1. Academic Validation
  2. α-Glucosidase Inhibitory and Cytotoxic Taxane Diterpenoids from the Stem Bark of Taxus wallichiana

α-Glucosidase Inhibitory and Cytotoxic Taxane Diterpenoids from the Stem Bark of Taxus wallichiana

  • J Nat Prod. 2017 Apr 28;80(4):1087-1095. doi: 10.1021/acs.jnatprod.7b00006.
Phu Hoang Dang 1 Hai Xuan Nguyen 1 Truc Thanh Thi Duong 1 Thao Kim Thi Tran 1 Phuc Thi Nguyen 1 Trang Kieu Thi Vu 1 Hung Chi Vuong 2 Nguyen Huu Trong Phan 1 Mai Thanh Thi Nguyen 1 3 Nhan Trung Nguyen 1 3 Suresh Awale 4
Affiliations

Affiliations

  • 1 Faculty of Chemistry, VNUHCM-University of Science , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
  • 2 Tay Nguyen Herbals JSC , Tu Tra Ward, Don Duong District, Lam Dong Province Vietnam.
  • 3 Cancer Research Laboratory, Vietnam National University, Ho Chi Minh City , 227 Nguyen Van Cu Street, District 5, Ho Chi Minh City, Vietnam.
  • 4 Division of Natural Drug Discovery, Institute of Natural Medicine, University of Toyama , 2630 Sugitani, Toyama 930-0194, Japan.
Abstract

From a CH2Cl2 extract 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 IC50 value of 3.6 μM. In turn, 7-epi-taxol (16) and 7-epi-10-deacetyltaxol (17) showed IC50 values of 0.05 and 0.085 nM, respectively, against HeLa cells.

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