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

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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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Publication details

The article was received on 06 Sep 2018, accepted on 30 Oct 2018 and first published on 01 Nov 2018


Article type: Communication
DOI: 10.1039/C8OB02194E
Citation: Org. Biomol. Chem., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C8OB02194E

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