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Katsuyoshi Matsunami
Department of Pharmacognosy, Graduate School of Biomedical & Health Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan

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Journal article
Published: 09 April 2021 in Plants
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Date palm fruit (Phoenix dactylifera) is reputed to have numerous biological activities, including anticancer properties. To utilize the great fortune of this fruit, the current study aimed to maximize its pharmacological activity. Date palm extract (DPE) of Khalas cultivar was obtained in powder form and then was formulated into nanoemulsion (NE). The optimized DPE-NE was formulated along with its naked counterpart followed by studying their physical and chemical properties. A qualitative assessment of total serum protein associated with the surface of formulations was implemented. Studies for the in vitro release of DPE from developed NE before and after incubation with serum were investigated. Eventually, an MTT assay was conducted. Total phenolic and flavonoid contents were 22.89 ± 0.013 mg GAE/g of dry DPE and 9.90 ± 0.03 mg QE/g of dry DPE, respectively. Homogenous NE formulations were attained with appropriate particle size and viscosity that could be administered intravenously. The optimized PEGylated NE exhibited a proper particle size, PDI, and zeta potential. Total serum protein adsorbed on PEG-NE surface was significantly low. The release of the drug through in vitro study was effectively extended for 24 h. Ultimately; PEGylated NE of DPE attained significant inhibition for cancer cell viability with IC50 values of 18.6 ± 2.4 and 13.5 ± 1.8 µg/mL for MCF-7 and HepG2 cell lines, respectively. PEGylated NE of DPE of Khalas cultivar will open the gate for future adjuvants for cancer therapy.

ACS Style

Hany Khalil; Nashi Alqahtani; Hossam Darrag; Hairul-Islam Ibrahim; Promise Emeka; Lorina Badger-Emeka; Katsuyoshi Matsunami; Tamer Shehata; Heba Elsewedy. Date Palm Extract (Phoenix dactylifera) PEGylated Nanoemulsion: Development, Optimization and Cytotoxicity Evaluation. Plants 2021, 10, 735 .

AMA Style

Hany Khalil, Nashi Alqahtani, Hossam Darrag, Hairul-Islam Ibrahim, Promise Emeka, Lorina Badger-Emeka, Katsuyoshi Matsunami, Tamer Shehata, Heba Elsewedy. Date Palm Extract (Phoenix dactylifera) PEGylated Nanoemulsion: Development, Optimization and Cytotoxicity Evaluation. Plants. 2021; 10 (4):735.

Chicago/Turabian Style

Hany Khalil; Nashi Alqahtani; Hossam Darrag; Hairul-Islam Ibrahim; Promise Emeka; Lorina Badger-Emeka; Katsuyoshi Matsunami; Tamer Shehata; Heba Elsewedy. 2021. "Date Palm Extract (Phoenix dactylifera) PEGylated Nanoemulsion: Development, Optimization and Cytotoxicity Evaluation." Plants 10, no. 4: 735.

Journal article
Published: 21 March 2021 in Molecules
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Chemical conversion of the extract of natural resources is a very attractive way to expand the chemical space to discover bioactive compounds. In order to search for new medicines to treat parasitic diseases that cause high morbidity and mortality in affected countries in the world, the ethyl acetate extract from the rhizome of Alpinia galanga (L.) has been chemically converted by epoxidation using dioxirane generated in situ. The biological activity of chemically converted extract (CCE) of A. galanga (L.) significantly increased the activity against Leishmania major up to 82.6 ± 6.2 % at 25 μg/mL (whereas 2.7 ± 0.8% for the original extract). By bioassay-guided fractionation, new phenylpropanoids (1–6) and four known compounds, hydroquinone (7), 4-hydroxy(4-hydroxyphenyl)methoxy)benzaldehyde (8), isocoumarin cis 4-hydroxymelein (9), and (2S,3S,6R,7R,9S,10S)-humulene triepoxide (10) were isolated from CCE. The structures of isolated compounds were determined by spectroscopic analyses of 1D and 2D NMR, IR, and MS spectra. The most active compound was hydroquinone (7) with IC50 = 0.37 ± 1.37 μg/mL as a substantial active principle of CCE. In addition, the new phenylpropanoid 2 (IC50 = 27.8 ± 0.34 μg/mL) also showed significant activity against L. major compared to the positive control miltefosine (IC50 = 7.47 ± 0.3 μg/mL). The activities of the isolated compounds were also evaluated against Plasmodium falciparum, Trypanosoma brucei gambisense and Trypanosoma brucei rhodeisense. Interestingly, compound 2 was selectively active against trypanosomes with potent activity. To the best of our knowledge, this is the first report on the bioactive “unnatural” natural products from the crude extract of A. galanga (L.) by chemical conversion and on its activities against causal pathogens of leishmaniasis, trypanosomiasis, and malaria.

