Ebenfurans IV-VIII from Onobrychis ebenoides: evidence that C-prenylation is the key determinant of the cytotoxicity of 3-formyl-2-arylbenzofurans.
Phytochemical investigation of a methanol extract of Onobrychis ebenoides yielded five new 3-formyl-2-arylbenzofurans, namely, ebenfurans IV-VIII (1-5), together with the known compounds ebenfurans I, II (6), and III (7). Only 1 and 7 exhibited growth inhibitory activity against MCF-7 and Ishikawa cells, suggesting that the prenyl moiety at position C-5 is the key determinant of the cytotoxic activity of this group of compounds.
Halabalaki
Maria
M
Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771, Athens, Greece.
Alexi
Xanthippi
X
Aligiannis
Necktarios
N
Alexis
Michael N
MN
Skaltsounis
Alexios-Leandros
AL
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D007887:Fabaceae / Q000737:chemistry*; D005260:Female; D006115:Greece; D006801:Humans; D015394:Molecular Structure; D054876:Prenylation; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D001572:Benzofurans