. Structure–antioxidant activity relationships in boldine and glaucine: a DFT study. New Journal of Chemistry 2020, 45, 590 -596.

AMA Style

Alejandro Vásquez-Espinal, Osvaldo Yañez, Edison Osorio, Carlos Areche, Olimpo García-Beltrán, Lina M. Ruiz, Bruce K. Cassels, William Tiznado. Structure–antioxidant activity relationships in boldine and glaucine: a DFT study. New Journal of Chemistry. 2020; 45 (2):590-596.

Chicago/Turabian Style

Alejandro Vásquez-Espinal; Osvaldo Yañez; Edison Osorio; Carlos Areche; Olimpo García-Beltrán; Lina M. Ruiz; Bruce K. Cassels; William Tiznado. 2020. "Structure–antioxidant activity relationships in boldine and glaucine: a DFT study." New Journal of Chemistry 45, no. 2: 590-596.

Journal article
Published: 16 November 2020 in Arabian Journal of Chemistry
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This study aimed to assess the anti-aging potential of the ethanol extract of Passiflora edulis f. edulis Sims seeds, through in vitro determination of antioxidant activity and inhibition assays of some enzymes related to skin aging. Furthermore, using in silico methods (docking and molecular dynamics), were established the affinity of the majority compounds of the extract on the target enzymes, ending with the prediction of drug-likeness properties. The extract showed a high total phenolic content, represented mainly by flavonoids and phenolic acids, as well as a considerable antioxidant potential measured through the DPPH, FRAP and ORAC methods. In the inhibition assays of the enzymes collagenase, elastase and tyrosinase, IC50 values presented were optimal. Docking studies demonstrated marked binding ability of the extract constituients (specially, fisetin, galangin and S-eriodictyol) to the Collagenase and Tyrosinase. Molecular dynamics validated the stability and rationality of these molecular docking studies, MM/PBSA calculations provide strong evidence for both their specific heavy binding and how enzyme-ligand complex stabilized inside the catalytic domain, and drug-likeness studies showed suitable dermato-pharmacokinetics indices for most of components of extract. Findings from this study suggest that ethanol extract of P. edulis has a great potential as an anti-aging agent.

ACS Style

Andres Yepes; Daniel Ochoa-Bautista; Walter Murillo-Arango; Jorge Quintero-Saumeth; Karent Bravo; Edison Osorio. Purple passion fruit seeds (Passiflora edulis f. edulis Sims) as a promising source of skin anti-aging agents: Enzymatic, antioxidant and multi-level computational studies. Arabian Journal of Chemistry 2020, 14, 102905 .

AMA Style

Andres Yepes, Daniel Ochoa-Bautista, Walter Murillo-Arango, Jorge Quintero-Saumeth, Karent Bravo, Edison Osorio. Purple passion fruit seeds (Passiflora edulis f. edulis Sims) as a promising source of skin anti-aging agents: Enzymatic, antioxidant and multi-level computational studies. Arabian Journal of Chemistry. 2020; 14 (1):102905.

Chicago/Turabian Style

Andres Yepes; Daniel Ochoa-Bautista; Walter Murillo-Arango; Jorge Quintero-Saumeth; Karent Bravo; Edison Osorio. 2020. "Purple passion fruit seeds (Passiflora edulis f. edulis Sims) as a promising source of skin anti-aging agents: Enzymatic, antioxidant and multi-level computational studies." Arabian Journal of Chemistry 14, no. 1: 102905.

Journal article
Published: 02 November 2020 in The Journal of Physical Chemistry A
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All reaction steps during the biosynthesis of suicidal clavulanic acid (coformulated with β-lactam antibiotics and used to fight bacterial infections) are known, except for the crucial 3S,5S → 3R,5R double epimerization needed to produce a biologically active stereoisomer, for which mechanistic hypothesis is subject to debate. In this work, we provide evidence for a reaction channel for the double inversion of configuration that involves a total of six reaction steps. When mediated by an enzyme with a terminal S-H bond, this highly complex reaction is spontaneous in the absence of solvents. Polarizable continuum models introduce reaction barriers in aqueous environments because of the strong destabilization of the first transition state. Molecular geometries and electronic structures in both cases indicate that solvent-free spontaneity and aqueous medium barriers are both firmly rooted in a substantial reorganization of the electron density right at the onset of the reaction, mostly involving a cyclic evolution/involution of large regions of π delocalization used to stabilize the excess charge left after the initial proton abstraction.

ACS Style

Sara Gómez; Howard Ramírez-Malule; Wilson Cardona-G; Edison Osorio; Albeiro Restrepo. Double-Ring Epimerization in the Biosynthesis of Clavulanic Acid. The Journal of Physical Chemistry A 2020, 124, 9413 -9426.

