Mebamamides A and B, Cyclic Lipopeptides Isolated from the Green Alga Derbesia marina

Journal of Natural Products
Arihiro IwasakiK Suenaga

Abstract

Mebamamides A and B, new lipopeptides with four d-amino acid residues and a 3,8-dihydroxy-9-methyldecanoic acid residue, were isolated from the green alga Derbesia marina. Their gross structures were elucidated by spectroscopic and ESI-ITMS analyses. The absolute configurations except for the two leucines were revealed based on chiral-phase HPLC analyses of the acid hydrolysate and a modified Mosher's method. A distinction between D-Leu and L-Leu in the sequence was established by the application of a dansyl-Edman method to the partial acid hydrolysate. Mebamamide A did not exhibit any growth inhibitory activity against HeLa and HL60 cells at 10 μM, and mebamamide B did not exhibit any growth inhibitory activity against those cells at 100 μM. Additionally, it was suggested that mebamamide B induced the differentiation of HL60 cells into macrophage-like cells at 100 μM.

References

Jun 1, 1979·Proceedings of the National Academy of Sciences of the United States of America·G RoveraC Damsky
Sep 20, 1996·The Journal of Organic Chemistry·Mark T. HamannD. Chuck Dunbar
Apr 15, 2008·Journal of Natural Products·Karumanchi V RaoMark T Hamann
Apr 13, 2011·Chemical Reviews·Jiangtao Gao, Mark T Hamann
Jan 7, 2014·Natural Product Reports·John W BluntMichèle R Prinsep
Jan 15, 2015·Organic Letters·Arihiro IwasakiKiyotake Suenaga

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Citations

Feb 1, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ye' Zaw PhyoMadalena M M Pinto
Nov 23, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Bahare SalehiNatália Martins
Mar 16, 2017·Natural Product Reports·John W BluntMichèle R Prinsep
Feb 11, 2020·Journal of Natural Products·Keitaro IwasakiKiyotake Suenaga

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