(-)-Actisonitrile, a lipid based on a serinol ether skeleton, was isolated from the opisthobranch mollusk Actinocyclus papillatus. The structure was established by spectroscopic methods whereas the absolute configuration of the chiral centre was determined by comparing the optical properties of natural actisonitrile with those of (+)- and (-)-synthetic enantiomers, opportunely prepared. In a preliminary in vitro cytotoxicity bioassay, both (-)- and (+) -actisonitrile enantiomers showed cytotoxic activity against tumor and non tumor mammalian cells.

Structure and synthesis of a unique isocyanide serinol-like lipid isolated from the marine mollusk Actinocyclus papillatus / E., Manzo; M., Carbone; E., Mollo; Irace, Carlo; DI PASCALE, Antonio; Y., Li; M. L., Ciavatta; G., Cimino; Y. W., Guo; M., Gavagnin. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 13:8(2011), pp. 1897-1899. [10.1021/ol200377w]

Structure and synthesis of a unique isocyanide serinol-like lipid isolated from the marine mollusk Actinocyclus papillatus

IRACE, CARLO;DI PASCALE, ANTONIO;
2011

Abstract

(-)-Actisonitrile, a lipid based on a serinol ether skeleton, was isolated from the opisthobranch mollusk Actinocyclus papillatus. The structure was established by spectroscopic methods whereas the absolute configuration of the chiral centre was determined by comparing the optical properties of natural actisonitrile with those of (+)- and (-)-synthetic enantiomers, opportunely prepared. In a preliminary in vitro cytotoxicity bioassay, both (-)- and (+) -actisonitrile enantiomers showed cytotoxic activity against tumor and non tumor mammalian cells.
2011
Structure and synthesis of a unique isocyanide serinol-like lipid isolated from the marine mollusk Actinocyclus papillatus / E., Manzo; M., Carbone; E., Mollo; Irace, Carlo; DI PASCALE, Antonio; Y., Li; M. L., Ciavatta; G., Cimino; Y. W., Guo; M., Gavagnin. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 13:8(2011), pp. 1897-1899. [10.1021/ol200377w]
Structure and synthesis of a unique isocyanide serinol-like lipid isolated from the marine mollusk Actinocyclus papillatus / E., Manzo; M., Carbone; E., Mollo; Irace, Carlo; DI PASCALE, Antonio; Y., Li; M. L., Ciavatta; G., Cimino; Y. W., Guo; M., Gavagnin. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 13:8(2011), pp. 1897-1899. [10.1021/ol200377w]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/381676
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