New communesin derivatives from the fungus Penicillium sp derived from the Mediterranean sponge Axinella verrucosa

被引:161
作者
Jadulco, R
Edrada, RA
Ebel, R
Berg, A
Schaumann, K
Wray, V
Steube, K
Proksch, P
机构
[1] Univ Dusseldorf, Inst Pharmazeut Biol, D-40225 Dusseldorf, Germany
[2] Hans Knoll Inst Nat Forsch, D-07745 Jena, Germany
[3] Alfred Wegener Inst Polar & Marine Res, D-27568 Bremerhaven, Germany
[4] Gesell Biotechnol Forsch mbH, D-38124 Braunschweig, Germany
[5] Gesell Biotechnol Forsch mbH, D-38124 Braunschweig, Germany
[6] Deutsch Sammlung Mikroorganismen & Zellkulturen, D-38124 Braunschweig, Germany
来源
JOURNAL OF NATURAL PRODUCTS | 2004年 / 67卷 / 01期
关键词
D O I
10.1021/np030271y
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The ethyl acetate extract of Penicillium sp., derived from the Mediterranean sponge Axinella verrucosa, yielded the known compound communesin B (1) and its new congeners communesins C (2) and D (3), as well as the known compounds griseofulvin, dechlorogriseofulvin, and oxaline. All structures were unambiguously established by 1D and 2D NMR and MS data. In several bioassays performed on different leukemia cell lines, the communesins exhibited moderate antiproliferative activity.
引用
收藏
页码:78 / 81
页数:4
相关论文
共 17 条
[1]   A new meroditerpenoid dimer from an undescribed Philippine marine sponge of the genus Strongylophora [J].
Balbin-Oliveros, M ;
Edrada, RA ;
Proksch, P ;
Wray, V ;
Witte, L ;
Van Soest, RWM .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (07) :948-952
[2]   Advances in chemical studies on low-molecular weight metabolites of marine fungi [J].
Biabani, MAF ;
Laatsch, H .
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1998, 340 (07) :589-607
[3]  
Bohnenstengel FI, 1999, Z NATURFORSCH C, V54, P55
[4]   A synthetic approach to nomofungin/communesin B [J].
Crawley, SL ;
Funk, RL .
ORGANIC LETTERS, 2003, 5 (18) :3169-3171
[5]   Online analysis of xestodecalactones A-C, novel bioactive metabolites from the fungus Penicillium cf. montanense and their subsequent isolation from the sponge Xestospongia exigua [J].
Edrada, RA ;
Heubes, M ;
Brauers, G ;
Wray, V ;
Berg, A ;
Gräfe, U ;
Wohlfarth, M ;
Mühlbacher, J ;
Schaumann, K ;
Sudarsono ;
Bringmann, G ;
Proksch, P .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (11) :1598-1604
[6]   GRISEOFULVIN .1. [J].
GROVE, JF ;
MACMILLAN, J ;
MULHOLLAND, TPC ;
ROGERS, MAT .
JOURNAL OF THE CHEMICAL SOCIETY, 1952, (OCT) :3949-3958
[7]  
MACMILLAN J, 1951, CHEM IND-LONDON, P719
[8]   GRISEOFULVIN .7. DECHLOROGRISEOFULVIN [J].
MACMILLAN, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1953, (JUN) :1697-1702
[9]   Stereochemical determination of acyclic structures based on carbon-proton spin-coupling constants. A method of configuration analysis for natural products [J].
Matsumori, N ;
Kaneno, D ;
Murata, M ;
Nakamura, H ;
Tachibana, K .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) :866-876
[10]   Biomimetic approach to communesin B (a.k.a. nomofungin) [J].
May, JA ;
Zeidan, RK ;
Stoltz, BM .
TETRAHEDRON LETTERS, 2003, 44 (06) :1203-1205