Rational design, synthesis and structure-activity relationships of antitumor (E)-2-benzylidene-1-tetralones and (E)-2-benzylidene-1-indanones.
Novel substituted 6,7-dimethoxy-1-tetralones and 5,6-dimethoxy-1-indanones have been synthesized and evaluated for their cytotoxicity. Compounds with 3'-lipophilic, 3',5'-dilipophilic, or 3',5'-dilipophilic-4'-hydrophilic substituents on (E)-2-benzylidene moiety showed highly cytotoxic effects. The unique structure of 42 possibly matches the pharmacophore features for these cytotoxic compounds.
Shih
H
H
The Sam and Rose Stein Institute for Research on Aging and Department of Medicine, University of California San Diego, La Jolla 92093-0663, USA. hshih@ucsd.edu
Deng
L
L
Carrera
C J
CJ
Adachi
S
S
Cottam
H B
HB
Carson
D A
DA
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001597:Benzylidene Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D019169:Jurkat Cells; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D013778:Tetrazolium Salts; D013844:Thiazoles; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D001597:Benzylidene Compounds; D013778:Tetrazolium Salts; D013844:Thiazoles; C022616:thiazolyl blue