A new cytotoxic steroidal alkaloid, plakinamine I, with an unprecedented 3 alpha-amino-19-acetoxy nucleus was isolated from a Corticium sp. sponge. The structure has been elucidated by spectroscopic analysis and secured by the synthesis of the model 19-acetoxy-3 alpha-aminocholestane. The evaluation of the cytotoxic activities of several synthetic derivatives, intermediates of the above synthesis, allowed us to explore the influence of the different functions on the cytotoxicity observed for natural plakinamine I.
Isolation of Plakinamine I: a new steroidal alkaloid from the marine sponge Corticium sp. and synthesis of an analogue model compound / Zampella, Angela; R., D'Orsi; Sepe, Valentina; DE MARINO, Simona; Borbone, Nicola; A., Valentin; C., Debitus; Zollo, Franco; D'Auria, MARIA VALERIA. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2005:20(2005), pp. 4359-4363. [10.1002/ejoc.200500364]
Isolation of Plakinamine I: a new steroidal alkaloid from the marine sponge Corticium sp. and synthesis of an analogue model compound
ZAMPELLA, ANGELA;SEPE, VALENTINA;DE MARINO, SIMONA;BORBONE, NICOLA;ZOLLO, FRANCO;D'AURIA, MARIA VALERIA
2005
Abstract
A new cytotoxic steroidal alkaloid, plakinamine I, with an unprecedented 3 alpha-amino-19-acetoxy nucleus was isolated from a Corticium sp. sponge. The structure has been elucidated by spectroscopic analysis and secured by the synthesis of the model 19-acetoxy-3 alpha-aminocholestane. The evaluation of the cytotoxic activities of several synthetic derivatives, intermediates of the above synthesis, allowed us to explore the influence of the different functions on the cytotoxicity observed for natural plakinamine I.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
