ANTI-AIDS AGENTS .6. SALASPERMIC ACID, AN ANTI-HIV PRINCIPLE FROM TRIPTERYGIUM-WILFORDII, AND THE STRUCTURE-ACTIVITY CORRELATION WITH ITS RELATED-COMPOUNDS

被引:45
作者
CHEN, K
KASHIWADA, Y
ZHANG, DC
HU, CQ
JIN, JQ
NOZAKI, H
KILKUSKIE, RE
TRAMONTANO, E
CHENG, YC
MCPHAIL, DR
MCPHAIL, AT
LEE, KH
SHI, Q
机构
[1] DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
[2] UNIV N CAROLINA,SCH PHARM,DIV MED CHEM & NAT PROD,NAT PROD LAB,CHAPEL HILL,NC 27599
[3] SHANGHAI MED UNIV,SCH PHARM,DEPT CHEM NAT DRUGS,SHANGHAI 200032,PEOPLES R CHINA
[4] OKAYAMA UNIV SCI,FAC SCI,DEPT BIOL CHEM,OKAYAMA 700,JAPAN
[5] CAMBRIDGE BIOTECH CORP,ROCKVILLE,MD 20850
[6] YALE UNIV,SCH MED,DEPT PHARMACOL,NEW HAVEN,CT 06510
来源
JOURNAL OF NATURAL PRODUCTS | 1992年 / 55卷 / 03期
关键词
D O I
10.1021/np50081a010
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Salaspermic acid [1], an inhibitor of HIV reverse transcriptase and HIV replication in H9 lymphocyte cells, was isolated from the roots of Tripterygium wilfordii for the first time. The structure of 1 derived from spectral data was established unequivocally by an X-ray analysis of crystals of the monohydrate. A structure-activity correlation of 1 with ten related compounds indicated that the acetal linkage in ring A and the carboxyl group in ring E of 1 may be required for the anti-HIV activity.
引用
收藏
页码:340 / 346
页数:7
相关论文
共 20 条
[11]   WHAT IS THE FAVORED CONFORMATION OF THE FRIEDELANE SKELETON - A COMBINED X-RAY AND MOLECULAR FORCE-FIELD STUDY OF FRIEDELIN, C30H50O [J].
MO, F ;
WINTHER, S ;
SCRIMGEOUR, SN .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1989, 45 :261-270
[12]   ANTI-AIDS AGENTS .1. ISOLATION AND CHARACTERIZATION OF 4 NEW TETRAGALLOYLQUINIC ACIDS AS A NEW CLASS OF HIV REVERSE-TRANSCRIPTASE INHIBITORS FROM TANNIC-ACID [J].
NISHIZAWA, M ;
YAMAGISHI, T ;
DUTSCHMAN, GE ;
PARKER, WB ;
BODNER, AJ ;
KILKUSKIE, RE ;
CHENG, YC ;
LEE, KH .
JOURNAL OF NATURAL PRODUCTS, 1989, 52 (04) :762-768
[13]   MAYTENSIFOLIN-C, A FRIEDELANE ALCOHOL FROM MAYTENUS-DIVERSIFOLIA [J].
NOZAKI, H ;
MATSUURA, Y ;
HIRONO, S ;
KASAI, R ;
TADA, T ;
NAKAYAMA, M ;
LEE, KH .
PHYTOCHEMISTRY, 1991, 30 (11) :3819-3821
[14]   STRUCTURE AND STEREOCHEMISTRY OF MAYTENFOLIC ACID AND MAYTENFOLIOL, 2 NEW ANTILEUKEMIC TRITERPENES FROM MAYTENUS-DIVERSIFOLIA - X-RAY CRYSTAL-STRUCTURES [J].
NOZAKI, H ;
SUZUKI, H ;
LEE, KH ;
MCPHAIL, AT .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (18) :1048-1051
[15]   ANTIDESMANOL - NEW PENTACYCLIC TRITERPENOID FROM ANTIDESMA-MENASU MIQ EX TUL [J].
RIZVI, SH ;
SHOEB, A ;
KAPIL, RS ;
POPLI, SP .
EXPERIENTIA, 1980, 36 (02) :146-147
[16]  
VISWANATHAN NI, 1979, J CHEM SOC P1, V2, P349
[17]   28,29-DIHYDROXYFRIEDELAN-3-ONE, A FRIEDELANE WITH 2 OXYGENATED METHYL-GROUPS, FROM ELAEODENDRON-BALAE (CELASTRACEAE) [J].
WEERATUNGA, G ;
KUMAR, V ;
SULTANBAWA, MUS ;
BALASUBRAMANIAM, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (10) :2457-2459
[18]  
Zhang W.J., 1986, ACTA PHARMACOL SINIC, V21, P592
[19]  
ZHENG GY, 1987, ACTA ACAD MED SIN, V9, P317
[20]  
1982, ANN ACADEMIA MED SIN, V3