New aplysiatoxin derivatives from the Okinawan cyanobacterium Moorea producens

• Published in: Tetrahedron Vol. 75; no. 17; pp. 2486 - 2494
• Main Authors: Nagai, Hiroshi, Watanabe, Minami, Sato, Shingo, Kawaguchi, Mioko, Xiao, Yue-Yun, Hayashi, Kazutaka, Watanabe, Ryuichi, Uchida, Hajime, Satake, Masayuki
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 26.04.2019; Elsevier
• Subjects: Aplysiatoxin; Bacillariophyceae; chemical reactions; chemical structure; Chemistry; Chemistry, Organic; Cyanobactrium; Cytotoxicity; growth retardation; Moorea producens; organic compounds; Physical Sciences; Science & Technology; Structure elucidation; Cyanobactrium; Cytotoxicity; Aplysiatoxin; Structure elucidation; PROTEIN-KINASE-C; ACTIVATION; LYNGBYA-MAJUSCULA; DEBROMOAPLYSIATOXIN; CAUSATIVE AGENTS; RED ALGA; TELEOCIDIN; TUMOR PROMOTERS; STEREOCHEMISTRIES; CONSTITUENTS
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2019.03.020

The marine cyanobacterium Moorea producens is a rich source of diverse compounds that possess a variety of biological activities. In the present study, eight new aplysiatoxin derivatives, namely 6, 8–13, and 15, along with aplysiatoxin (1), debromoaplysiatoxin (2), 3-methoxyaplysiatoxin (3), anhydroaplysiatoxin (4), anhydrodebromoaplysiatoxin (5), oscillatoxin B2 (7), and 30-methyloscillatoxin D (14) were isolated and identified from the Okinawan M. producens. In cytotoxicity and diatom growth inhibition tests, the fifteen compounds tested (1–15) showed moderate or no activity at a concentration of 10 μg/mL. [Display omitted]