HOMOSCALARANE SESTERTERPENES FROM LENDENFELDIA-FRONDOSA

被引:28
作者
ALVI, KA
CREWS, P
机构
[1] UNIV CALIF SANTA CRUZ,DEPT CHEM & BIOCHEM,SANTA CRUZ,CA 95064
[2] UNIV CALIF SANTA CRUZ,INST MARINE SCI,SANTA CRUZ,CA 95064
来源
JOURNAL OF NATURAL PRODUCTS | 1992年 / 55卷 / 07期
关键词
D O I
10.1021/np50085a004
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The marine sponge Lendenfeldia frondosa, collected from the Solomon Islands, has yielded homoscalarane sesterterpenes. Two new metabolites, epihomoscalaralactone IIA [5] and homoscalarate II [10], were accompanied by two known metabolites, homoscalaralactone IIA [1] and homoscalaralactone IIB [7]. These structures were established by analysis of 2D nmr data, trends in C-13-nmr shifts, and comparison of experimental with molecular-mechanics-calculated nmr J's. Each of the alcohols 1, 2, and 3 was converted to its corresponding acetate, 2, 6, and 8, respectively. Compound 6 exhibited moderate anti-inflammatory activity.
引用
收藏
页码:859 / 865
页数:7
相关论文
共 16 条
[2]   A NON-PEROXIDE NORSESTERTERPENE FROM A MARINE SPONGE HYRTIOS-ERECTA [J].
CREWS, P ;
BESCANSA, P ;
BAKUS, GJ .
EXPERIENTIA, 1985, 41 (05) :690-691
[3]   SESTERTERPENES FROM A COMMON MARINE SPONGE, HYRTIOS-ERECTA [J].
CREWS, P ;
BESCANSA, P .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (06) :1041-1052
[4]   USING SPECTROSCOPIC AND DATABASE STRATEGIES TO UNRAVEL STRUCTURES OF POLYCYCLIC BIOACTIVE MARINE SPONGE SESTERTERPENES [J].
CREWS, P ;
JIMENEZ, C ;
ONEILJOHNSON, M .
TETRAHEDRON, 1991, 47 (22) :3585-3600
[5]  
CREWS P, 1985, PROG CHEM ORG NAT PR, V48, P203
[6]   INACTIVATION OF BEE VENOM PHOSPHOLIPASE-A2 BY MANOALIDE - A MODEL BASED ON THE REACTIVITY OF MANOALIDE WITH AMINO-ACIDS AND PEPTIDE SEQUENCES [J].
GLASER, KB ;
JACOBS, RS .
BIOCHEMICAL PHARMACOLOGY, 1987, 36 (13) :2079-2086
[7]  
Hunecks S, 1979, J HATTORI BOT LAB, V45, P1
[8]  
KAZLAUSKAS R, 1976, Tetrahedron Letters, V30, P2631
[9]   5 NEW C-26 TETRACYCLIC TERPENES FROM A SPONGE (LENDENFELDIA SP) [J].
KAZLAUSKAS, R ;
MURPHY, PT ;
WELLS, RJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (01) :51-59
[10]   TERPENOID CONSTITUENTS FROM 2 PHYLLOSPONGIA SPP [J].
KAZLAUSKAS, R ;
MURPHY, PT ;
WELLS, RJ ;
DALY, JJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (08) :1783-1797