title: α-Glucosidase Inhibitory and Cytotoxic Taxane Diterpenoids from the Stem Bark of Taxus wallichiana.
abstract: From a CH2Cl2extract of the bark of Taxus wallichiana, six new taxoids, wallitaxanes A-F (1-6), were isolated, together with 29 known compounds. The structures of the new compounds were elucidated on the basis of spectroscopic data interpretation. Wallitaxane D (4) was identified as an opened oxetane-type taxoid having the first naturally occurring C(H)-20 acetal group, while wallitaxanes E (5) and F (6) are representative of the rare abeo-taxoid class. The isolated compounds were evaluated for their α-glucosidase inhibitory activity and for cytotoxicity against the HeLa human cervical cancer cell line. In the present work, taxanes were found to exhibit α-glucosidase inhibitory activity for the first time, and wallitaxane A (1) showed the most potent effect, with an IC50value of 3.6 μM. In turn, 7-epi-taxol (16) and 7-epi-10-deacetyltaxol (17) showed IC50values of 0.05 and 0.085 nM, respectively, against HeLa cells.
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Phu Hoang
authors.initials: PH
authors.lastname: Dang
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Hai Xuan
authors.identifier: 0000-0001-8447-8367
authors.initials: HX
authors.lastname: Nguyen
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Truc Thanh Thi
authors.initials: TTT
authors.lastname: Duong
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Thao Kim Thi
authors.initials: TKT
authors.lastname: Tran
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Phuc Thi
authors.initials: PT
authors.lastname: Nguyen
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Trang Kieu Thi
authors.initials: TKT
authors.lastname: Vu
authors.affiliation: Tay Nguyen Herbals JSC , Tu Tra Ward, Don Duong District, Lam Dong Province Vietnam.
authors.forename: Hung Chi
authors.initials: HC
authors.lastname: Vuong
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Nguyen Huu Trong
authors.initials: NHT
authors.lastname: Phan
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.|Cancer Research Laboratory, Vietnam National University, Ho Chi Minh City , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Mai Thanh Thi
authors.initials: MTT
authors.lastname: Nguyen
authors.affiliation: Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.|Cancer Research Laboratory, Vietnam National University, Ho Chi Minh City , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
authors.forename: Nhan Trung
authors.identifier: 0000-0001-5142-4573
authors.initials: NT
authors.lastname: Nguyen
authors.affiliation: Division of Natural Drug Discovery, Institute of Natural Medicine, University of Toyama , 2630 Sugitani, Toyama 930-0194, Japan.
authors.forename: Suresh
authors.initials: S
authors.lastname: Awale
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D017239:Paclitaxel / Q000494:pharmacology; D024301:Plant Bark / Q000737:chemistry*; D043823:Taxoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D020946:Taxus / Q000737:chemistry*; D000520:alpha-Glucosidases
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D001952:Bridged-Ring Compounds; D004224:Diterpenes; D065089:Glycoside Hydrolase Inhibitors; D043823:Taxoids; C000621342:wallitaxane A; C080625:taxane; C031494:10-deacetyltaxol; D000520:alpha-Glucosidases; D017239:Paclitaxel