m-Carborane bisphenol structure as a pharmacophore for selective estrogen receptor modulators.
A series of m-carborane derivatives was prepared based upon the structures of antiestrogenic drugs and their activities were evaluated by estrogen receptor alpha (ERalpha) binding assay and transactivation assay using human breast cancer cell line, MCF-7 cells. The m-carborane bisphenol 5 exhibited about a thousand times more potent ER agonistic activity than the o-carborane bisphenol 11. The m-carborane bisphenol structure appears to be a favorable hydrophobic pharmacophore for the development of novel selective estrogen receptor modulators (SERMs).
Ogawa
Takumi
T
Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan.
Ohta
Kiminori
K
Yoshimi
Tomohiro
T
Yamazaki
Hiroto
H
Suzuki
Tomoharu
T
Ohta
Shigeru
S
Endo
Yasuyuki
Y
D001559:Benzhydryl Compounds; D001667:Binding, Competitive; D001896:Boron Compounds / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D010636:Phenols / Q000737:chemistry* / Q000494:pharmacology*; D020845:Selective Estrogen Receptor Modulators / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D000098851:Carboranes
D001559:Benzhydryl Compounds; D001896:Boron Compounds; D010636:Phenols; D020845:Selective Estrogen Receptor Modulators; C513207:m-bis(hydroxyphenyl)carborane; D000098851:Carboranes