Marine Prostanoids with Cytotoxic Activity from Octocoral Clavularia spp

• Published in: Marine drugs Vol. 22; no. 5; p. 219
• Main Authors: Cheng, Ming-Ya, Hsu, I-Chi, Huang, Shi-Ying, Chuang, Ya-Ting, Ke, Tzi-Yi, Chang, Hsueh-Wei, Chu, Tian-Huei, Chen, Ching-Yeu, Cheng, Yuan-Bin
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 14.05.2024
• Subjects: Animals; Anthozoa - chemistry; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Aquatic Organisms; Ca9-22; Carbon; Cell Line, Tumor; Cell lines; Chemotherapy; Clavularia; Clavularia spp; computer simulation; corals; Cytotoxicity; genus; Humans; Inhibitory Concentration 50; Marine invertebrates; Metabolites; Molecular Structure; mouth neoplasms; Natural products; neoplasm cells; Nitric oxide; Nitric Oxide - metabolism; NMR; Nuclear magnetic resonance; Oral cancer; Prostaglandins; Prostaglandins - pharmacology; prostanoid; Secondary metabolites; Tumor cell lines; Two dimensional analysis; Taiwan; Clavularia spp; prostanoid; Ca9-22; cytotoxicity
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md22050219

Octocoral of the genus Clavularia is a kind of marine invertebrate possessing abundant cytotoxic secondary metabolites, such as prostanoids and dolabellanes. In our continuous natural product study of C. spp., two previously undescribed prostanoids [clavulone I-15-one (1) and 12-O-deacetylclavulone I (2)] and eleven known analogs (3–13) were identified. The structures of these new compounds were elucidated based on analysis of their 1D and 2D NMR, HRESIMS, and IR data. Additionally, all tested prostanoids (1 and 3–13) showed potent cytotoxic activities against the human oral cancer cell line (Ca9-22). The major compound 3 showed cytotoxic activity against the Ca9-22 cells with the IC50 value of 2.11 ± 0.03 μg/mL, which echoes the cytotoxic effect of the coral extract. In addition, in silico tools were used to predict the possible effects of isolated compounds on human tumor cell lines and nitric oxide production, as well as the pharmacological potentials.