Isolation, structure, and antibacterial activity of thiazomycin A, a potent thiazolyl peptide antibiotic from Amycolatopsis fastidiosa.
Thiazolyl peptides are a class of thiazole-rich macrocyclic potent antibacterial agents. Recently, we described thiazomycin, a new member of thiazolyl peptides, discovered by a thiazolyl peptide specific chemical screening. This method also allowed for the discovery of a new thiazolyl peptide, thiazomycin A, which carries modification in the oxazolidine ring of the amino sugar moiety. Thiazomycin A is a specific inhibitor of protein synthesis (IC(50) 0.7 microg/mL) and a potent Gram-positive antibacterial agent with minimum inhibitory concentration (MIC) ranging 0.002-0.25 microg/mL. The isolation and structure elucidation and biological activities of thiazomycin A are described.
Zhang
Chaowei
C
Merck Research Laboratories, Rahway, NJ 07065, USA.
Zink
Deborah L
DL
Ushio
Misti
M
Burgess
Bruce
B
Onishi
Russell
R
Masurekar
Prakash
P
Barrett
John F
JF
Singh
Sheo B
SB
D000192:Actinomycetales / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D010080:Oxazoles / Q000737:chemistry / Q000494:pharmacology; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000254:growth & development; D013844:Thiazoles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D010080:Oxazoles; D010456:Peptides, Cyclic; D013844:Thiazoles; C525268:thiazomycin; C534705:thiazomycin A; C064210:oxazolidine