Aza analogues of equol: novel ligands for estrogen receptor beta.
3-Aryl-tetrahydroquinolines, aza analogues of equol, are synthesized and evaluated for their binding properties to the estrogen receptors ERalpha and ERbeta. Several of these compounds exhibited binding selectivity for ER similar to that of genistein. Compounds 8c and 8d were found to have dual actions: antagonists for ERalpha and agonists for ERbeta in a yeast two-hybrid assay. These compounds have no estrogenic effects on the uterus and bone in vivo.
Chen
Wuhong
W
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institute for Biological Sciences, Chinese Academy of Sciences, Shanghai, China.
Lin
Zhaohu
Z
Ning
Mengmeng
M
Yang
Chunhao
C
Yan
Xueming
X
Xie
Yuyuan
Y
Shen
Xu
X
Wang
Ming-Wei
MW
D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015519:Bone Density; D060754:Equol; D047628:Estrogen Receptor alpha / Q000378:metabolism; D047629:Estrogen Receptor beta / Q000378:metabolism*; D005260:Female; D006801:Humans; D007529:Isoflavones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008024:Ligands; D015394:Molecular Structure; D051381:Rats; D013329:Structure-Activity Relationship; D014599:Uterus / Q000187:drug effects
C007610:4',7-dihydroxy-3,4-dihydroisoflavone; D001372:Aza Compounds; D047628:Estrogen Receptor alpha; D047629:Estrogen Receptor beta; D007529:Isoflavones; D008024:Ligands; D060754:Equol