Acremonamide, a Cyclic Pentadepsipeptide with Wound-Healing Properties Isolated from a Marine-Derived Fungus of the Genus Acremonium

Acremonamide ( ) was isolated from a marine-derived fungus belonging to the genus . The chemical structure of was established using MS, UV, and NMR spectroscopic data analyses. Acremonamide ( ) was found to contain -Me-Phe, -Me-Ala, Val, Phe, and 2-hydroxyisovaleric acid. The absolute configurations...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2021-08, Vol.84 (8), p.2249-2255
Hauptverfasser: Kim, Sojeong, Lee, Chang Wook, Park, So-Yeon, Asolkar, Ratnakar N, Kim, Haerin, Kim, Geum Jin, Oh, Song Jin, Kim, Youngbae, Lee, Eun-Young, Oh, Dong-Chan, Yang, Inho, Paik, Man Jeong, Choi, Hyukjae, Kim, Hangun, Nam, Sang-Jip, Fenical, William
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Sprache:eng
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Zusammenfassung:Acremonamide ( ) was isolated from a marine-derived fungus belonging to the genus . The chemical structure of was established using MS, UV, and NMR spectroscopic data analyses. Acremonamide ( ) was found to contain -Me-Phe, -Me-Ala, Val, Phe, and 2-hydroxyisovaleric acid. The absolute configurations of the four aforementioned amino acids were determined through acid hydrolysis followed by the advanced Marfey's method, whereas the absolute configuration of 2-hydroxyisovaleric acid was determined through GC-MS analysis after formation of the -pentafluoropropionylated derivative of the (-)-menthyl ester of 2-hydroxyisovaleric acid. As an intrinsic biological activity, acremonamide ( ) did not exert cytotoxicity to cancer and noncancer cells and increased the migration and invasion. Based on these activities, the wound healing properties of acremonamide ( ) were confirmed and .
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.1c00305