AMA Style

Sara Gómez, Howard Ramírez-Malule, Wilson Cardona-G, Edison Osorio, Albeiro Restrepo. Double-Ring Epimerization in the Biosynthesis of Clavulanic Acid. The Journal of Physical Chemistry A. 2020; 124 (45):9413-9426.

Chicago/Turabian Style

Sara Gómez; Howard Ramírez-Malule; Wilson Cardona-G; Edison Osorio; Albeiro Restrepo. 2020. "Double-Ring Epimerization in the Biosynthesis of Clavulanic Acid." The Journal of Physical Chemistry A 124, no. 45: 9413-9426.

Journal article
Published: 30 September 2020 in South African Journal of Botany
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The present work focused on the chemical study of the main alkaloid component in Brazilian indigenous Amaryllidaceae species Hippeastrum puniceum (Lam.) Kuntze. The strategy applied was based on a distinct partitioning process and chromatographic-purification steps using the crude methanolic extract as the starting material. In this way, the glycosylated derivative narciclasine-4-O-β-D-xylopyranoside was isolated from the ethyl acetate fraction of H. puniceum. Structural elucidation of the compound was performed through NMR (Nuclear Magnetic Resonance) analysis including mono- and bi-dimensional experiments. The absolute configuration was determined herein for the first time by means of X-Ray Crystallography. The compound was also evaluated as cytotoxic agent against colon (HCT 116) and breast (MCF-7) tumor cells, showing no significant activity at the tested concentrations of 10 and 50 μM.

ACS Style

Amanda Eiriz Feu; Jean Paulo de Andrade; Alejandro Pedro Ayala; Larissa Costa de Almeida; Leticia V. Costa-Lotufo; Jaume Bastida; Javier Ellena; Warley De Souza Borges. Glycosylated narciclasine alkaloid in Hippeastrum puniceum (Lam.) Kuntze. South African Journal of Botany 2020, 136, 30 -34.

AMA Style

Amanda Eiriz Feu, Jean Paulo de Andrade, Alejandro Pedro Ayala, Larissa Costa de Almeida, Leticia V. Costa-Lotufo, Jaume Bastida, Javier Ellena, Warley De Souza Borges. Glycosylated narciclasine alkaloid in Hippeastrum puniceum (Lam.) Kuntze. South African Journal of Botany. 2020; 136 ():30-34.

Chicago/Turabian Style

Amanda Eiriz Feu; Jean Paulo de Andrade; Alejandro Pedro Ayala; Larissa Costa de Almeida; Leticia V. Costa-Lotufo; Jaume Bastida; Javier Ellena; Warley De Souza Borges. 2020. "Glycosylated narciclasine alkaloid in Hippeastrum puniceum (Lam.) Kuntze." South African Journal of Botany 136, no. : 30-34.

Research article
Published: 14 June 2020 in Drug and Chemical Toxicology
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Natural products are often used by the population to treat and/or prevent several disorders. Tucumã is an Amazonian fruit widely consumed by local population and no in vivo toxicity studies regarding its safety are available in the literature to date. Therefore, the phytochemical characterization, acute and repeated dose 28-day oral toxicities of crude extract of tucumã’s pulp (CETP) in Wistar rats were evaluated. For the CETP preparation, tucumã pulp was crushed and placed into sealed amber glass jars containing absolute ethanol solution for extraction. CETP phytochemical analyses evidenced the presence of carotenoids, flavonoids, unsaturated and satured fatty acids, and triterpenes. In the acute toxicity, female rats from the test group were treated with CETP at single dose of 2000 mg/kg. For the repeated dose toxicity, CETP was administered to male and female rats at doses of 200, 400 and 600 mg/kg, for 28 days. Body weight was recorded during the experiment and blood, liver and kidney were collected for further analysis. No mortality or toxicity signs were observed during the studies. CETP was classified as safe (category 5, OECD guide), in acute toxicity. In repeated dose study was observed alterations in some biochemical parameters, as well as in oxidative damage and enzymatic activity. Histopathological findings showed renal damage in male rats at higher dose. The data obtained suggest that CETP did not induced toxicity after exposure to a single or repeated doses in female rats. However, in males may be considered safe when given repeatedly in low doses.

ACS Style

Camille Gaube Guex; Gabriela Buzatti Cassanego; Rafaela Castro Dornelles; Rosana Casoti; Ana Martiele Engelmann; Sabrina Somacal; Roberto Marinho Maciel; Thiago Duarte; Warley Borges; Cínthia Melazzo de Andrade; Tatiana Emanuelli; Cristiane Cademartori Danesi; Euler Esteves Ribeiro; Liliane De Freitas Bauermann. Tucumã (Astrocaryum aculeatum) extract: phytochemical characterization, acute and subacute oral toxicity studies inWistarrats. Drug and Chemical Toxicology 2020, 1 -12.