ACS Style

Melanny Sulistyowaty; Nguyen Uyen; Keisuke Suganuma; Ben-Yeddy Chitama; Kazuhide Yahata; Osamu Kaneko; Sachiko Sugimoto; Yoshi Yamano; Susumu Kawakami; Hideaki Otsuka; Katsuyoshi Matsunami. Six New Phenylpropanoid Derivatives from Chemically Converted Extract of Alpinia galanga (L.) and Their Antiparasitic Activities. Molecules 2021, 26, 1756 .

AMA Style

Melanny Sulistyowaty, Nguyen Uyen, Keisuke Suganuma, Ben-Yeddy Chitama, Kazuhide Yahata, Osamu Kaneko, Sachiko Sugimoto, Yoshi Yamano, Susumu Kawakami, Hideaki Otsuka, Katsuyoshi Matsunami. Six New Phenylpropanoid Derivatives from Chemically Converted Extract of Alpinia galanga (L.) and Their Antiparasitic Activities. Molecules. 2021; 26 (6):1756.

Chicago/Turabian Style

Melanny Sulistyowaty; Nguyen Uyen; Keisuke Suganuma; Ben-Yeddy Chitama; Kazuhide Yahata; Osamu Kaneko; Sachiko Sugimoto; Yoshi Yamano; Susumu Kawakami; Hideaki Otsuka; Katsuyoshi Matsunami. 2021. "Six New Phenylpropanoid Derivatives from Chemically Converted Extract of Alpinia galanga (L.) and Their Antiparasitic Activities." Molecules 26, no. 6: 1756.

Note
Published: 06 July 2020 in Journal of Natural Medicines
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Two new tri-ferulates of sucrose, firmosides A and B (1 and 2, respectively), together with 18 known compounds (3–20), were isolated from the aerial parts of Silene firma. The structures of the isolated compounds were elucidated by various spectroscopic methods, including 1D, 2D NMR, and high-resolution electro-spray ionization–mass spectrometry (HR-ESI–MS). All the isolated compounds were evaluated for their free radical scavenging activity using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. As a result, two new compounds (1, 2) and 11 demonstrated significant radical scavenging activity, implying the usefulness as antioxidant agents.

ACS Style

Nguyen Hoang Uyen; Retno Widyowati; Melanny Ika Sulistyowaty; Sachiko Sugimoto; Yoshi Yamano; Susumu Kawakami; Hideaki Otsuka; Katsuyoshi Matsunami. Firmosides A and B: two new sucrose ferulates from the aerial parts of Silene firma and evaluation of radical scavenging activities. Journal of Natural Medicines 2020, 74, 796 -803.

AMA Style

Nguyen Hoang Uyen, Retno Widyowati, Melanny Ika Sulistyowaty, Sachiko Sugimoto, Yoshi Yamano, Susumu Kawakami, Hideaki Otsuka, Katsuyoshi Matsunami. Firmosides A and B: two new sucrose ferulates from the aerial parts of Silene firma and evaluation of radical scavenging activities. Journal of Natural Medicines. 2020; 74 (4):796-803.

Chicago/Turabian Style

Nguyen Hoang Uyen; Retno Widyowati; Melanny Ika Sulistyowaty; Sachiko Sugimoto; Yoshi Yamano; Susumu Kawakami; Hideaki Otsuka; Katsuyoshi Matsunami. 2020. "Firmosides A and B: two new sucrose ferulates from the aerial parts of Silene firma and evaluation of radical scavenging activities." Journal of Natural Medicines 74, no. 4: 796-803.

Journal article
Published: 28 May 2020 in Molecules
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In our continuing research for bioactive constituents from natural resources, a new methyl threonolactone glucopyranoside (1), a new methyl threonolactone fructofuranoside (2), 2 new pyroglutamates (3 and 4), and 10 known compounds (5–14) were isolated from the whole plant of Spilanthes acmella (L.) L. The structures of these compounds were determined based on various spectroscopic and chemical analyses. All of the isolated compounds were evaluated on bone formation parameters, such as ALP (alkaline phosphatase) and mineralization stimulatory activities of MC3T3-E1 cell lines. The results showed that the new compound, 1,3-butanediol 3-pyroglutamate (4), 2-deoxy-d-ribono-1,4-lactone (6), methyl pyroglutamate (7), ampelopsisionoside (10), icariside B1 (11), and benzyl α-l-arabinopyranosyl-(1→6)-β-d-glucopyranoside (12) stimulated both ALP and mineralization activities.

