Structure-activity relationship of halophenols as a new class of protein tyrosine kinase inhibitors.
A series of new benzophenone and diphenylmethane halophenol derivatives were prepared. Their structures were established based on (1)H NMR, (13)C NMR and HRMS data. All prepared compounds were screened for their in vitro protein tyrosine kinase (PTK) inhibitory activities. The effects of modification of the linker, functional groups and substituted positions at the phenyl ring on PTK inhibitory activity were investigated. Twelve halophenols showed significant PTK inhibitory activity. Among them, compounds 6c, 6d, 7d, 9d, 10d, 11d and 13d exhibited stronger activities than that of genistein, the positive reference compound. The results gave a relatively full and definite description of the structure-activity relationship and provided a foundation for further design and structure optimization of the halophenols.
School of Pharmaceutical Science, Shanxi Medical University, Taiyuan 030001, Shanxi, China; E-Mails:  xiuefeng@163.com  (X.E.F.);  zhaowanyi@yahoo.cn  (W.Y.Z.);  shurongban@163.com  (S.R.B.);  zhaochengxiao1982@163.com  (C.X.Z.).
Xiu E
XE
Feng
Wan Yi
WY
Zhao
Shu Rong
SR
Ban
Cheng Xiao
CX
Zhao
Qing Shan
QS
Li
Wen Han
WH
Lin
D000818:Animals; D001559:Benzhydryl Compounds / Q000737:chemistry; D001577:Benzophenones / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008956:Models, Chemical; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D047428:Protein Kinase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D011505:Protein-Tyrosine Kinases / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
D001559:Benzhydryl Compounds; D001577:Benzophenones; D006219:Halogens; D010636:Phenols; D047428:Protein Kinase Inhibitors; C047723:benzophenone; D011505:Protein-Tyrosine Kinases; C010129:diphenylmethane