1. Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina .
- Author
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Jenssen M, Kristoffersen V, Motiram-Corral K, Isaksson J, Rämä T, Andersen JH, Hansen EH, and Hansen KØ
- Subjects
- Cyclohexanones chemistry, Cyclohexanones isolation & purification, Cyclohexanones pharmacology, Epoxy Compounds chemistry, Epoxy Compounds isolation & purification, Epoxy Compounds pharmacology, Anti-Bacterial Agents chemistry, Anti-Bacterial Agents isolation & purification, Anti-Bacterial Agents pharmacology, Antifungal Agents chemistry, Antifungal Agents isolation & purification, Antifungal Agents pharmacology, Bacteria growth & development, Basidiomycota chemistry, Candida albicans growth & development, Sesquiterpenes chemistry, Sesquiterpenes isolation & purification, Sesquiterpenes pharmacology
- Abstract
As part of our search for bioactive metabolites from understudied marine microorganisms, the new chlorinated metabolite chlovalicin B ( 1 ) was isolated from liquid cultures of the marine basidiomycete Digitatispora marina , which was collected and isolated from driftwood found at Vannøya, Norway. The structure of the novel compound was elucidated by spectroscopic methods including 1D and 2D NMR and analysis of HRMS data, revealing that 1 shares its molecular scaffold with a previously isolated compound, chlovalicin. This represents the first compound isolated from the Digitatispora genus, and the first reported fumagillin/ovalicin-like compound isolated from Basidiomycota. Compound 1 was evaluated for antibacterial activities against a panel of five bacteria, its ability to inhibit bacterial biofilm formation, for antifungal activity against Candida albicans , and for cytotoxic activities against malignant and non-malignant human cell lines. Compound 1 displayed weak cytotoxic activity against the human melanoma cell line A2058 (~50% survival at 50 µM). No activity was detected against biofilm formation or C. albicans at 50 µM, or against bacterial growth at 100 µM nor against the production of cytokines by the human acute monocytic leukemia cell line THP-1 at 50 µM.
- Published
- 2021
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