ACS Style

Retno Widyowati; Melanny Ika Sulistyowaty; Nguyen Hoang Uyen; Sachiko Sugimoto; Yoshi Yamano; Hideaki Otsuka; Katsuyoshi Matsunami. New Methyl Threonolactones and Pyroglutamates of Spilanthes acmella (L.) L. and Their Bone Formation Activities. Molecules 2020, 25, 1 .

AMA Style

Retno Widyowati, Melanny Ika Sulistyowaty, Nguyen Hoang Uyen, Sachiko Sugimoto, Yoshi Yamano, Hideaki Otsuka, Katsuyoshi Matsunami. New Methyl Threonolactones and Pyroglutamates of Spilanthes acmella (L.) L. and Their Bone Formation Activities. Molecules. 2020; 25 (11):1.

Chicago/Turabian Style

Retno Widyowati; Melanny Ika Sulistyowaty; Nguyen Hoang Uyen; Sachiko Sugimoto; Yoshi Yamano; Hideaki Otsuka; Katsuyoshi Matsunami. 2020. "New Methyl Threonolactones and Pyroglutamates of Spilanthes acmella (L.) L. and Their Bone Formation Activities." Molecules 25, no. 11: 1.

Original paper
Published: 07 August 2019 in Journal of Natural Medicines
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Five eudesmane-type sesquiterpene glycosides, named sonneratiosides A–E (1–5), were isolated from the leaves of Sonneratia alba (Lythraceae). The aglycone of sonneratioside A was identified as cryptomeridiol also known as proximadiol. X-ray crystallographic analysis of sonneratioside A confirmed its structure and its absolute stereochemistry. Eudesmol β-d-glucopyranoside (6) was also isolated from nature for the first time. The tyrosinase inhibitory activity was assayed for the new compounds together with seven known compounds. Among them, arbutin (12) showed the expected activity and luteolin 7-O-rutinoside (10) showed comparable activity to arbutin.

ACS Style

Kazuma Katsutani; Sachiko Sugimoto; Yoshi Yamano; Hideaki Otsuka; Katsuyoshi Matsunami; Tsutomu Mizuta. Eudesmane-type sesquiterpene glycosides: sonneratiosides A–E and eudesmol β-d-glucopyranoside from the leaves of Sonneratia alba. Journal of Natural Medicines 2019, 74, 119 -126.

AMA Style

Kazuma Katsutani, Sachiko Sugimoto, Yoshi Yamano, Hideaki Otsuka, Katsuyoshi Matsunami, Tsutomu Mizuta. Eudesmane-type sesquiterpene glycosides: sonneratiosides A–E and eudesmol β-d-glucopyranoside from the leaves of Sonneratia alba. Journal of Natural Medicines. 2019; 74 (1):119-126.

Chicago/Turabian Style

Kazuma Katsutani; Sachiko Sugimoto; Yoshi Yamano; Hideaki Otsuka; Katsuyoshi Matsunami; Tsutomu Mizuta. 2019. "Eudesmane-type sesquiterpene glycosides: sonneratiosides A–E and eudesmol β-d-glucopyranoside from the leaves of Sonneratia alba." Journal of Natural Medicines 74, no. 1: 119-126.

Review article
Published: 14 June 2019 in Journal of Natural Products
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Previous phytochemical investigations have revealed the presence of a variety of compounds such as pyrrolidine derivatives, flavonoids, and megastigmanes in Egyptian plants. Onopordum alexandrinum has been traditionally used by the natives for treatment of skin cancers and leprosy. In this paper the isolation of four new sesquiterpene-amino acid conjugates, onopornoids A-D (1-4), i.e., three elemanes and one germacrane, and a new acylated flavonoid glucoside (5) along with nine known compounds (6-14) from the whole aerial parts of the title plant is discussed. The structures were elucidated based on chemical and spectroscopic/spectrometric data.

ACS Style

Sachiko Sugimoto; Yoshi Yamano; Samar Y. Desoukey; Kazuaki Katakawa; Amira S. Wanas; Hideaki Otsuka; Katsuyoshi Matsunami. Isolation of Sesquiterpene–Amino Acid Conjugates, Onopornoids A–D, and a Flavonoid Glucoside from Onopordum alexandrinum. Journal of Natural Products 2019, 82, 1471 -1477.

AMA Style

Sachiko Sugimoto, Yoshi Yamano, Samar Y. Desoukey, Kazuaki Katakawa, Amira S. Wanas, Hideaki Otsuka, Katsuyoshi Matsunami. Isolation of Sesquiterpene–Amino Acid Conjugates, Onopornoids A–D, and a Flavonoid Glucoside from Onopordum alexandrinum. Journal of Natural Products. 2019; 82 (6):1471-1477.

