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Plakortethers A−G: A New Class of Cytotoxic Plakortin−Derived Metabolites
Author(s) -
Campagnuolo Claudio,
Fattorusso Ernesto,
TaglialatelaScafati Orazio,
Ianaro Angela,
Pisano Barbara
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(20021)2002:1<61::aid-ejoc61>3.0.co;2-e
Subject(s) - chemistry , cytotoxicity , stereochemistry , sponge , cytotoxic t cell , tetrahydrofuran , cell culture , metabolite , biochemistry , in vitro , botany , genetics , solvent , biology
Plakortethers A−G ( 4 − 10 ) represent a new class of plakortin‐related metabolites containing a trisubstituted tetrahydrofuran ring. They have been isolated from the Caribbean sponge Plakortis simplex and their stereostructures fully characterized by a combination of spectroscopic data and chemical evidence, based on a three‐step conversion of the cycloperoxide plakortin into plakortether B ( 5 ). Plakortethers A ( 4 ), B ( 5 ), D ( 7 ), and E ( 8 ) exhibited selective cytotoxicity against the RAW 264‐7 cell line (murine macrophage).