Pseudoceratonic Acid and Moloka'iamine Derivatives from the Red Sea Verongiid Sponge Pseudoceratina arabica.
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.
['Shaala|Lamiaa A|LA|0000-0002-1866-8258', 'Youssef|Diaa T A|DTA|0000-0003-2217-4039']
D000818:Animals D000970:Antineoplastic Agents D002460:Cell Line D006801:Humans D019156:Indian Ocean D009682:Magnetic Resonance Spectroscopy D015394:Molecular Structure D011161:Porifera D014439:Tyramine
pseudoceratonic acid Pseudoceratina arabica Keywords: Red Sea Verongiid sponge antibiotics and cytotoxic activities ceratinines N and O dibromotyrosine alkaloids structure determinations