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Bombyxamycins A and B, Cytotoxic Macrocyclic Lactams from an Intestinal Bacterium of the Silkworm Bombyx mori

Authors
Shin, Yern-HyerkBeom, Ji YoonChung, BeomkooShin, YoonhoByun, Woong SubMoon, KyuhoBae, MunhyungLee, Sang KookOh, Ki-BongShin, JongheonYoon, Yeo JoonOh, Dong-Chan
Issue Date
Mar-2019
Publisher
AMER CHEMICAL SOC
Citation
ORGANIC LETTERS, v.21, no.6, pp.1804 - 1808
Journal Title
ORGANIC LETTERS
Volume
21
Number
6
Start Page
1804
End Page
1808
URI
https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/83304
DOI
10.1021/acs.orglett.9b00384
ISSN
1523-7060
Abstract
Bombyxamycins A and B (1 and 2) were discovered from a silkworm gut Streptomyces bacterium. Spectroscopic analysis and multiple-step chemical derivatization identified them as 26-membered cyclic lactams with polyene features. Bombyxamycin A showed significant antibacterial and antiproliferative effects. The bombyxamycin biosynthetic gene cluster was identified by genetic analysis. Gene deletion experiments confirmed that the cytochrome P450 BomK is responsible for the generation of 2, which unprecedentedly bears tetrahydrofuran in its macrocyclic ring.
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