Chicago/Turabian Style

Sachiko Sugimoto; Yoshi Yamano; Samar Y. Desoukey; Kazuaki Katakawa; Amira S. Wanas; Hideaki Otsuka; Katsuyoshi Matsunami. 2019. "Isolation of Sesquiterpene–Amino Acid Conjugates, Onopornoids A–D, and a Flavonoid Glucoside from Onopordum alexandrinum." Journal of Natural Products 82, no. 6: 1471-1477.

Journal article
Published: 09 June 2019 in Molecules
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Cadaba rotundifolia (Forssk.) (family: Capparaceae; common name: Qadab) is one of four species that grow in the Red Sea costal region in the Kingdom of Saudi Arabia. The roots and leaves of C. rotundifolia is traditionally used to treat tumors and abscesses in Sudan. A previous phytochemical study of the roots yielded a quaternary alkaloid, but no report on chemical constituents of the aerial parts of the C. rotundifolia growing in Saudi Arabia has been issued so far. Oxidative stress and advanced glycation end products (AGEs) are thought as causal factors in many degenerative diseases, such as Alzheimer's disease, diabetes, atherosclerosis and aging. In this study, a total of twenty compounds, including four previously undescribed acylated kaempferol glucosides, were isolated from the aerial parts of C. rotundifolia collected in Saudi Arabia. These new compounds were identified as kaempferol 3-O-[2-O-(trans-feruloyl)-3-O-β-d-glucopyranosyl]-β-d-glucopyranoside (1), kaempferol 3-O-β-neohesperidoside-7-O-[2-O-(cis-p-coumaroyl)-3-O-β-d-glucopyranosyl]-β-d-glucopyranoside (2), kaempferol 3-O-[2,6-di-O-α-l-rhamnopyranosyl]-β-d-glucopyranoside-7-O-[6-O-(trans-feruloyl)]-β-d-glucopyranoside (3) and kaempferol 3-O-[2,6-di-O-α-l-rhamnopyranosyl]-β-d-glucopyranoside-7-O-[6-O-(trans-p-coumaroyl)]-β-d-glucopyranoside (4). Their structures were established based on UV-visible, 1D, 2D NMR, and HR-ESI-MS analyses. Of the assayed compounds, 17 and 18 showed potent radical scavenging activity with IC50 values of 14.5 and 11.7 µM, respectively, and inhibitory activity toward AGEs together with compound 7 with IC50 values 96.5, 34.9 and 85.5 µM, respectively.

ACS Style

Gadah Abdulaziz Al-Hamoud; Raha Saud Orfali; Sachiko Sugimoto; Yoshi Yamano; Nafee Alothyqi; Ali Mohammed Alzahrani; Katsuyoshi Matsunami. Four New Flavonoids Isolated from the Aerial Parts of Cadaba rotundifolia Forssk. (Qadab). Molecules 2019, 24, 2167 .

AMA Style

Gadah Abdulaziz Al-Hamoud, Raha Saud Orfali, Sachiko Sugimoto, Yoshi Yamano, Nafee Alothyqi, Ali Mohammed Alzahrani, Katsuyoshi Matsunami. Four New Flavonoids Isolated from the Aerial Parts of Cadaba rotundifolia Forssk. (Qadab). Molecules. 2019; 24 (11):2167.

Chicago/Turabian Style

Gadah Abdulaziz Al-Hamoud; Raha Saud Orfali; Sachiko Sugimoto; Yoshi Yamano; Nafee Alothyqi; Ali Mohammed Alzahrani; Katsuyoshi Matsunami. 2019. "Four New Flavonoids Isolated from the Aerial Parts of Cadaba rotundifolia Forssk. (Qadab)." Molecules 24, no. 11: 2167.

Journal article
Published: 01 November 2018 in Chemical and Pharmaceutical Bulletin
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ACS Style

Susumu Kawakami; Shoko Nishida; Ayaka Nobe; Masanori Inagaki; Motohiro Nishimura; Katsuyoshi Matsunami; Hideaki Otsuka; Mitsunori Aramoto; Tadashi Hyodo; Kentaro Yamaguchi. Eight ent-Kaurane Diterpenoid Glycosides Named Diosmariosides A–H from the Leaves of Diospyros maritima and Their Cytotoxic Activity. Chemical and Pharmaceutical Bulletin 2018, 66, 1057 -1064.

