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  • Aaptodines A–D, Spiro Napht...
    Wang, Pianpian; Huang, Jian; Kurtán, Tibor; Mándi, Attila; Jia, Hongli; Cheng, Wei; Lin, Wenhan

    Organic letters, 11/2020, Letnik: 22, Številka: 21
    Journal Article

    LC–MS-oriented fractionation of the sponge Aaptos suberitoides resulted in the isolation of four heptacyclic alkaloids, aaptodines A–D (1–4), which contain 9,10-dihydrofuro­2,3-f­1,3­oxazolo­5,4-h­quinolone and 7,8-dihydrocyclopenta­de­1,6­naphthyridine subunits with a spiro carbon atom. The structures were determined on the basis of NMR spectroscopic and single-crystal X-ray diffraction data analysis aided by electronic circular dichroism calculations and Mosher’s method. A biosynthetic pathway for the formation of aaptodines A–D is postulated. Aaptodine D exhibits potent inhibition against osteoclast formation.