AMA Style

Camille Gaube Guex, Gabriela Buzatti Cassanego, Rafaela Castro Dornelles, Rosana Casoti, Ana Martiele Engelmann, Sabrina Somacal, Roberto Marinho Maciel, Thiago Duarte, Warley Borges, Cínthia Melazzo de Andrade, Tatiana Emanuelli, Cristiane Cademartori Danesi, Euler Esteves Ribeiro, Liliane De Freitas Bauermann. Tucumã (Astrocaryum aculeatum) extract: phytochemical characterization, acute and subacute oral toxicity studies inWistarrats. Drug and Chemical Toxicology. 2020; ():1-12.

Chicago/Turabian Style

Camille Gaube Guex; Gabriela Buzatti Cassanego; Rafaela Castro Dornelles; Rosana Casoti; Ana Martiele Engelmann; Sabrina Somacal; Roberto Marinho Maciel; Thiago Duarte; Warley Borges; Cínthia Melazzo de Andrade; Tatiana Emanuelli; Cristiane Cademartori Danesi; Euler Esteves Ribeiro; Liliane De Freitas Bauermann. 2020. "Tucumã (Astrocaryum aculeatum) extract: phytochemical characterization, acute and subacute oral toxicity studies inWistarrats." Drug and Chemical Toxicology , no. : 1-12.

Journal article
Published: 06 June 2020 in Biochemical Engineering Journal
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The aim of this work was to develop an efficient extraction process of biflavonoids from Garcinia madruno by applying high-intensity ultrasound extraction (HIU) in continuous flow mode. The impact of the solvent, flow pump and amplitude of the ultrasonic probe on the extraction of biflavonoids (BF) were evaluated. The extraction kinetics was modeled by Peleg’s and polynomial regression models to predict and evaluate the efficiency and productivity of the HIU in comparison with other extraction techniques. As result, a mixture of ethanol/water 50:50 was selected as the most selective solvent for biflavonoids extraction, the flow rate did not influence the performance of the process (from 200 μL/min to 600 μL/min), and the experimental data of kinetics fitted well with Peleg’s model. HIU used at maximum probe’s amplitude (90.9 μpp) improved productivity and extraction yield of biflavonoids by more than 3-fold (370 mg/100 mL of Total BF) compared with conventional bath ultrasound (120 mg/100 mL of Total BF). Furthermore, the ultrasonic energy influenced the microscopic structure of the vegetal tissue, promoting detexturation and sono-fragmentation of the plant material, which are the main mechanisms performed by the HIU in this study. Our results demonstrate that applying HIU in a dynamic flow is a feasible, efficient and reproducible technique for the extraction of G. madruno biflavonoids.

ACS Style

Luis Carrillo-Hormaza; Luisa Duque; Sebastián López-Parra; Edison Osorio. High-intensity ultrasound-assisted extraction of Garcinia madruno biflavonoids: Mechanism, kinetics, and productivity. Biochemical Engineering Journal 2020, 161, 107676 .

AMA Style

Luis Carrillo-Hormaza, Luisa Duque, Sebastián López-Parra, Edison Osorio. High-intensity ultrasound-assisted extraction of Garcinia madruno biflavonoids: Mechanism, kinetics, and productivity. Biochemical Engineering Journal. 2020; 161 ():107676.

Chicago/Turabian Style

Luis Carrillo-Hormaza; Luisa Duque; Sebastián López-Parra; Edison Osorio. 2020. "High-intensity ultrasound-assisted extraction of Garcinia madruno biflavonoids: Mechanism, kinetics, and productivity." Biochemical Engineering Journal 161, no. : 107676.

Journal article
Published: 15 May 2020 in Current Pharmaceutical Design
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Background: Fusarium solani f. sp. piperis is a phytopathogen that causes one of the most destructive diseases in black pepper crops, resulting in significant economic and crop production losses. Consequently, the control of this fungal disease is a matter of current and relevant interest in agriculture. Objective: The objective was to synthesize eugenol derivatives with antifungal activity. Methods: In this study, using bimolecular nucleophilic substitution and click chemistry approaches, four new and three known eugenol derivatives were obtained. The eugenol derivatives were characterized and their antifungal and cytotoxic effects were evaluated. Results: Eugenol derivative 4 (2-(4-allyl-2-methoxyphenoxy)-3-chloronaphthalene-1,4-dione) was the most active against F. solani f. sp. piperis and showed acceptable cytotoxicity. Compound 4 was two-fold more effective than tebuconazole in an antifungal assay and presented similar cytotoxicity in macrophages. The in silico study of β-glucosidase suggests a potential interaction of 4 with amino acid residues by a cation-π interaction with residue Arg177 followed by a hydrogen bond with Glu596, indicating an important role in the interactions with 4, justifying the antifungal action of this compound. In addition, the cytotoxicity after metabolism was evaluated as a mimic assay with the S9 fraction in HepG2 cells. Compound 4 demonstrated maintenance of cytotoxicity, showing IC50 values of 11.18 ± 0.5 and 9.04 ± 0.2 μg mL-1 without and with the S9 fraction, respectively. In contrast, eugenol (257.9 ± 0.4 and 133.5 ± 0.8 μg mL-1), tebuconazole (34.94 ± 0.2 and 26.76 ± 0.17 μg mL-1) and especially carbendazim (251.0 ± 0.30 and 34.7 ± 0.10 μg mL-1) showed greater cytotoxicity after hepatic biotransformation. Conclusion: The results suggest that 4 is a potential candidate for use in the design of new and effective compounds that could control this pathogen.

