Lancifodilactone G:: A unique nortriterpenoid isolated from Schisandra lancifolia and its anti-HIV activity

被引:66
作者
Xiao, WL
Zhu, HJ
Shen, YH
Li, RT [1 ]
Li, SH
Sun, HD
Zheng, YT
Wang, RR
Lu, Y
Wang, C
Zheng, QT
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Yunnan, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Zool, Lab Mol Immunopharmacol, Kunming 650223, Peoples R China
[3] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China
[4] Chinese Acad Sci, Grad Sch, Beijing 10039, Peoples R China
关键词
D O I
10.1021/ol050502n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lancifodilactone G (1), a novel, highly oxygenated nortriterpenoid featuring a partial enol structure and a spirocyclic moiety, was isolated from the medicinal plant Schisandra lancifolia. Its structure and stereochemistry were determined from extensive one- and two-dimensional NMR and mass spectral data, coupled with single-crystal X-ray analysis. Compound 1 exerted minimal cytotoxicity against C8166 cells (CC50 > 200 mu g/mL) and showed anti-HIV activity with EC50 = 95.47 +/- 14.19 mu g/mL and a selectivity index in the range of 1.82-2.46.
引用
收藏
页码:2145 / 2148
页数:4
相关论文
共 18 条
[1]   Novel anti-HIV lancilactone C and related triterpenes from Kadsura lancilimba [J].
Chen, DF ;
Zhang, SX ;
Wang, HK ;
Zhang, SY ;
Sun, QZ ;
Cosentino, LM ;
Lee, KH .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (01) :94-97
[2]  
CHEN YG, 1998, THESIS SHANGHAI I MA, P76
[3]  
Frisch JR., 2003, GAUSSIAN 03
[4]   Schisandra chinensis (Turcz.) Baill [J].
Hancke, JL ;
Burgos, RA ;
Ahumada, F .
FITOTERAPIA, 1999, 70 (05) :451-471
[5]   TRITERPENOID ACIDS FROM KADSURA-HETEROCLITA .1. ISOLATION AND STRUCTURE ELUCIDATION OF NEOKADSURANIC ACID-A, THE 1ST TRITERPENOID WITH THE 14(13-]12) ABEO LANOSTANE SKELETON, AND (24Z)-3-OXO-LANOSTA-8,24-DIEN-26-OIC ACID [J].
KANGOURI, K ;
MIYOSHI, T ;
KAWASHIMA, A ;
IKEDA, A ;
MIZUTANI, T ;
OMURA, S ;
LI, LN ;
XUE, H .
PLANTA MEDICA, 1989, (03) :297-299
[6]   Four new C19 homolignans, schiarisanrins A, B, and D and cytotoxic schiarisanrin C, from Schizandra arisanensis [J].
Kuo, YH ;
Kuo, LMY ;
Chen, CF .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) :3242-3245
[7]  
LI L, 1986, PLANTA MED, P492
[8]  
LI LN, 1989, PLANTA MED, P300, DOI 10.1055/s-2006-962012
[9]  
LI LN, 1989, PLANTA MED, P294
[10]   Lancifodilactones B-E, new nortriterpenes from Schisandra lancifolia [J].
Li, RT ;
Xiang, W ;
Li, SH ;
Lin, ZW ;
Sun, HD .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (01) :94-97