Glycosylation of ent-kaurene derivatives and an evaluation of their cytotoxic activities.
10.1016/S1875-5364(13)60031-X
- Author:
Min ZOU
1
;
Shuang-Shuang YU
;
Ke WANG
;
Da-Yong ZHANG
;
Xiao-Ming WU
;
Wei-Yi HUA
Author Information
1. Drug Research Institute, China Pharmaceutical University, Nanjing, China.
- Publication Type:Journal Article
- MeSH:
Antineoplastic Agents;
chemistry;
toxicity;
Cell Line, Tumor;
Cell Proliferation;
drug effects;
Diterpenes, Kaurane;
chemistry;
toxicity;
Drug Evaluation, Preclinical;
Glycosylation;
Humans;
Molecular Structure
- From:
Chinese Journal of Natural Medicines (English Ed.)
2013;11(3):289-295
- CountryChina
- Language:English
-
Abstract:
AIM:To discover more active and water-soluble derivatives of tetracyclic diterpenoids containing an exo-methylene cyclopentanone or an α-methylenelactone moiety.
METHODS:All of the key intermediates were synthesized from stevioside, and the target compounds were obtained through glycosylation of the 4-carboxyl group. The cytotoxicity of the target compounds against six human cancer cell lines, HepG2, Bel-7402, A549, U251, MCF-7 and MDA-MB-231, were evaluated by the MTT assay.
RESULTS:Compound 1b was more effective than the positive control adriamycin against the HepG2, Bel-7402, A549, MCF-7, and MDA-MB-231 cell lines with IC50 values of 0.12, 0.91, 0.35, 0.08, and 0.07 μmol·L(-1), respectively. Moreover, compound 3c exhibited the most potent and selective cytotoxic activity against the HepG2 cell line (IC50, 0.01 μmol·L(-1)).
CONCLUSION:Compounds 1b and 3c could be considered as potential anticancer candidates for further study.
