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Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper

: Jiso, A.; Kittiwisut, S.; Chantakul, R.; Yuenyongsawad, S.; Putchakarn, S.; Schäberle, T.F.; Temkitthaworn, P.; Ingkaninan, K.; Chaithirayanon, K.; Plubrukarn, A.


Journal of natural products 83 (2020), No.2, pp.532-536
ISSN: 0163-3864 (Print)
ISSN: 1520-6025 (Online)
Journal Article
Fraunhofer IME ()

A chemical investigation of the sponge Verongula cf. rigida led to the isolation of 13 merosesquiterpenes, among which quintaquinone (2), 5-epi-nakijiquinone L (3), and 3-farnesyl-2-hydroxy-5-methoxyquinone (4) were isolated and reported here for the first time. Particularly, compound 2 is the first member of merosesquiterpenes with a polyketide side chain substituted on C-19. All of the isolated compounds were examined for steroid 5α-reductase inhibitory activity. Cyclospongiaquinone 1 (5) showed a strong activity in the same range as that of standard finasteride.