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

Literature Information

Publication Date 2018-11-01
DOI 10.1039/C8OB02194E
Impact Factor 3.876
Authors

Chang Gao, Xiaoting Gu, Xin Wang, Huikun Cao, Bin Lin, Youping Liu, Xin Di


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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.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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