New bioactive hydrogenated linderazulene-derivatives from the gorgonian Echinogorgia complexa

iso-Echinofuran ( 3) and 8,9-dihydro-linderazulene ( 4) are inhibitors of mitochondrial respiratory chain. Chemical analysis of the secondary metabolite pattern of the gorgonian Echinogorgia complexa, collected along South Indian coasts, showed the presence of two new tricyclic guaiane furanosesquit...

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Published inTetrahedron letters Vol. 48; no. 14; pp. 2569 - 2571
Main Authors Manzo, Emiliano, Ciavatta, Maria Letizia, Lopez Gresa, Maria Pilar, Gavagnin, Margherita, Villani, Guido, Naik, Chandrakant Govind, Cimino, Guido
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.04.2007
Elsevier
Subjects
Chemistry
Chemistry, Organic
Echinofuran
Furanosesquiterpenes
Gorgonian
Linderazulene
MRC
Physical Sciences
Pigments
Science & Technology
Linderazulene
Furanosesquiterpenes
Pigments
Gorgonian
Echinofuran
MRC
linderazulene
METABOLITES
pigments
CORAL
echinofuran
ANTIFOULING ACTIVITIES
furanosesquiterpenes
MARINE
gorgonian
PSEUDOPTEROGORGIA-AMERICANA
ACALYCIGORGIA-SP
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Summary:iso-Echinofuran ( 3) and 8,9-dihydro-linderazulene ( 4) are inhibitors of mitochondrial respiratory chain. Chemical analysis of the secondary metabolite pattern of the gorgonian Echinogorgia complexa, collected along South Indian coasts, showed the presence of two new tricyclic guaiane furanosesquiterpenes, iso-echinofuran ( 3) and 8,9-dihydro-linderazulene ( 4), co-occurring with the known echinofuran ( 5) and structurally related to the pigment linderazulene ( 1). The unprecedented molecules 3 and 4 were characterized by spectral methods, mainly by NMR techniques. Compounds 3– 5 displayed moderate activity in the mitochondrial respiratory chain inhibition assay.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.02.020