AMA Style

Susumu Kawakami, Shoko Nishida, Ayaka Nobe, Masanori Inagaki, Motohiro Nishimura, Katsuyoshi Matsunami, Hideaki Otsuka, Mitsunori Aramoto, Tadashi Hyodo, Kentaro Yamaguchi. Eight ent-Kaurane Diterpenoid Glycosides Named Diosmariosides A–H from the Leaves of Diospyros maritima and Their Cytotoxic Activity. Chemical and Pharmaceutical Bulletin. 2018; 66 (11):1057-1064.

Chicago/Turabian Style

Susumu Kawakami; Shoko Nishida; Ayaka Nobe; Masanori Inagaki; Motohiro Nishimura; Katsuyoshi Matsunami; Hideaki Otsuka; Mitsunori Aramoto; Tadashi Hyodo; Kentaro Yamaguchi. 2018. "Eight ent-Kaurane Diterpenoid Glycosides Named Diosmariosides A–H from the Leaves of Diospyros maritima and Their Cytotoxic Activity." Chemical and Pharmaceutical Bulletin 66, no. 11: 1057-1064.

Journal article
Published: 01 October 2018 in Phytochemistry Letters
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On antiparasitic screening, we found that extracts of Peperomia japonica have nematicidal activity. Bioassay-guided fractionation of the methanolic extract resulted in the isolation of one new polyketide (1), two new seco-lignans (2, 3), and two known polyketides (4, 5). The structures of these compounds were established by extensive one- and two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry analyses. Compounds 1 and 4 show strong lethal activity toward Caenorhabditis elegans and Heligmosomoides polygyrus.

ACS Style

Kazumi Nagashima; Yoshi Yamano; Sachiko Sugimoto; Kenji Ishiwata; Hirotaka Kanuka; Hideaki Otsuka; Katsuyoshi Matsunami. Nematicidal compounds of Peperomia japonica. Phytochemistry Letters 2018, 27, 30 -35.

AMA Style

Kazumi Nagashima, Yoshi Yamano, Sachiko Sugimoto, Kenji Ishiwata, Hirotaka Kanuka, Hideaki Otsuka, Katsuyoshi Matsunami. Nematicidal compounds of Peperomia japonica. Phytochemistry Letters. 2018; 27 ():30-35.

Chicago/Turabian Style

Kazumi Nagashima; Yoshi Yamano; Sachiko Sugimoto; Kenji Ishiwata; Hirotaka Kanuka; Hideaki Otsuka; Katsuyoshi Matsunami. 2018. "Nematicidal compounds of Peperomia japonica." Phytochemistry Letters 27, no. : 30-35.

Journal article
Published: 03 July 2018 in Journal of Ethnopharmacology
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Temu giring, the rhizome of Curcuma heyneana Valeton & Zipj (C. heyneana), is native to tropical regions, especially in Indonesia. It is traditionally used as a skin care, for cosmetic and body freshness, in Javanese and Balinese women, and has many other bioactivities such as antioxidant, anticancer and antiinflammatory. The purpose of this study was to determine the antiaging activity of C. heyneana to prove its traditional use. The antioxidant activity was determined using the DPPH free radical method, and anti-aging activity was examined using in vitro assays such as tyrosinase inhibitor and collagenase inhibitor. In vivo tests were performed by observing histomorphologic changes in rat skin exposed to Ultraviolet (UV) rays. The total curcuminoid contents and chromatographic profiles were determined by Thin Layer Chromatography (TLC) - densitometry. In all in vitro assays, all of the extracts showed a dose-dependent manner in the final concentration range from 62.5–500 µg/mL for DPPH assay and 31.25–250 µg/mL for tyrosinase inhibition and collagenase inhibition assay. Curcuminoid (CUR), the active principle of Curcuma genus shows antioxidant, tyrosinase inhibitor and collagenase inhibitor activity greater than all C. heyneana extracts. The in vivo assay results showed that the topical application of the crude extract of C. heyneana produced significant improvement effects on the UV-induced skin structure damage. The total CUR content was correlated with the anti-aging activity of Curcuma heyneana. The results show that C. heyneana contains antioxidant compounds and has potent anti-aging activity, indicating that it can be used as an anti-aging drug candidate or as a phyto-cosmeceutical.

ACS Style

Idha Kusumawati; Kresma Oky Kurniawan; Subhan Rullyansyah; Tri Anggono Prijo; Retno Widyowati; Juni Ekowati; Eka Pramyrtha Hestianah; Suprapto Maat; Katsuyoshi Matsunami. Anti-aging properties of Curcuma heyneana Valeton & Zipj: A scientific approach to its use in Javanese tradition. Journal of Ethnopharmacology 2018, 225, 64 -70.

