Aurafuron A and B, new bioactive polyketides from Stigmatella aurantiaca and Archangium gephyra (Myxobacteria) -: Fermentation, isolation, physico-chemical properties, structure and biological activity

被引:57
作者
Kunze, B
Reichenbach, H
Müller, R
Höfle, G
机构
[1] GBF, German Canc Ctr Biotechnol, Dept Nat Prod, D-38124 Braunschweig, Germany
[2] Univ Saarland, Inst Pharmazeut Biotechnol, D-66123 Saarbrucken, Germany
关键词
Myxobacteria; bioactive polyketides; 5-alkenyl-3 3(2H)-furanones; aurafurons;
D O I
10.1038/ja.2005.28
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
New antibiotic polyketides, named aurafuron A (1) and B (2) were isolated from culture extracts of myxobacteria of the species Stigmatella aurantiaca and Archangium gephyra, strain Ar 10844. By multi-step chromatography 1 and 2 were separated from a variety of other non-related co-metabolites, and their structures elucidated by spectroscopic methods as new 5-alkenyl-3 3(2H)-furanones. Aurafurons inhibited the growth of some filamentous fungi and additionally, aurafuron B was weakly active against few Gram-positive bacteria. Both compounds also showed cytotoxic activity against the mouse fibroblast cell line L929.
引用
收藏
页码:244 / 251
页数:8
相关论文
共 28 条
[1]   Novel polypropionates from the South African marine mollusc Siphonaria capensis [J].
Beukes, DR ;
Davies-Coleman, MT .
TETRAHEDRON, 1999, 55 (13) :4051-4056
[2]   Metabolic diversity in myxobacteria:: identification of the myxalamid and the stigmatellin biosynthetic gene cluster of Stigmatella aurantiaca Sg a15 and a combined polyketide-(poly)peptide gene cluster from the epothilone producing strain Sorangium cellulosum So ce90 [J].
Beyer, S ;
Kunze, B ;
Silakowski, B ;
Müller, R .
BIOCHIMICA ET BIOPHYSICA ACTA-GENE STRUCTURE AND EXPRESSION, 1999, 1445 (02) :185-195
[3]   METABOLITES OF THE PULMONATE SIPHONARIA-LESSONI [J].
CAPON, RJ ;
FAULKNER, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (13) :2506-2508
[4]   NEW PROPIONATE-DERIVED METABOLITES FROM AGLAJA-DEPICTA AND FROM ITS PREY BULLA-STRIATA (OPISTHOBRANCH, MOLLUSKS) [J].
CIMINO, G ;
SODANO, G ;
SPINELLA, A .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (24) :5326-5331
[5]   The biosynthesis of the aromatic myxobacterial electron transport inhibitor stigmatellin is directed by a novel type of modular polyketide synthase [J].
Gaitatzis, N ;
Silakowski, B ;
Kunze, B ;
Nordsiek, G ;
Blöcker, H ;
Höfle, G ;
Müller, R .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (15) :13082-13090
[6]   ANTIBIOTICS FROM GLIDING BACTERIA .14. THE MYXALAMIDS, NEW ANTIBIOTICS FROM MYXOCOCCUS-XANTHUS (MYXOBACTERALES) .1. PRODUCTION, PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES, AND MECHANISM OF ACTION [J].
GERTH, K ;
JANSEN, R ;
REIFENSTAHL, G ;
HOFLE, G ;
IRSCHIK, H ;
KUNZE, B ;
REICHENBACH, H ;
THIERBACH, G .
JOURNAL OF ANTIBIOTICS, 1983, 36 (09) :1150-1156
[7]  
HOFLE G, 1984, ANTIBIOTIKA GLEITEND, V23, P1883
[8]  
JANSEN R, 1983, LIEBIGS ANN CHEM, P1081
[9]   MYXOCHELIN-A, A NEW IRON-CHELATING COMPOUND FROM ANGIOCOCCUS-DISCIFORMIS (MYXOBACTERALES) - PRODUCTION, ISOLATION, PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES [J].
KUNZE, B ;
BEDORF, N ;
KOHL, W ;
HOFLE, G ;
REICHENBACH, H .
JOURNAL OF ANTIBIOTICS, 1989, 42 (01) :14-17
[10]   ANTIBIOTICS FROM GLIDING BACTERIA .33. THE AURACHINS, NEW QUINOLINE ANTIBIOTICS FROM MYXOBACTERIA - PRODUCTION, PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES [J].
KUNZE, B ;
HOFLE, G ;
REICHENBACH, H .
JOURNAL OF ANTIBIOTICS, 1987, 40 (03) :258-265