ACS Style

Sarah C. Maximino; Jessyca A.P. Dutra; Ricardo P. Rodrigues; Rita C.R. Gonçalves; Pedro A.B. Morais; José A. Ventura; Ricardo P. Schuenck; Valdemar Lacerda Júnior; Rodrigo R. Kitagawa; Warley S. Borges. Synthesis of Eugenol Derivatives and Evaluation of their Antifungal Activity Against Fusarium solani f. sp. piperis. Current Pharmaceutical Design 2020, 26, 1532 -1542.

AMA Style

Sarah C. Maximino, Jessyca A.P. Dutra, Ricardo P. Rodrigues, Rita C.R. Gonçalves, Pedro A.B. Morais, José A. Ventura, Ricardo P. Schuenck, Valdemar Lacerda Júnior, Rodrigo R. Kitagawa, Warley S. Borges. Synthesis of Eugenol Derivatives and Evaluation of their Antifungal Activity Against Fusarium solani f. sp. piperis. Current Pharmaceutical Design. 2020; 26 (14):1532-1542.

Chicago/Turabian Style

Sarah C. Maximino; Jessyca A.P. Dutra; Ricardo P. Rodrigues; Rita C.R. Gonçalves; Pedro A.B. Morais; José A. Ventura; Ricardo P. Schuenck; Valdemar Lacerda Júnior; Rodrigo R. Kitagawa; Warley S. Borges. 2020. "Synthesis of Eugenol Derivatives and Evaluation of their Antifungal Activity Against Fusarium solani f. sp. piperis." Current Pharmaceutical Design 26, no. 14: 1532-1542.

Journal article
Published: 30 April 2020 in Molecules
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It is estimated that 50 million people in the world live with dementia, 60–70% of whom suffer from Alzheimer’s disease (AD). Different factors are involved in the development of AD, including a reduction in the cholinergic neurotransmission level. The Amaryllidaceae plant family contains an exclusive, large, and still understudied alkaloid group characterized by a singular skeleton arrangement and a broad spectrum of biological activities. The chemistry and biodiversity of Ecuadorian representatives of the Phaedranassa genus (Amaryllidaceae) have not been widely studied. In this work, five Ecuadorian Phaedranassa species were examined in vitro for their activity towards the enzymes acetyl- (AChE) and butyrylcholinesterase (BuChE), and the alkaloid profile of bulb extracts was analyzed by GC-MS. The species Phaedranassa cuencana and Phaedranassa dubia showed the most AChE and BuChE inhibitory activity, respectively. To obtain insight into the potential role of the identified alkaloids in these inhibitory effects, docking experiments were carried out, and cantabricine showed in silico inhibitory activity against both cholinesterase structures. Our results show that Amaryllidaceae species from Ecuador are a potential source of new drugs for the palliative treatment of AD.

ACS Style

Raúl Moreno; Luciana R. Tallini; Cristina Salazar; Edison H. Osorio; Evelin Montero; Jaume Bastida; Nora H. Oleas; Karen Acosta León. Chemical Profiling and Cholinesterase Inhibitory Activity of Five Phaedranassa Herb. (Amaryllidaceae) Species from Ecuador. Molecules 2020, 25, 2092 .

AMA Style

Raúl Moreno, Luciana R. Tallini, Cristina Salazar, Edison H. Osorio, Evelin Montero, Jaume Bastida, Nora H. Oleas, Karen Acosta León. Chemical Profiling and Cholinesterase Inhibitory Activity of Five Phaedranassa Herb. (Amaryllidaceae) Species from Ecuador. Molecules. 2020; 25 (9):2092.

Chicago/Turabian Style

Raúl Moreno; Luciana R. Tallini; Cristina Salazar; Edison H. Osorio; Evelin Montero; Jaume Bastida; Nora H. Oleas; Karen Acosta León. 2020. "Chemical Profiling and Cholinesterase Inhibitory Activity of Five Phaedranassa Herb. (Amaryllidaceae) Species from Ecuador." Molecules 25, no. 9: 2092.