AMA Style

Idha Kusumawati, Kresma Oky Kurniawan, Subhan Rullyansyah, Tri Anggono Prijo, Retno Widyowati, Juni Ekowati, Eka Pramyrtha Hestianah, Suprapto Maat, Katsuyoshi Matsunami. Anti-aging properties of Curcuma heyneana Valeton & Zipj: A scientific approach to its use in Javanese tradition. Journal of Ethnopharmacology. 2018; 225 ():64-70.

Chicago/Turabian Style

Idha Kusumawati; Kresma Oky Kurniawan; Subhan Rullyansyah; Tri Anggono Prijo; Retno Widyowati; Juni Ekowati; Eka Pramyrtha Hestianah; Suprapto Maat; Katsuyoshi Matsunami. 2018. "Anti-aging properties of Curcuma heyneana Valeton & Zipj: A scientific approach to its use in Javanese tradition." Journal of Ethnopharmacology 225, no. : 64-70.

Journal article
Published: 01 July 2018 in Chemical and Pharmaceutical Bulletin
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Eight alkylated benzoquinone derivatives, named ardisiaquinones A–H, were isolated together with four known compounds from the leaves of Ardisia quinquegona using a combination of different chromatography techniques. Their structures were elucidated by spectroscopy and by the preparation of methyl ethers. Anti-Leishmania activity and cytotoxicity of the isolated compounds were assayed. Some compounds showed moderate anti-Leishmania activity, however, always associated with cytotoxicity.

ACS Style

Shintaro Asaumi; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. Alkylated Benzoquinones: Ardisiaquinones A–H from the Leaves of Ardisia quinquegona and Their Anti-Leishmania Activity. Chemical and Pharmaceutical Bulletin 2018, 66, 757 -763.

AMA Style

Shintaro Asaumi, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Takakazu Shinzato. Alkylated Benzoquinones: Ardisiaquinones A–H from the Leaves of Ardisia quinquegona and Their Anti-Leishmania Activity. Chemical and Pharmaceutical Bulletin. 2018; 66 (7):757-763.

Chicago/Turabian Style

Shintaro Asaumi; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. 2018. "Alkylated Benzoquinones: Ardisiaquinones A–H from the Leaves of Ardisia quinquegona and Their Anti-Leishmania Activity." Chemical and Pharmaceutical Bulletin 66, no. 7: 757-763.

Review
Published: 01 May 2018 in Chemical and Pharmaceutical Bulletin
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The Okinawa Islands are a crescent-shaped archipelago and their natural forests hold a huge variety of unique subtropical plants with relatively high endemism. We have performed phytochemical study on Okinawan subtropical plants for many years. In this review, we describe our recent research progress on the isolation of new compounds and their various bioactivities.

ACS Style

Katsuyoshi Matsunami; Hideaki Otsuka. Okinawan Subtropical Plants as a Promising Resource for Novel Chemical Treasury. Chemical and Pharmaceutical Bulletin 2018, 66, 519 -526.

AMA Style

Katsuyoshi Matsunami, Hideaki Otsuka. Okinawan Subtropical Plants as a Promising Resource for Novel Chemical Treasury. Chemical and Pharmaceutical Bulletin. 2018; 66 (5):519-526.

Chicago/Turabian Style

Katsuyoshi Matsunami; Hideaki Otsuka. 2018. "Okinawan Subtropical Plants as a Promising Resource for Novel Chemical Treasury." Chemical and Pharmaceutical Bulletin 66, no. 5: 519-526.

Original paper
Published: 20 December 2017 in Journal of Natural Medicines
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From the EtOAc-soluble fraction of a MeOH extract of the leaves of Breynia officinalis, five new compounds (1–5) along with 11 known compounds (6–16) were isolated. The structures of the new compounds were elucidated by spectroscopic methods and compounds 1–3 were found to be acylated hydroquinone apiofuranosylglucopyranosides, while compound 4 was an acylated hydroquinone glucopyranoside. Compound 5 was shown to be butyl p-coumarate and this seems to be its first isolation from a natural source. The tyrosinase inhibitory activity of all of the isolated compounds was assayed, and the activity was significant in p-coumarate derivatives. The most active compound, compound 3, also inhibited melanogenesis in an in vivo whole animal model, zebrafish.

ACS Style

Ayano Sasaki; Yoshi Yamano; Sachiko Sugimoto; Hideaki Otsuka; Katsuyoshi Matsunami; Takakazu Shinzato. Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities. Journal of Natural Medicines 2017, 72, 381 -389.

AMA Style

Ayano Sasaki, Yoshi Yamano, Sachiko Sugimoto, Hideaki Otsuka, Katsuyoshi Matsunami, Takakazu Shinzato. Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities. Journal of Natural Medicines. 2017; 72 (2):381-389.

