Journal of Medicinal Chemistry p. 3010 - 3014 (1993)
Update date:2022-07-31
Topics:
Smyth, Mark S.
Stefanova, Irena
Hartmann, Frank
Horak, Ivan D.
Osherov, Nir
et al.
The fermentation product lavendustin A (1) is a protein-tyrosine kinase (PTK) inhibitor whose active pharmacophore has previously been shown to reside in the more simplified salicyl-containing benzylamine 2.Amine 2 bears some structural resemblance to two other natural product PTK inhibitors, erbstatin (3) and piceatannol (4).Non-amine containing analogues of 2 were therefore synthesized which incorporated additional aspects of either erbstatin or piceatannol.Examination of these inhibitors in immunoprecipitated p56lck, epidermal growth factor receptor (EGFR), and c-erb B-2/HER 2/neu PTK preparation showed that compound 12 (IC50=60 nM)was one of the most potent p56lek inhibitors reported to date.These results demonstrate that nitrogen is not an essential component of the lavendustin A pharmacophore 2 and that 1,2-diarylethanes and ethenes bearing a salicyl moiety appear to be valuable structural motifs for the constuction of extremely potent PTK inhibitors.
View Morewebsite:http://www.u-chemo.com
Contact:+86-21-61558312
Address:Dong Fang Road,
website:http://www.synchemie.com/
Contact:+86-574-87642758
Address:Room 901, Yinyi Bund Building, 132 Renmin Road
Chengdu Cogon Bio-tech Co., Ltd.
Contact:86-28-85171192
Address:NO.52.YongFeng Rd. Chengdu,610041,P.R.China.
Shanghai Zhihua ChemTech Co., Ltd.
Contact:+86-13774313779
Address:Room 817 Suite B 3333 Shenjiang Road
SHIJIAZHUANG HENRYTE CHEMICALS CO,.LTD(expird)
Contact:+86-311-85208698 311-80837698
Address:NO.166, yuhua west road, SHIJIAZHUANG, China
Doi:10.1021/ol403078e
(2014)Doi:10.1021/np400683h
(2013)Doi:10.1021/ol403281t
(2014)Doi:10.1021/om400933k
(2013)Doi:10.1016/0031-9422(93)85278-Y
(1993)Doi:10.1021/jo00071a004
(1993)