Journal article
Published: 27 March 2020 in Chemical Physics Letters
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Using first principle calculations, in-depth bonding and aromaticity pattern of bare anionic nortricyclane, E73− (E = P, As, Sb, and Bi) Zintl clusters have been explored. A detailed topological analysis reveals that every cluster comprises of nine 2c-2e σ-bond with an occupation number of 1.96–1.99 |e|. We find an impressive covalence in the E73− cluster which decreases down the group from P73− to Bi73−. The nucleus independent chemical shift (NICS) foretell about the aromatic property of the Zintl cluster which is also decreasing along the group. In addition, the response with respect to external magnetic field of the nucleus independent shielding tensor was obtained to explore the possible formation of the shielding cone behavior.

ACS Style

Rakesh Parida; G. Naresh Reddy; Edison Osorio; Alvaro Muñoz-Castro; Sukanta Mondal; Santanab Giri. Unique magnetic shielding and bonding in Pnicogen nortricyclane Zintl clusters. Chemical Physics Letters 2020, 749, 137414 .

AMA Style

Rakesh Parida, G. Naresh Reddy, Edison Osorio, Alvaro Muñoz-Castro, Sukanta Mondal, Santanab Giri. Unique magnetic shielding and bonding in Pnicogen nortricyclane Zintl clusters. Chemical Physics Letters. 2020; 749 ():137414.

Chicago/Turabian Style

Rakesh Parida; G. Naresh Reddy; Edison Osorio; Alvaro Muñoz-Castro; Sukanta Mondal; Santanab Giri. 2020. "Unique magnetic shielding and bonding in Pnicogen nortricyclane Zintl clusters." Chemical Physics Letters 749, no. : 137414.

Journal article
Published: 19 February 2020 in Current Topics in Medicinal Chemistry
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Background: Glycogen synthase kinase-3 (GSK-3) is involved in the phosphorylation and inactivation of glycogen synthase. GSK-3 inhibitors have been associated with a variety of diseases, including Alzheimer´s disease (AD), diabetes type II, neurologic disorders, and cancer. The inhibition of GSK-3β isoforms is likely to represent an effective strategy against AD. Objective: The present work aimed to design and synthesize coumarin derivatives to explore their potential as GSK-3β kinase inhibitors. Method: The through different synthetic methods were used to prepare coumarin derivatives. The GSK-3β activity was measured through the ADP-Glo™ Kinase Assay, which quantifies the kinasedependent enzymatic production of ADP from ATP, using a coupled-luminescence-based reaction. A docking study was performed by using the crystallographic structure of the staurosporine/GSK-3β complex [Protein Data Bank (PDB) code: 1Q3D]. Results: The eleven coumarin derivatives were obtained and evaluated as potential GSK-3β inhibitors. Additionally, in silico studies were performed. The results revealed that the compounds 5c, 5d, and 6b inhibited GSK-3β enzymatic activity by 38.97–49.62% at 1 mM. The other coumarin derivatives were tested at 1 mM, 1 µM, and 1 nM concentrations and were shown to be inhibitor candidates, with significant IC50 (1.224–6.875 µM) values, except for compound 7c (IC50 = 10.809 µM). Docking simulations showed polar interactions between compound 5b and Lys85 and Ser203, clarifying the mechanism of the most potent activity. Conclusion: The coumarin derivatives 3a and 5b, developed in this study, showed remarkable activity as GSK-3β inhibitors.

ACS Style

Carla Santana Francisco; Clara L. Javarini; Iatahanderson De S. Barcelos; Pedro A. B. Morais; Heberth De Paula; Warley De S. Borges; Álvaro Cunha Neto; Valdemar Lacerda; Valdemar Lacerda Jr.. Synthesis of Coumarin Derivatives as Versatile Scaffolds for GSK-3β Enzyme Inhibition. Current Topics in Medicinal Chemistry 2020, 20, 153 -160.

AMA Style

Carla Santana Francisco, Clara L. Javarini, Iatahanderson De S. Barcelos, Pedro A. B. Morais, Heberth De Paula, Warley De S. Borges, Álvaro Cunha Neto, Valdemar Lacerda, Valdemar Lacerda Jr.. Synthesis of Coumarin Derivatives as Versatile Scaffolds for GSK-3β Enzyme Inhibition. Current Topics in Medicinal Chemistry. 2020; 20 (2):153-160.

Chicago/Turabian Style

Carla Santana Francisco; Clara L. Javarini; Iatahanderson De S. Barcelos; Pedro A. B. Morais; Heberth De Paula; Warley De S. Borges; Álvaro Cunha Neto; Valdemar Lacerda; Valdemar Lacerda Jr.. 2020. "Synthesis of Coumarin Derivatives as Versatile Scaffolds for GSK-3β Enzyme Inhibition." Current Topics in Medicinal Chemistry 20, no. 2: 153-160.

