Issue 45, 2018

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

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.

Supplementary files

Article information

Article type
Communication
Submitted
06 Sep 2018
Accepted
30 Oct 2018
First published
01 Nov 2018

Org. Biomol. Chem., 2018,16, 8710-8714

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

C. Gao, X. Gu, X. Wang, H. Cao, B. Lin, Y. Liu and X. Di, Org. Biomol. Chem., 2018, 16, 8710 DOI: 10.1039/C8OB02194E

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