Mannopeptimycins, Novel Antibacterial Glycopeptides from Streptomyces hygroscopicus, LL-AC98

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• 作者：Haiyin He ; R. Thomas Williamson ; Bo Shen ; Edmund I. Graziani ; Hui Y. Yang ; Subas M. Sakya ; Pete J. Petersen ; and Guy T. Carter
• 刊名：Journal of the American Chemical Society
• 出版年：2002
• 出版时间：August 21, 2002
• 年：2002
• 卷：124
• 期：33
• 页码：9729 - 9736
• 全文大小：234K
• 年卷期：v.124,no.33(August 21, 2002)
• ISSN：1520-5126

文摘

A series of novel antibiotics with activity against methicillin-resistant staphylococci and vancomycin-resistant enterococci has been purified, and their structures have been characterized using spectroscopicanalyses and chemical conversions. These antibiotics, designated mannopeptimycins mages/gifchars/alpha.gif" BORDER=0>-mages/gifchars/epsilon.gif" BORDER=0 > (1-5), areglycosylated cyclic hexapeptides containing two stereoisomers of an unprecedented amino acid, mages/gifchars/alpha.gif" BORDER=0>-amino-mages/gifchars/beta2.gif" BORDER=0 ALIGN="middle">-[4'-(2'-iminoimidazolidinyl)]-mages/gifchars/beta2.gif" BORDER=0 ALIGN="middle">-hydroxypropionic acid (Aiha), as a distinguishing feature. The cyclic peptidecore of these antibiotics is attached to a mannosyl monosaccharide moiety in 2 and to mannosylmonosaccharide and disaccharide moieties in 1, 3, 4, and 5. The presence and position of an isovalerylgroup in the terminal mannose (Man-B) in 3-5 are critical for retaining antibacterial potency.