Portobelamides A and B and Caciqueamide, Cytotoxic Peptidic Natural Products from a Caldora sp. Marine Cyanobacterium

Three new compounds, portobelamides A and B ( and ), 3-amino-2-methyl-7-octynoic acid (AMOYA) and hydroxyisovaleric acid (Hiva) containing cyclic depsipeptides, and one long chain lipopeptide caciqueamide ( ), were isolated from a field-collection of a sp. marine cyanobacterium obtained from Panama...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2021-08, Vol.84 (8), p.2081-2093
Hauptverfasser: Demirkiran, Ozlem, Almaliti, Jehad, Leão, Tiago, Navarro, Gabriel, Byrum, Tara, Valeriote, Frederick A, Gerwick, Lena, Gerwick, William H
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Sprache:eng
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Zusammenfassung:Three new compounds, portobelamides A and B ( and ), 3-amino-2-methyl-7-octynoic acid (AMOYA) and hydroxyisovaleric acid (Hiva) containing cyclic depsipeptides, and one long chain lipopeptide caciqueamide ( ), were isolated from a field-collection of a sp. marine cyanobacterium obtained from Panama as part of the Panama International Cooperative Biodiversity Group Program. Their planar structures were elucidated through analysis of 2D NMR and MS data, especially high resolution (HR) MS /MS fragmentation methods. The absolute configurations of compounds and were deduced by traditional hydrolysis, derivative formation, and chromatographic analyses compared with standards. Portobelamide A ( ) showed good cytotoxicity against H-460 human lung cancer cells (33% survival at 0.9 μM).
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.0c01383