11028-77-6Relevant articles and documents
Synthesis and Structure-Activity Relationships of Quaternary Coptisine Derivatives as Potential Anti-ulcerative Colitis Agents
Zhang, Zhi-Hui,Zhang, Hai-Jing,Deng, An-Jun,Wang, Bo,Li, Zhi-Hong,Liu, Yang,Wu, Lian-Qiu,Wang, Wen-Jie,Qin, Hai-Lin
, p. 7557 - 7571 (2015)
Thirty quaternary coptisine derivatives from a synthesized library were found to activate the in vitro transcription of x-box-binding protein 1 (XBP1). Among these, the dihydrocoptisines were demonstrated by in vitro XBP1 transcriptional activity assays and animal experiments to be much more active anti-ulcerative colitis (UC) agents than quaternary coptisines, tetrahydrocoptisines, and the positive control. Unsubstituted dihydrocoptisine exhibited more significant anti-UC efficacy than dihydrocoptisines substituted at the C-8 or C-13 position. The EC50 value of dihydrocoptisine for XBP1 transcriptional activation was 2.25 nM. Dihydrocoptisine exhibited a significant dose-effect relationship, as indicated by biomarkers in in vitro and in vivo experiments. According to this study, the starting material's reductive states and the substitution patterns of the dihydrocoptisines were determined to be the critical parameters for modulating their anti-UC efficacy, and the dihydrocoptisine skeleton was designated as the key pharmacophore. The synthesized dihydrocoptisine is a promising lead for developing anti-UC drugs.
Syntheses and structure-activity relationships in cytotoxicities of 13-substituted quaternary coptisine derivatives
Zhang, Zhi-Hui,Deng, An-Jun,Wu, Lian-Qiu,Fang, Lian-Hua,Yu, Jin-Qian,Li, Zhi-Hong,Yuan, Tian-Yi,Wang, Wen-Jie,Du, Guan-Hua,Qin, Hai-Lin
, p. 542 - 549 (2014)
Twenty five 13-substituted quaternary coptisine derivatives were synthesized to test their cytotoxicities against several cancer cell-lines and on intestinal epithelial cell-6 (IEC-6) in vitro to evaluate structure-activity relationship (SAR). Introductio
A Novel and Efficient Synthesis of 13-Methylprotoberberine Alkaloids
Hanaoka, Miyoji,Yoshida, Shuji,Mukai, Chisato
, p. 1257 - 1258 (2007/10/02)
13-Methylberberine (6a), dehydrocorudaline (6b), and corysamine (6c), and their tetrahydro derivatives (9a-c) were efficiently synthesised from the corresponding protoberberines (1) through photochemical electrocyclic reaction of 13-methylene-8,14-cycloberbines (3).