Journal article
Published: 19 February 2020 in Current Topics in Medicinal Chemistry
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Background: Effective cancer treatment is a major public health challenge. The limitations of current therapies and their adverse effects reduce the efficacy of treatment, leading to significant mortality rates worldwide. Moreover, natural product chemistry occupies a prominent role in the search for new treatment alternatives, by contributing a spectrum of chemical structures that may potentially yield new bioactive compounds. The compound [6]-gingerol (1) is the main active substance in ginger (Zingiber officinale) and several studies have shown it to produce beneficial effects, including antitumor activity. Objective: This work aims to obtain new gingerol derivatives with cytotoxic activity. Method: [6]-gingerol was isolated and its derivatives were produced using click chemistry, obtaining eight new compounds. All chemical structures were determined by means of IR, NMR and HRMS data, and cytotoxicity was evaluated in the HCT 116 (colon carcinoma) and MCF-7 (breast carcinoma) cell lines at concentrations of 5 µmol L-1 and 50 µmol L-1. Results: At 50 µmol L-1, more than 70% inhibition of cell growth was achieved with compounds 2e, 2g against HCT 116, and 2b, 2d, 2e, 2f and 2g against MCF-7. Conclusion: The obtained compounds showed only moderate cytotoxic activity. However, the products with substituents occupying the meta position in relation to the triazole ring showed increased cytotoxic properties. The brominated compound (2g) showed the strongest activity, inhibiting cell proliferation by 87%.

ACS Style

William Cezar De Lima Silva; Raphael Conti; Larissa Costa De Almeida; Pedro Alves Bezerra Morais; Keyller Bastos Borges; Valdemar Lacerda Jr.; Letícia Veras Costa-Lotufo; Warley De Souza Borges. Novel [6]-gingerol Triazole Derivatives and their Antiproliferative Potential against Tumor Cells. Current Topics in Medicinal Chemistry 2020, 20, 161 -169.

AMA Style

William Cezar De Lima Silva, Raphael Conti, Larissa Costa De Almeida, Pedro Alves Bezerra Morais, Keyller Bastos Borges, Valdemar Lacerda Jr., Letícia Veras Costa-Lotufo, Warley De Souza Borges. Novel [6]-gingerol Triazole Derivatives and their Antiproliferative Potential against Tumor Cells. Current Topics in Medicinal Chemistry. 2020; 20 (2):161-169.

Chicago/Turabian Style

William Cezar De Lima Silva; Raphael Conti; Larissa Costa De Almeida; Pedro Alves Bezerra Morais; Keyller Bastos Borges; Valdemar Lacerda Jr.; Letícia Veras Costa-Lotufo; Warley De Souza Borges. 2020. "Novel [6]-gingerol Triazole Derivatives and their Antiproliferative Potential against Tumor Cells." Current Topics in Medicinal Chemistry 20, no. 2: 161-169.

Short communication
Published: 18 February 2020 in Natural Product Research
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Alzheimer’s disease (AD) is a multifactorial health problem widespread over the world. Regarding the historical importance of the alkaloids in the central nervous system pharmacology they remain as promising drug candidates against AD. Seven alkaloids from Amaryllidaceae and Fabaceae were evaluated in vivo, in vitro and in silico targets related to the AD pathophysiology. Erythraline and erysodine showed the greatest potential compared to Memantine, a drug currently used in AD therapy, by delaying the Aβ1-42-induced paralysis in the transgenic strain CL2006 Caenorhabditis elegans, an alternative model to assess the impairment of beta-amyloid peptide deposition. The in vitro inhibition of the acetylcholinesterase was observed for the first time for Erythrina alkaloids; however Lycorine was the most active. Docking simulation contributed to comprehend this potential by showing a hydrophobic interaction between acetylcholinesterase and Lycorine in the amino acid residue TRP 84 as well as hydrogen bonds with TRY 121 and ASP 72.

ACS Style

Wamberto Alristenio Moreira de Almeida; Jean Paulo de Andrade; Daisy Sotero Chacon; Cecília Rodrigues Lucas; Estela Mariana; Leandro De Santis Ferreira; Thais Guaratini; Euzebio Guimarães Barbosa; José Angelo Zuanazzi; Fernando Hallwass; Warley Borges; Riva De Paula Oliveira; Raquel Brandt Giordani. Isoquinoline alkaloids reduce beta-amyloid peptide toxicity inCaenorhabditis elegans. Natural Product Research 2020, 1 -5.

