Title: New synthetic method of 8-oxocoptisine starting from natural quaternary coptisine as anti-ulcerative colitis agent.
Authors: Zhang, Zhi-Hui; Wu, Lian-Qiu; Deng, An-Jun; Yu, Jin-Qian; Li, Zhi-Hong; Zhang, Hai-Jing; Wang, Wen-Jie; Qin, Hai-Lin
Abstract: Quaternary coptisine (1), a natural bioactive quaternary protoberberine alkaloid (QPA), was treated with potassium ferricyanide in aqueous solution of 5 N sodium hydroxide leading to the acquisition of 8-oxocoptisine (2) with much higher yield than reported in the literature. This is the first report of the oxidation of a natural QPA by applying potassium ferricyanide as an oxidant. 8-Oxocoptisine showed significant anti-ulcerative colitis efficacyin vitrowith EC50value being 8.12 × 10− 8 M.
Subjects: ALKALOIDS; CELL culture; HIGH performance liquid chromatography; INFRARED spectroscopy; MASS spectrometry; MOLECULAR structure; NUCLEAR magnetic resonance spectroscopy; RESEARCH funding; ULCERATIVE colitis; FERRICYANIDES; DESCRIPTIVE statistics; IN vitro studies
Publication: Journal of Asian Natural Products Research, 2014, Vol 16, Issue 8, p841
ISSN: 1028-6020
Publication type: Academic Journal
DOI: 10.1080/10286020.2014.932778

New synthetic method of 8-oxocoptisine starting from natural quaternary coptisine as anti-ulcerative colitis agent.

Zhang, Zhi-Hui; Wu, Lian-Qiu; Deng, An-Jun; Yu, Jin-Qian; Li, Zhi-Hong; Zhang, Hai-Jing; Wang, Wen-Jie; Qin, Hai-Lin