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
  • 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.
PMID: 28240909 DOI: 10.1021/acs.jnatprod.7b00006
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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