AMA Style

Wamberto Alristenio Moreira de Almeida, Jean Paulo de Andrade, Daisy Sotero Chacon, Cecília Rodrigues Lucas, Estela Mariana, Leandro De Santis Ferreira, Thais Guaratini, Euzebio Guimarães Barbosa, José Angelo Zuanazzi, Fernando Hallwass, Warley Borges, Riva De Paula Oliveira, Raquel Brandt Giordani. Isoquinoline alkaloids reduce beta-amyloid peptide toxicity inCaenorhabditis elegans. Natural Product Research. 2020; ():1-5.

Chicago/Turabian Style

Wamberto Alristenio Moreira de Almeida; Jean Paulo de Andrade; Daisy Sotero Chacon; Cecília Rodrigues Lucas; Estela Mariana; Leandro De Santis Ferreira; Thais Guaratini; Euzebio Guimarães Barbosa; José Angelo Zuanazzi; Fernando Hallwass; Warley Borges; Riva De Paula Oliveira; Raquel Brandt Giordani. 2020. "Isoquinoline alkaloids reduce beta-amyloid peptide toxicity inCaenorhabditis elegans." Natural Product Research , no. : 1-5.

Journal article
Published: 09 February 2020 in Industrial Crops and Products
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Helicobacter pylori colonizes half of the World population and has been associated with gastric diseases including gastric cancer. In this scenario, Plectranthus barbatus is a wide-used medicinal plant in Brazil in the treatment of gastric injuries, however, no scientific report describe it against H. pylori. The aim of this study was to evaluate the ethyl acetate fraction (EAF) chemical profile from P. barbatus and its anti-H. pylori, immunomodulatory, antioxidant and cytotoxic activities. The substances identified by (-)-ESI-FT-ICR MS were plectrin, hydrolyzed abieatane, barbatusin, 3β-hydroxy-3-deoxibarbatusin, cyclobutatusin, luteolin, rosmarinic acid and coleoside B. The anti-H. pylori results presented a minimum inhibitory concentration (MIC) of 256 μg/mL and minimum bactericidal concentration (MBC) of 1024 μg/mL. Scanning electron microscopy evidenced H. pylori morphological changes in its surface induced by EAF. Molecular docking studies were conducted to investigate the binding mode of the proposed compounds at H. pylori Penicillin-Binding Protein active site. Antioxidant activities presented IC50 ranging from 26.64 ± 0.62–69.96 ± 1.25 μg/mL and the immunomodulatory activity was significant to IL-6 and NO with 28 % and 35 % of inhibition at 25 μg/mL. EAF showed significant cytotoxic activity with CI50 of 33.89 ± 0.32 μg/mL on gastric adenocarcinoma cells. These results indicate the potential of P. barbatus as candidate for H. pylori eradication and H. pylori induced related gastric disease prevention.

ACS Style

Augusto Santos Borges; Bruno Rodrigo Minozzo; Heloa Santos; Juliana Santa Ardisson; Ricardo Pereira Rodrigues; Wanderson Romão; Warley De Souza Borges; Rita De Cássia Ribeiro Gonçalves; Flávio Luis Beltrame; Rodrigo Rezende Kitagawa. Plectranthus barbatus Andrews as anti-Helicobacter pylori agent with activity against adenocarcinoma gastric cells. Industrial Crops and Products 2020, 146, 112207 .

AMA Style

Augusto Santos Borges, Bruno Rodrigo Minozzo, Heloa Santos, Juliana Santa Ardisson, Ricardo Pereira Rodrigues, Wanderson Romão, Warley De Souza Borges, Rita De Cássia Ribeiro Gonçalves, Flávio Luis Beltrame, Rodrigo Rezende Kitagawa. Plectranthus barbatus Andrews as anti-Helicobacter pylori agent with activity against adenocarcinoma gastric cells. Industrial Crops and Products. 2020; 146 ():112207.

Chicago/Turabian Style

Augusto Santos Borges; Bruno Rodrigo Minozzo; Heloa Santos; Juliana Santa Ardisson; Ricardo Pereira Rodrigues; Wanderson Romão; Warley De Souza Borges; Rita De Cássia Ribeiro Gonçalves; Flávio Luis Beltrame; Rodrigo Rezende Kitagawa. 2020. "Plectranthus barbatus Andrews as anti-Helicobacter pylori agent with activity against adenocarcinoma gastric cells." Industrial Crops and Products 146, no. : 112207.

Book chapter
Published: 23 January 2020 in The Alkaloids: Chemistry and Biology
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The Amaryllidaceae alkaloids are a distinctive chemotaxonomic feature of the subfamily Amaryllidoideae of the family Amaryllidaceae, which consists of 59 genera and > 800 species distributed primarily in tropical and subtropical areas. Since the first isolation, ca. 140 ago, > 600 structurally diverse Amaryllidaceae alkaloids have been reported from ca. 350 species (44% of all species in the subfamily). A few have been found in other plant families, but the majority are unique to the Amaryllidoideae. These alkaloids have attracted considerable research interest due to their wide range of biological and pharmacological activities, which have been extensively reviewed. In this chapter we provide a review of the 636 structures of isolated or tentatively identified alkaloids from plants of the Amaryllidoideae and their classification into 42 skeleton types, as well as a discussion on their distribution, and chemotaxonomical and chemoecological aspects.

