BALHIMYCIN, A NEW GLYCOPEPTIDE ANTIBIOTIC WITH AN UNUSUAL HYDRATED 3-AMINO-4-OXOALDOPYRANOSE SUGAR MOIETY

被引:33
作者
CHATTERJEE, S [1 ]
VIJAYAKUMAR, EKS [1 ]
NADKARNI, SR [1 ]
PATEL, MV [1 ]
BLUMBACH, J [1 ]
GANGULI, BN [1 ]
FEHLHABER, HW [1 ]
KOGLER, H [1 ]
VERTESY, L [1 ]
机构
[1] HOECHST AG,PHARMACEUT RES,W-6230 FRANKFURT,GERMANY
关键词
D O I
10.1021/jo00091a044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Balbimycin (1), C66H73Cl2N9O24, is a new glycopeptide antibiotic of the vancomycin class. It was isolated from the fermentation broth of an Amycolatopsis sp. Hoechst India Limited Y-86,21022. Its structure was elucidated on the basis of spectroscopic and chemical degradation studies. The aglycon is identical to that of vancomycin. The molecule contains two sugars, D-glucose and dehydrovancosamine. The latter unit remains as a hydrate in solution.
引用
收藏
页码:3480 / 3484
页数:5
相关论文
共 14 条
[1]   2-DIMENSIONAL SPECTROSCOPY - APPLICATION TO NUCLEAR MAGNETIC-RESONANCE [J].
AUE, WP ;
BARTHOLDI, E ;
ERNST, RR .
JOURNAL OF CHEMICAL PHYSICS, 1976, 64 (05) :2229-2246
[2]   THE STRUCTURE AND MODE OF ACTION OF GLYCOPEPTIDE ANTIBIOTICS OF THE VANCOMYCIN GROUP [J].
BARNA, JCJ ;
WILLIAMS, DH .
ANNUAL REVIEW OF MICROBIOLOGY, 1984, 38 :339-357
[3]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[4]  
BAX A, 1986, J MAGN RESON, V67, P555
[5]   RESISTANCE OF ENTEROCOCCI TO GLYCOPEPTIDES [J].
COURVALIN, P .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1990, 34 (12) :2291-2296
[6]   INVITRO ACTIVITIES OF TEICHOMYCIN, FUSIDIC ACID, FLUCLOXACILLIN, FOSFOMYCIN, AND VANCOMYCIN AGAINST METHICILLIN-RESISTANT STAPHYLOCOCCUS-AUREUS [J].
GUENTHNER, SH ;
WENZEL, RP .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1984, 26 (02) :268-269
[7]   STRUCTURE STUDIES ON VANCOMYCIN [J].
MARSHALL, FJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1965, 8 (01) :18-&
[8]   STRUCTURE OF AVOPARCIN COMPONENTS [J].
MCGAHREN, WJ ;
MARTIN, JH ;
MORTON, GO ;
HARGREAVES, RT ;
LEESE, RA ;
LOVELL, FM ;
ELLESTAD, GA ;
OBRIEN, E ;
HOLKER, JSE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (05) :1671-1684
[9]  
MULLER L, 1979, J AM CHEM SOC, V101, P4481
[10]   BALHIMYCIN, A NEW GLYCOPEPTIDE ANTIBIOTIC PRODUCED BY AMYCOLATOPSIS SP Y-86,21022 - TAXONOMY, PRODUCTION, ISOLATION AND BIOLOGICAL-ACTIVITY [J].
NADKARNI, SR ;
PATEL, MV ;
CHATTERJEE, S ;
VIJAYAKUMAR, EKS ;
DESIKAN, KR ;
BLUMBACH, J ;
GANGULI, BN ;
LIMBERT, M .
JOURNAL OF ANTIBIOTICS, 1994, 47 (03) :334-341