LANDOMYCINS, NEW ANGUCYCLINE ANTIBIOTICS FROM STREPTOMYCES SP .1. STRUCTURAL STUDIES ON LANDOMYCIN-A, LANDOMYCIN-B, LANDOMYCIN-C AND LANDOMYCIN-D

被引:114
作者
HENKEL, T
ROHR, J
BEALE, JM
SCHWENEN, L
机构
[1] UNIV GOTTINGEN,INST ORGAN CHEM,TAMMANNSTR 2,W-3400 GOTTINGEN,GERMANY
[2] UNIV WASHINGTON,DEPT CHEM BG10,SEATTLE,WA 98195
[3] BEHRINGWERKE AG,W-3550 MARBURG,GERMANY
关键词
D O I
10.7164/antibiotics.43.492
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
The chemical structure of the new angucycline antibiotic landomycin A has been elucidated via chemical and spectroscopic methods, in particular by 2D NMR correlation spectroscopy, e.g., 1H, 1H-COSY, 13C, 1H-COSY, correlation spectroscopy via long-range-couplings and heteronuclear multiple bond connectivity spectroscopy sequences. The spectroscopic investigations were carried out principally with the octaacetyl derivative of landomycin A, which is more soluble in organic solvents than landomycin A itself. The structure consists of a new, unusual angucyclinone, landomycinone A, and of six deoxy sugars, four D-olivoses and two L-rhodinoses, which are all assembled in one chain thus forming the sequence (olivose-4→1-olivose-3-→-rhodinose)2. This long sugar chain is bonded as a phenolic glycoside to the aglycone moiety, a unique structural feature among quinone glycoside antibiotics. By comparison with the main component landomycin A, the structures of three minor congeners, namely landomycins B, C and D, could be proposed. © 1990, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.
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页码:492 / 503
页数:12
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