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Pseudoceratonic Acid and Moloka'iamine Derivatives from the Red Sea Verongiid Sponge Pseudoceratina arabica.


ABSTRACT: During an investigation of the chemistry of the Red Sea Verongiid sponge Pseudoceratina arabica, we discovered a small molecule, pseudoceratonic acid (1), along with the new moloka'iamine derivatives, ceratinines N (2), O (3), and the previously reported compounds moloka'iamine (4), hydroxymoloka'iamine (5) and ceratinamine (6). The structural assignments of 1-6 were accomplished by interpretation of their NMR and HRESIMS spectral data. Pseudoceratonic acid possesses a dibrominated hydrazine-derived functional group not found in any reported chemical compound. Pseudoceratonic acid selectively inhibited the growth of E. coli and S. aureus, while ceratinine N selectively inhibited C. albicans. Further, ceratinine N showed potent cytotoxic effects against the triple-negative breast cancer, colorectal carcinoma, and human cervical carcinoma cell lines down to 2.1 µM.

SUBMITTER: Shaala LA 

PROVIDER: S-EPMC7690883 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Pseudoceratonic Acid and Moloka'iamine Derivatives from the Red Sea Verongiid Sponge <i>Pseudoceratina</i> <i>arabica</i>.

Shaala Lamiaa A LA   Youssef Diaa T A DTA  

Marine drugs 20201023 11


During an investigation of the chemistry of the Red Sea Verongiid sponge <i>Pseudoceratina arabica,</i> we discovered a small molecule, pseudoceratonic acid (<b>1</b>), along with the new moloka'iamine derivatives, ceratinines N (<b>2</b>), O (<b>3</b>), and the previously reported compounds moloka'iamine (<b>4</b>), hydroxymoloka'iamine (<b>5</b>) and ceratinamine (<b>6</b>). The structural assignments of <b>1</b>-<b>6</b> were accomplished by interpretation of their NMR and HRESIMS spectral da  ...[more]

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