CYTOTOXIC CONSTITUENTS OF BACCHARIS-GAUDICHAUDIANA

被引:49
作者
FULLAS, F [1 ]
HUSSAIN, RA [1 ]
CHAI, HB [1 ]
PEZZUTO, JM [1 ]
SOEJARTO, DD [1 ]
KINGHORN, AD [1 ]
机构
[1] UNIV ILLINOIS,COLL PHARM,DEPT MED CHEM & PHARMACOGNOSY,PROGRAM COLLABORAT RES PHARMACEUT SCI,CHICAGO,IL 60612
来源
JOURNAL OF NATURAL PRODUCTS | 1994年 / 57卷 / 06期
关键词
D O I
10.1021/np50108a017
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three new labdane diterpenes, gaudichaudols A-C [1-3], a new clerodane diterpenoid, gaudichaudone [4], and the known clerodane, articulin acetate [5] have been isolated from the aerial parts of Baccharis gaudichaudiana, together with the known compounds, apigenin, hispidulin, spathulenol, and ursolic acid. Through the application of 1D- and 2D nmr spectroscopy, the structures of the new diterpenoids [1-4] were, in turn, elucidated as 15,16,18,19-tetrahydroxylabd-5-ene,15-O-acetyl-16,18,19-trihydroxylabd-5-ene,16-O-p-trans-coumaroyl-15,18,19-trihydroxylabd-5-ene, and 2 beta-hydroxy-15,16-epoxycleroda-1(10),15,16-trien-18,19-olide. The isolated compounds were evaluated in P-388 lymphocytic leukemia cells as well as a battery of human cancer cell lines. Among the diterpenoids, gaudichaudol C [3], gaudichaudone [4], and articulin acetate [5] exhibited significant cytotoxic activity against certain cancer cells.
引用
收藏
页码:801 / 807
页数:7
相关论文
共 21 条
[1]   URSANE TRITERPENOIDS FROM NEPETA-ERIOSTACHIA [J].
BHANDARI, SPS ;
GARG, HS ;
AGRAWAL, PK ;
BHAKUNI, DS .
PHYTOCHEMISTRY, 1990, 29 (12) :3956-3958
[2]   GUTIERREZIAL AND FURTHER DITERPENES FROM GUTIERREZIA-SAROTHRAE [J].
BOHLMANN, F ;
ZDERO, C ;
KING, RM ;
ROBINSON, H .
PHYTOCHEMISTRY, 1984, 23 (09) :2007-2012
[3]   C-13-NMR - SPECTROSCOPY OF NATURALLY OCCURRING SUBSTANCES .35. LABDANIC DITERPENES [J].
BUCKWALTER, BL ;
BURFITT, IR ;
NAGEL, AA ;
WENKERT, E ;
NAF, F .
HELVETICA CHIMICA ACTA, 1975, 58 (06) :1567-1573
[4]   ONE-DIMENSIONAL PROTON-CARBON CORRELATIONS FOR THE STRUCTURE DETERMINATION OF NATURAL-PRODUCTS [J].
CORDELL, GA ;
KINGHORN, AD .
TETRAHEDRON, 1991, 47 (22) :3521-3534
[5]  
CREBS HC, 1990, MAGN RESONANCE CHEM, V28, P124
[6]   CLERODANE DITERPENOIDS FROM BACCHARIS-ARTICULATA [J].
DAI, J ;
SUTTISRI, R ;
BORDAS, E ;
SOEJARTO, DD ;
KINGHORN, AD .
PHYTOCHEMISTRY, 1993, 34 (04) :1087-1090
[7]   NEOCLERODANE DITERPENOIDS AND OTHER CONSTITUENTS FROM BACCHARIS SPECIES [J].
FAINI, F ;
RIVERA, P ;
MAHU, M ;
CASTILLO, M .
PHYTOCHEMISTRY, 1987, 26 (12) :3281-3283
[8]   A BITTER-TASTING TRIHOMOLABDANE ARABINOSIDE FROM BACCHARIS-GAUDICHAUDIANA [J].
FULLAS, F ;
SOEJARTO, DD ;
KINGHORN, AD .
PHYTOCHEMISTRY, 1992, 31 (07) :2543-2545
[9]   GAUDICHAUDIOSIDES-A-E, 5 NOVEL DITERPENE GLYCOSIDE CONSTITUENTS FROM THE SWEET-TASTING PLANT, BACCHARIS-GAUDICHAUDIANA [J].
FULLAS, F ;
HUSSAIN, RA ;
BORDAS, E ;
PEZZUTO, JM ;
SOEJARTO, DD ;
KINGHORN, AD .
TETRAHEDRON, 1991, 47 (40) :8515-8522
[10]  
GINER FJA, 1986, PHYTOCHEMISTRY, V25, P719