Ansalactams B-D Illustrate Further Biosynthetic Plasticity within the Ansamycin Pathway.
Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.
Department of Chemistry and Nano Science, Global Top 5 program, Ewha Womans University , Seoul 03760, Korea.
Tu Cam
TC
Le
Department of Chemistry and Nano Science, Global Top 5 program, Ewha Womans University , Seoul 03760, Korea.
Inho
I
Yang
Department of Chemistry and Nano Science, Global Top 5 program, Ewha Womans University , Seoul 03760, Korea.
Yeo Joon
YJ
Yoon
Department of Chemistry and Nano Science, Global Top 5 program, Ewha Womans University , Seoul 03760, Korea.
Sang-Jip
SJ
Nam
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093-0204, United States.
William
W
Fenical
D004305:Dose-Response Relationship, Drug; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D061065:Polyketides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D017828:Rifabutin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*; D013329:Structure-Activity Relationship
D061065:Polyketides; C000627713:ansalactam B; C000627714:ansalactam C; C000627712:ansalactam D; D017828:Rifabutin