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Design, synthesis, and preliminary biological evaluation of 2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine derivatives.

作者信息

Jiao Pei-Fu, Zhao Bao-Xiang, Wang Wei-Wei, He Qiu-Xia, Wan Mao-Sheng, Shin Dong-Soo, Miao Jun-Ying

机构信息

Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.

出版信息

Bioorg Med Chem Lett. 2006 Jun 1;16(11):2862-7. doi: 10.1016/j.bmcl.2006.03.013. Epub 2006 Mar 24.

DOI:10.1016/j.bmcl.2006.03.013
PMID:16563757
Abstract

We synthesized a series of novel small molecules, 2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine derivatives, by tandem reduction-oxirane opening of 2-nitroaroxymethyloxiranes in moderate or excellent yields. We investigated the effects of all of the compounds on HUVEC apoptosis and A549 cell growth. The results showed that 6,8-dichloro-2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine was the most effective small molecule in promoting HUVEC apoptosis and inhibiting A549 cell proliferation, but 6-amino-2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine could remarkably inhibit HUVEC apoptosis and might induce the formation of microvessel.

摘要

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