Monoterpenoid indole alkaloids from the fruits of Gelsemium elegans and their anti-inflammatory activities.

Two novel monoterpenoid indole alkaloids (MIAs), gelsechizines A-B (1-2), along with four known ones (3-6) were isolated from the fruits of Gelsemium elegans. Compound 1 features a new carbon skeleton with two additional carbon atoms forming a 4-methylpyridine unit. Their structures with absolute configurations were elucidated by NMR, MS, X-ray diffraction and electronic circular dichroism (ECD) calculations. Compounds 1-3 showed significant anti-inflammatory effects in vivo and in vitro, which may be related to the inhibition of the trecruitment of neutrophils and macrophages as well as the secretion of TNF-α and IL-6. Preliminary structure-activity relationship analysis revealed that the β-N-acrylate moiety plays an important role in the anti-inflammatory effect. Copyright © 2021 Elsevier Inc. All rights reserved.

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Ni-Ping Li, Jun-Shan Liu, Jiao-Wen Liu, Hai-Yan Tian, Hong-Ling Zhou, Yuan-Ru Zheng, Xiao-Jun Huang, Jia-Qing Cao, Wen-Cai Ye, Lei Wang. Monoterpenoid indole alkaloids from the fruits of Gelsemium elegans and their anti-inflammatory activities. Bioorganic chemistry. 2021 Feb;107:104624

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PMID: 33465669

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