Mannopeptimycins, Novel Antibacterial Glycopeptides from Streptomyces hygroscopicus, LL-AC98
Citations Over TimeTop 10% of 2002 papers
Abstract
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 spectroscopic analyses and chemical conversions. These antibiotics, designated mannopeptimycins alpha-epsilon (1-5), are glycosylated cyclic hexapeptides containing two stereoisomers of an unprecedented amino acid, alpha-amino-beta-[4'-(2'-iminoimidazolidinyl)]-beta-hydroxypropionic acid (Aiha), as a distinguishing feature. The cyclic peptide core of these antibiotics is attached to a mannosyl monosaccharide moiety in 2 and to mannosyl monosaccharide and disaccharide moieties in 1, 3, 4, and 5. The presence and position of an isovaleryl group in the terminal mannose (Man-B) in 3-5 are critical for retaining antibacterial potency.
Related Papers
- → Apoptolidin I: A new glycosylated macrocyclic lactone from wasp gut bacterium, Amycolatopsis sp.(2022)2 cited
- → Studies on new aminoglycoside antibiotics, istamycins, from an actinomycete isolated from a marine environment. I. The use of plasmid profiles in screening antibiotic-producing streptomycetes.(1980)36 cited
- → Facile synthesis and cytotoxicity of triterpenoid saponins bearing a unique disaccharide moiety: hederacolchiside A1 and its analogues(2007)23 cited
- → Total Synthesis and Conformational Study of Callyaerin A: Anti‐Tubercular Cyclic Peptide Bearing a Rare Rigidifying (Z)‐2,3‐ Diaminoacrylamide Moiety(2018)10 cited
- → Geninthiocins C and D from Streptomyces as 35-membered macrocyclic thiopeptides with modified tail moiety(2018)6 cited