Structures and Biosynthetic Pathway of Pulvomycins B–D: 22-Membered Macrolides from an Estuarine Streptomyces sp

Pulvomycins B–D (1–3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1–3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher’s method, and Kishi’s bidentate chiral solve...

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Published in:Organic letters Vol. 22; no. 14; pp. 5358 - 5362
Main Authors: Moon, Kyuho, Cui, Jinsheng, Kim, Eunji, Riandi, Evan Setiawan, Park, So Hyun, Byun, Woong Sub, Kal, Youngju, Park, Jun Young, Hwang, Sunghoon, Shin, Daniel, Sun, Jeongyoon, Oh, Ki-Bong, Cha, Sangwon, Shin, Jongheon, Lee, Sang Kook, Yoon, Yeo Joon, Oh, Dong-Chan
Format: Journal Article
Language:English
Published: American Chemical Society 17-07-2020
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Summary:Pulvomycins B–D (1–3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1–3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher’s method, and Kishi’s bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans-acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01249