Chicago/Turabian Style

Ayano Sasaki; Yoshi Yamano; Sachiko Sugimoto; Hideaki Otsuka; Katsuyoshi Matsunami; Takakazu Shinzato. 2017. "Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities." Journal of Natural Medicines 72, no. 2: 381-389.

Journal article
Published: 01 March 2017 in Journal of Natural Medicines
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A new pyrrolidine derivative, (5S)-hydroxyethyl 2-oxopyrrolidine-5-carboxylate (1), a new flavonol glycoside, tamaraxetin 3,7-di-O-α-L-rhamnopyranoside (2), and a new triterpene saponin, polyscioside A methyl ester (3), along with six known compounds (4-9) were isolated from the leaves of Polyscias balfouriana. Their chemical structures were elucidated on the basis of extensive spectroscopic analysis.

ACS Style

Sachiko Sugimoto; Yoshi Yamano; Hany Ezzat Khalil; Hideaki Otsuka; Mohamed Salah Kamel; Katsuyoshi Matsunami. Chemical structures of constituents from the leaves of Polyscias balfouriana. Journal of Natural Medicines 2017, 71, 558 -563.

AMA Style

Sachiko Sugimoto, Yoshi Yamano, Hany Ezzat Khalil, Hideaki Otsuka, Mohamed Salah Kamel, Katsuyoshi Matsunami. Chemical structures of constituents from the leaves of Polyscias balfouriana. Journal of Natural Medicines. 2017; 71 (3):558-563.

Chicago/Turabian Style

Sachiko Sugimoto; Yoshi Yamano; Hany Ezzat Khalil; Hideaki Otsuka; Mohamed Salah Kamel; Katsuyoshi Matsunami. 2017. "Chemical structures of constituents from the leaves of Polyscias balfouriana." Journal of Natural Medicines 71, no. 3: 558-563.

Journal article
Published: 01 January 2017 in Chemical and Pharmaceutical Bulletin
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ACS Style

Saori Terazawa; Yuka Uemura; Yuka Koyama; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato; Masatoshi Kawahata; Kentaro Yamaguchi. Microtropins Q–W, ent-Labdane Glucosides: Microtropiosides G–I, Ursane-Type Triterpene Diglucoside and Flavonol Glycoside from the Leaves of Microtropis japonica. Chemical and Pharmaceutical Bulletin 2017, 65, 930 -939.

AMA Style

Saori Terazawa, Yuka Uemura, Yuka Koyama, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Takakazu Shinzato, Masatoshi Kawahata, Kentaro Yamaguchi. Microtropins Q–W, ent-Labdane Glucosides: Microtropiosides G–I, Ursane-Type Triterpene Diglucoside and Flavonol Glycoside from the Leaves of Microtropis japonica. Chemical and Pharmaceutical Bulletin. 2017; 65 (10):930-939.

Chicago/Turabian Style

Saori Terazawa; Yuka Uemura; Yuka Koyama; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato; Masatoshi Kawahata; Kentaro Yamaguchi. 2017. "Microtropins Q–W, ent-Labdane Glucosides: Microtropiosides G–I, Ursane-Type Triterpene Diglucoside and Flavonol Glycoside from the Leaves of Microtropis japonica." Chemical and Pharmaceutical Bulletin 65, no. 10: 930-939.

Journal article
Published: 01 January 2017 in Chemical and Pharmaceutical Bulletin
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Haruka Katsui; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Sorasak Lhieochaiphant. Lignan Diesters of Canangafruticoside A from the Leaves of Cananga odorata var. odorata. Chemical and Pharmaceutical Bulletin 2017, 65, 97 -101.

AMA Style

Haruka Katsui, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Sorasak Lhieochaiphant. Lignan Diesters of Canangafruticoside A from the Leaves of Cananga odorata var. odorata. Chemical and Pharmaceutical Bulletin. 2017; 65 (1):97-101.

Chicago/Turabian Style

Haruka Katsui; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Sorasak Lhieochaiphant. 2017. "Lignan Diesters of Canangafruticoside A from the Leaves of Cananga odorata var. odorata." Chemical and Pharmaceutical Bulletin 65, no. 1: 97-101.

Journal article
Published: 01 January 2017 in Chemical and Pharmaceutical Bulletin
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From the leaves of Zanthoxylum ailanthoides, 4'-O-p-E-coumaric acid esters of 2-propanol β-D-glucopyranoside, megastigmane and megastigmane glucosides were isolated. Their structures were elucidated by spectroscopic evidence. The absolute configurations of the megastigmane and aglycone of megastigmane glucosides were determined by the octant rule and modified Mosher's method after protection of carboxylic acids by p-bromophenacyl esters and primary alcohols by pivaloyl esters.

