ent-labdane diterpenoid lactone stereoisomers from Andrographis paniculata

被引：58

作者：

Chen, Lixia ^{[1
]}

Zhu, Huajie ^{[2
]}

Wang, Rui ^{[3
]}

Zhou, Kailan ^{[1
]}

Jing, Yongkui ^{[4
]}

Qiu, Feng ^{[1
]}

机构：

[1] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Shenyang 110016, Peoples R China

[2] Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China

[3] Shenyang Pharmaceut Univ, Sch Pharm, Shenyang 110016, Peoples R China

[4] Mt Sinai Sch Med, Dept Med, New York, NY 10029 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 05期

关键词：

D O I：

10.1021/np0704452

中图分类号：

Q94 [植物学];

学科分类号：

071001 [植物学];

摘要：

Two pairs of ent-labdane diterpenoid lactone stereoisomers (1-4) including three new compounds (1-3) were isolated from the 85% EtOH extract of the aerial parts of Andrographis paniculata. The structures of these compounds were identified as 7R-hydroxy-14-deoxyandrographolide (1), 7S-hydroxy-14-deoxyandrographolide (2), 12S,13S-hydroxyandrographolide (3), and 12R,13R-hydroxyandrographolide (4) by spectroscopic data analyses and calculated (13)C NMR data at the B3LYP/6-311++G(2d,p)//B3LYP/6-31G* level using the GIAO method. The 12S-configuration of 4 was revised to 12R based on the spectroscopic data. The antiproliferative activities of the two pairs of stereoisomers and 14 other ent-labdane diterpenoid derivatives were determined in human leukemia HL-60 cells. Andrographolide (7) and isoandrographolide (12) exhibited higher antiproliferative activities than other ent-labdane diterpenoids with GI(50)'s of 9.33 and 6.30 mu M, respectively.

引用

页码：852 / 855

页数：4

共 21 条

[1]

MINOR DITERPENOID CONSTITUENTS OF ANDROGRAPHIS-PANICULATA NEES [J].