The creolophins:: A family of linear triquinanes from Creolophus cirrhatus (Basidiomycete)

被引:8
作者
Opatz, Till
Kolshorn, Heinz
Birnbacher, Judith
Schueffler, Anja
Deininger, Friederike
Anke, Timm
机构
[1] Univ Hamburg, Inst Organ Chem, D-2000 Hamburg, Germany
[2] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany
[3] Inst Biotechnol & Wirkstoff Forsch, D-67663 Kaiserslautern, Germany
关键词
terpenoids; natural products; structure elucidation; NMR spectroscopy;
D O I
10.1002/ejoc.200700555
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Complicatic acid and five novel linear triquinanes were isolated from mycelial cultures of Creolophus cirrhatus. The creolophins A, C, D, and E represent a novel type of highly oxidized triquinane sesquiterpenoids. Whereas those compounds with a secondary alcohol moiety in ring A are stable, the exomethylene ketone creolophin E (5) partly dimerized during workup to form the decacyclic 1,4-dioxepin-6-one neocreolophin (6). Compounds 5 and 6 display cytotoxic activities against several tumor cell lines.
引用
收藏
页码:5546 / 5550
页数:5
相关论文
共 7 条
[1]   Bioactive sesquiterpenes produced by fungi: are they useful for humans as well? [J].
Abraham, WR .
CURRENT MEDICINAL CHEMISTRY, 2001, 8 (06) :583-606
[2]   STRUCTURE AND CHEMISTRY OF HIRSUTIC ACID [J].
COMER, FW ;
MCCAPRA, F ;
QURESHI, IH ;
SCOTT, AI .
TETRAHEDRON, 1967, 23 (12) :4761-&
[3]   ANTIBIOTICS FROM BASIDIOMYCETES .14. ISOLATION AND BIOLOGICAL CHARACTERIZATION OF HYPNOPHILIN, PLEUROTELLOL, AND PLEUROTELLIC ACID FROM PLEUROTELLUS-HYPNOPHILUS (BERK) SACC [J].
KUPKA, J ;
ANKE, T ;
GIANNETTI, BM ;
STEGLICH, W .
ARCHIVES OF MICROBIOLOGY, 1981, 130 (03) :223-227
[4]   SESQUITERPENOID METABOLITES FROM STEREUM-COMPLICATUM [J].
MELLOWS, G ;
MANTLE, PG ;
FELINE, TC ;
WILLIAMS, DJ .
PHYTOCHEMISTRY, 1973, 12 (11) :2717-2720
[5]   Two new biologically active cyclopentenones from Dasyseyphus sp A47-98 [J].
Mierau, V ;
Sterner, O ;
Anke, T .
JOURNAL OF ANTIBIOTICS, 2004, 57 (05) :311-315
[6]  
Singer R., 1962, The Agaricales in modern taxonomy, V2nd
[7]  
J GEN MICROBIOL