ACS Style

Serika Teshima; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A–E from the Leaves of Zanthoxylum ailanthoides. Chemical and Pharmaceutical Bulletin 2017, 65, 754 -761.

AMA Style

Serika Teshima, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Takakazu Shinzato. Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A–E from the Leaves of Zanthoxylum ailanthoides. Chemical and Pharmaceutical Bulletin. 2017; 65 (8):754-761.

Chicago/Turabian Style

Serika Teshima; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. 2017. "Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A–E from the Leaves of Zanthoxylum ailanthoides." Chemical and Pharmaceutical Bulletin 65, no. 8: 754-761.

Note
Published: 19 October 2016 in Journal of Natural Medicines
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Phytochemical investigation of Chorisia chodatii Hassl. leaves led to the isolation of an unusual rearranged megastigmane glycoside; chodatiionoside A (1) and another new megastigmane glycoside; chodatiionoside B (2), together with three known megastigmane glycosides (3-5) and one known flavonoid glycoside (6). Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments (1H, 13C, DEPT, COSY, HSQC and HMBC) in combination with HR-ESI-MS, CD and modified Mosher's method. As a result, chodatiionoside A has been elucidated as a first example of an unusual rearranged form of megastigmane.

ACS Style

Mamdouh Nabil Samy; John Refaat Fahim; Sachiko Sugimoto; Hideaki Otsuka; Katsuyoshi Matsunami; Mohamed Salah Kamel. Chodatiionosides A and B: two new megastigmane glycosides from Chorisia chodatii leaves. Journal of Natural Medicines 2016, 71, 321 -328.

AMA Style

Mamdouh Nabil Samy, John Refaat Fahim, Sachiko Sugimoto, Hideaki Otsuka, Katsuyoshi Matsunami, Mohamed Salah Kamel. Chodatiionosides A and B: two new megastigmane glycosides from Chorisia chodatii leaves. Journal of Natural Medicines. 2016; 71 (1):321-328.

Chicago/Turabian Style

Mamdouh Nabil Samy; John Refaat Fahim; Sachiko Sugimoto; Hideaki Otsuka; Katsuyoshi Matsunami; Mohamed Salah Kamel. 2016. "Chodatiionosides A and B: two new megastigmane glycosides from Chorisia chodatii leaves." Journal of Natural Medicines 71, no. 1: 321-328.

Article
Published: 01 September 2016 in ChemInform
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Isolation and structure determination

ACS Style

Yuka Uemura; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. ChemInform Abstract: Sulfated Glucosides of an Aliphatic Alcohol and Monoterpenes, and Megastigmanes from the Leaves of Meliosma pinnata spp. arnottiana. ChemInform 2016, 47, 1 .

AMA Style

Yuka Uemura, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Takakazu Shinzato. ChemInform Abstract: Sulfated Glucosides of an Aliphatic Alcohol and Monoterpenes, and Megastigmanes from the Leaves of Meliosma pinnata spp. arnottiana. ChemInform. 2016; 47 (38):1.

Chicago/Turabian Style

Yuka Uemura; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato. 2016. "ChemInform Abstract: Sulfated Glucosides of an Aliphatic Alcohol and Monoterpenes, and Megastigmanes from the Leaves of Meliosma pinnata spp. arnottiana." ChemInform 47, no. 38: 1.

Article
Published: 18 August 2016 in ChemInform
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Three new flavonoid glycosides, isolinariins C (Ia), D (Ib), and E (Ic) are isolated from the whole plant of Linaria japonica together with two known flavonoid glycosides and three known flavonoids.

ACS Style

Retno Widyowati; Sachiko Sugimoto; Yoshi Yamano; Yoshi Sukardiman; Hideaki Otsuka; Katsuyoshi Matsunami. ChemInform Abstract: New Isolinariins C, D and E, Flavonoid Glycosides from Linaria japonica. ChemInform 2016, 47, 1 .

AMA Style

Retno Widyowati, Sachiko Sugimoto, Yoshi Yamano, Yoshi Sukardiman, Hideaki Otsuka, Katsuyoshi Matsunami. ChemInform Abstract: New Isolinariins C, D and E, Flavonoid Glycosides from Linaria japonica. ChemInform. 2016; 47 (36):1.

Chicago/Turabian Style

Retno Widyowati; Sachiko Sugimoto; Yoshi Yamano; Yoshi Sukardiman; Hideaki Otsuka; Katsuyoshi Matsunami. 2016. "ChemInform Abstract: New Isolinariins C, D and E, Flavonoid Glycosides from Linaria japonica." ChemInform 47, no. 36: 1.