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Chloroscabrolides, chlorinated norcembranoids from the Indonesian soft coral Sinularia sp. |
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| Authors: | Ernesto FattorussoPaolo Luciano Masteria Yunovilsa Putra Orazio Taglialatela-Scafati Angela IanaroElisabetta Panza Giorgio BavestrelloCarlo Cerrano |
| Affiliation: | a Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli ‘Federico II’, Via D. Montesano 49, 80131 Napoli, Italy b Dipartimento di Scienze del Mare, Università Politecnica delle Marche, Via Brecce Bianche, 60131 Ancona, Italy c Dipartimento di Farmacologia Sperimentale, Università di Napoli ‘Federico II’, Via D. Montesano 49, 80131 Napoli, Italy d Dipartimento per lo Studio del Territorio e delle sue Risorse, Università di Genova, Corso Europa 26, 16132 Genova, Italy |
| Abstract: | Chemical analysis of the Indonesian soft coral Sinularia sp. (order Alcyonacea, family Alcyoniidae) afforded two known and three new C-4 norcembranoids, named chloroscabrolides A (3) and B (4) and prescabrolide (5). Chloroscabrolide A is a pentacyclic norcembranoid including an unprecedented THF-type ring to connect C-13 and C-15; furthermore, it is only the second chlorinated cembranoid derivative to be reported in the literature. The relative configuration of chloroscabrolide A has been established on the basis of a comparison between experimental 13C NMR data and DFT-calculated 13C NMR chemical shifts. All the isolated norcembranoids have been evaluated for iNOS protein inhibition. |
| Keywords: | Sinularia Indonesia Norcembranoids Chlorinated metabolite DFT-calculated 13C NMR |
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