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Isolation of Scalimides A-L: β-Alanine-Bearing Scalarane Analogs from the Marine Sponge Spongia sp.

ABSTRACT: A chemical investigation of a methanol extract of Spongia sp., a marine sponge collected from the Philippines, identified 12 unreported scalarane-type alkaloids-scalimides A-L (1-12)-together with two previously described scalarin derivatives. The elucidation of the structure of the scalaranes based on the interpretation of their NMR and HRMS data revealed that 1-12 featured a β-alanine-substituted E-ring but differed from each other through variations in their oxidation states and substitutions occurring at C16, C24, and C25. Evaluation of the antimicrobial activity of 1-12 against several Gram-positive and Gram-negative bacteria showed that 10 and 11 were active against Micrococcus luteus and Bacillus subtilis, respectively, with MIC values ranging from 4 to 16 μg/mL.

SUBMITTER: Shin AY

PROVIDER: S-EPMC9695134 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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Isolation of Scalimides A-L: β-Alanine-Bearing Scalarane Analogs from the Marine Sponge Spongia sp.

Shin A-Young AY Lee Hyi-Seung HS Lee Jihoon J

Marine drugs 20221118 11

A chemical investigation of a methanol extract of Spongia sp., a marine sponge collected from the Philippines, identified 12 unreported scalarane-type alkaloids-scalimides A-L (1-12)-together with two previously described scalarin derivatives. The elucidation of the structure of the scalaranes based on the interpretation of their NMR and HRMS data revealed that 1-12 featured a β-alanine-substituted E-ring but differed from each other through variations i ...[more]

PMID: 36422004

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