The deep-water New Caledonian sponge C. incurvata contains 2 polyketide metabolites. Cladocrocin A (I) appears to be derived from fatty acids with Et side chains, thus incorporating butyrate units. Cladocroic acid (II) is a straight chain fatty acid which incorporates a terminal enyne functionality and a cyclopropane ring directly attached to the carboxylic acid function. The structures were elucidated by interpretation of spectral data, and the cis stereochem. of the cyclopropane ring in II was derived after the synthesis of cis- and trans-2,3-methanohexanoic acid models and NMR spectral comparisons.
Metabolites of the New Caledonian sponge Cladocroce incurvata / D'Auria, MARIA VALERIA; Gomez Paloma, L.; Minale, L.; Riccio, R.; Zampella, Angela; Debitus, C.. - In: JOURNAL OF NATURAL PRODUCTS. - ISSN 0163-3864. - STAMPA. - 56:3(1993), pp. 418-423. [10.1021/np50093a016]
Metabolites of the New Caledonian sponge Cladocroce incurvata
D'AURIA, MARIA VALERIA;ZAMPELLA, ANGELA;
1993
Abstract
The deep-water New Caledonian sponge C. incurvata contains 2 polyketide metabolites. Cladocrocin A (I) appears to be derived from fatty acids with Et side chains, thus incorporating butyrate units. Cladocroic acid (II) is a straight chain fatty acid which incorporates a terminal enyne functionality and a cyclopropane ring directly attached to the carboxylic acid function. The structures were elucidated by interpretation of spectral data, and the cis stereochem. of the cyclopropane ring in II was derived after the synthesis of cis- and trans-2,3-methanohexanoic acid models and NMR spectral comparisons.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