ACS Style

Strahil Berkov; Edison Osorio; Francesc Viladomat; Jaume Bastida. Chemodiversity, chemotaxonomy and chemoecology of Amaryllidaceae alkaloids. The Alkaloids: Chemistry and Biology 2020, 83, 113 -185.

AMA Style

Strahil Berkov, Edison Osorio, Francesc Viladomat, Jaume Bastida. Chemodiversity, chemotaxonomy and chemoecology of Amaryllidaceae alkaloids. The Alkaloids: Chemistry and Biology. 2020; 83 ():113-185.

Chicago/Turabian Style

Strahil Berkov; Edison Osorio; Francesc Viladomat; Jaume Bastida. 2020. "Chemodiversity, chemotaxonomy and chemoecology of Amaryllidaceae alkaloids." The Alkaloids: Chemistry and Biology 83, no. : 113-185.

Journal article
Published: 10 January 2020 in Molecules
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The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF3) and traveling (X = S, S = O, and CH2) groups. The origins of fluxionality in the S–oxide of perfluorotetramethyl Dewar thiophene are uncovered in this work. Dewar rearrangements are chemical processes that occur with a high degree of synchronicity. These changes are directly related to the activation energy.

ACS Style

Sara Gómez; Edison Osorio; Eugenia Dzib; Rafael Islas; Albeiro Restrepo; Gabriel Merino. Revisiting the Rearrangement of Dewar Thiophenes. Molecules 2020, 25, 284 .

AMA Style

Sara Gómez, Edison Osorio, Eugenia Dzib, Rafael Islas, Albeiro Restrepo, Gabriel Merino. Revisiting the Rearrangement of Dewar Thiophenes. Molecules. 2020; 25 (2):284.

Chicago/Turabian Style

Sara Gómez; Edison Osorio; Eugenia Dzib; Rafael Islas; Albeiro Restrepo; Gabriel Merino. 2020. "Revisiting the Rearrangement of Dewar Thiophenes." Molecules 25, no. 2: 284.

Journal article
Published: 01 January 2020 in Journal of the Brazilian Chemical Society
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Mariacaterina Lianza; Maria Helena Verdan; Jean Paulo De Andrade; Ferruccio Poli; Larissa De Almeida; Leticia Costa-Lotufo; Álvaro Cunha Neto; Sarah Oliveira; Jaume Bastida; Andrea Batista; João Batista Jr.; Warley Borges. Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae). Journal of the Brazilian Chemical Society 2020, 1 .

AMA Style

Mariacaterina Lianza, Maria Helena Verdan, Jean Paulo De Andrade, Ferruccio Poli, Larissa De Almeida, Leticia Costa-Lotufo, Álvaro Cunha Neto, Sarah Oliveira, Jaume Bastida, Andrea Batista, João Batista Jr., Warley Borges. Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae). Journal of the Brazilian Chemical Society. 2020; ():1.

Chicago/Turabian Style

Mariacaterina Lianza; Maria Helena Verdan; Jean Paulo De Andrade; Ferruccio Poli; Larissa De Almeida; Leticia Costa-Lotufo; Álvaro Cunha Neto; Sarah Oliveira; Jaume Bastida; Andrea Batista; João Batista Jr.; Warley Borges. 2020. "Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)." Journal of the Brazilian Chemical Society , no. : 1.

Journal article
Published: 01 January 2020 in Journal of the Brazilian Chemical Society
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Karolinni Britto; Carla Francisco; Débora Ferreira; Bárbara Borges; Raphael Conti; Demetrius Profeti; Ligia Rodrigues; Valdemar Lacerda Jr.; Pedro Morais; Warley Borges. Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays. Journal of the Brazilian Chemical Society 2020, 1 .

AMA Style

Karolinni Britto, Carla Francisco, Débora Ferreira, Bárbara Borges, Raphael Conti, Demetrius Profeti, Ligia Rodrigues, Valdemar Lacerda Jr., Pedro Morais, Warley Borges. Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays. Journal of the Brazilian Chemical Society. 2020; ():1.

Chicago/Turabian Style

Karolinni Britto; Carla Francisco; Débora Ferreira; Bárbara Borges; Raphael Conti; Demetrius Profeti; Ligia Rodrigues; Valdemar Lacerda Jr.; Pedro Morais; Warley Borges. 2020. "Identifying New Isatin Derivatives with GSK-3β Inhibition Capacity through Molecular Docking and Bioassays." Journal of the Brazilian Chemical Society , no. : 1.