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Corygaline A, a hexahydrobenzophenanthridine alkaloid with an unusual carbon skeleton from Corydalis bungeana Turcz.†
Chang Gao,Xiaoting Gu,Xin Wang,Huikun Cao,Bin Lin,Youping Liu,Xin Di
Organic & Biomolecular Chemistry Pub Date : 11/01/2018 00:00:00 , DOI:10.1039/C8OB02194E
Abstract

A novel hexahydrobenzophenanthridine alkaloid, corygaline A (1), was isolated from Corydalis bungeana Turcz. Its structure and absolute configuration were elucidated by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Corygaline A (1) is the first example of an alkaloid which features a 6/6/6/6/6-fused pentacyclic skeleton in nature. It exhibited significant NO production inhibitory activity in LPS-activated RAW264.7 macrophages with an IC50 value of 2.9 μM. A plausible biosynthetic pathway for 1 is also discussed.

Graphical abstract: Corygaline A, a hexahydrobenzophenanthridine alkaloid with an unusual carbon skeleton from Corydalis bungeana Turcz.
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