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Cavomycins A−C, Linear Oligomer Depsipeptides from an Annelid-Associated Streptomyces cavourensis

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Authors

Wang, Weihong; Lee, JunI; Roh, Eun; Shetye, Gauri; Cao, Jin; McAlpine, James; Pauli, Guido; Franzblau, Scott; Vu, Thi Hanh Nguyen; Quach, Ngoc Tung; Oh, Eunseok; Park, Kyu-Hyung; Park, Chanyoon; Cho, Youbin; Jang, Hyeseon; Han, Song Joo; Kim, Hiyoung; Cho, Sanghyun; Phi, Quyet-Tien; Kang, Heonjoong

Issue Date
Publisher
American Chemical Society
Citation
Journal of Natural Products
Abstract
Three unique linear oligomeric depsipeptides, designated as cavomycins A−C (1−3), were identified from Streptomyces cavourensis, a gut bacterium associated with the annelid Paraleonnates uschakovi. The structures of these depsipeptides were determined through a combination of spectroscopic methods and chemical derivatization techniques, including methanolysis, the modified Moshers method, advanced Marfeys methods, and phenylglycine methyl ester derivatization. The unique dipeptidyl residue arrangements in compounds 1−3 indicate that they are not degradation products of valinomycin. Compound 2 and its methylation derivative 2a exhibited antiproliferative activity against PANC-1 pancreatic cancer cells with IC50 values of 1.2 and 1.7 μM, respectively.
ISSN
0163-3864
URI
https://hdl.handle.net/10371/199798
DOI
https://doi.org/10.1021/acs.jnatprod.3c01275
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