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

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posted on 2024-04-23, 21:32 authored by Weihong Wang, JunI Lee, Eun Roh, Gauri Shetye, Jin Cao, James McAlpine, Guido PauliGuido Pauli, Scott FranzblauScott Franzblau, Thi Hanh Nguyen Vu, Ngoc Tung Quach, Eunseok Oh, Kyu-Hyung Park, Chanyoon Park, Youbin Cho, Hyeseon Jang, SongJoo Han, Hiyoung Kim, Sang Hyun ChoSang Hyun Cho, Quyet-Tien Phi, Heonjoong Kang

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 Mosher's method, advanced Marfey's 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.

History

Citation

Wang, W., Lee, J., Roh, E., Shetye, G., Cao, J., McAlpine, J., Pauli, G., Franzblau, S., Vu, T. H. N., Quach, N. T., Oh, E., Park, K. -H., Park, C., Cho, Y., Jang, H., Han, S., Kim, H., Cho, S., Phi, Q. -T.Kang, H. (2024). Cavomycins A–C, Linear Oligomer Depsipeptides from an Annelid-Associated Streptomyces cavourensis. Journal of Natural Products. https://doi.org/10.1021/acs.jnatprod.3c01275

Publisher

American Chemical Society (ACS)

Language

  • en

issn

0163-3864