A new polyketide-based metabolite, spiroplakortone (1), characterized as an unprecedented g-spiroketalg- lactone, was obtained from the Chinese sponge Plakortis simplex. Structural characterization of spiroplakortone (1) was based on extensive spectroscopic analysis and its configuration was partly established by GIAO 13C-NMR, supported by DP4 probability analysis, and ECD calculations. A plausible pathway for the biosynthesis of spiroplakortone (1), envisaging the formation of a carbon–carbon linkage between polyketide and aminoacid (leucine)-derived moieties, has been proposed.
Spiroplakortone, an unprecedented spiroketal lactone from the Chinese sponge Plakortis simplex / Chianese, Giuseppina; B. B., Gu; F., Yang; W., Jiao; Y. W., Guo; H. W., Lin; TAGLIALATELA SCAFATI, Orazio. - In: RSC ADVANCES. - ISSN 2046-2069. - 5:(2015), pp. 63372-63376. [10.1039/c5ra09840h]
Spiroplakortone, an unprecedented spiroketal lactone from the Chinese sponge Plakortis simplex
CHIANESE, GIUSEPPINA;TAGLIALATELA SCAFATI, ORAZIO
2015
Abstract
A new polyketide-based metabolite, spiroplakortone (1), characterized as an unprecedented g-spiroketalg- lactone, was obtained from the Chinese sponge Plakortis simplex. Structural characterization of spiroplakortone (1) was based on extensive spectroscopic analysis and its configuration was partly established by GIAO 13C-NMR, supported by DP4 probability analysis, and ECD calculations. A plausible pathway for the biosynthesis of spiroplakortone (1), envisaging the formation of a carbon–carbon linkage between polyketide and aminoacid (leucine)-derived moieties, has been proposed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
