Piperidine and bis-piperidine alkaloids from the peels of Areca catechu and their monoamine oxidases inhibitory activity

Song Wang; De-Zhi Wang; Xia Zhang; Zi-Wei Li; Dong-Hao Lu; Zheng-Jin Jiang; Min Ma; Min Song; Xiao-Qi Zhang

doi:10.1016/j.phytochem.2024.114373

Piperidine and bis-piperidine alkaloids from the peels of Areca catechu and their monoamine oxidases inhibitory activity

Phytochemistry. 2024 Dec 19:114373. doi: 10.1016/j.phytochem.2024.114373. Online ahead of print.

Authors

Song Wang¹, De-Zhi Wang¹, Xia Zhang¹, Zi-Wei Li¹, Dong-Hao Lu¹, Zheng-Jin Jiang², Min Ma³, Min Song⁴, Xiao-Qi Zhang⁵

Affiliations

¹ State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, PR China; Guangdong Provincial Engineering Research Center for Modernization of TCM, Jinan University, Guangzhou, 510632, PR China; NMPA Key Laboratory for Quality Evaluation of TCM, Jinan University, Guangzhou, 510632, PR China.
² State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, PR China; NMPA Key Laboratory for Quality Evaluation of TCM, Jinan University, Guangzhou, 510632, PR China; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, PR China.
³ School of Traditional Chinese Medicine, Jinan University, Guangzhou, 510632, PR China.
⁴ State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, PR China; Guangdong Provincial Engineering Research Center for Modernization of TCM, Jinan University, Guangzhou, 510632, PR China; NMPA Key Laboratory for Quality Evaluation of TCM, Jinan University, Guangzhou, 510632, PR China; School of Traditional Chinese Medicine, Jinan University, Guangzhou, 510632, PR China. Electronic address: [email protected].
⁵ State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, PR China; Guangdong Provincial Engineering Research Center for Modernization of TCM, Jinan University, Guangzhou, 510632, PR China; NMPA Key Laboratory for Quality Evaluation of TCM, Jinan University, Guangzhou, 510632, PR China. Electronic address: [email protected].

PMID: 39708993
DOI: 10.1016/j.phytochem.2024.114373

Abstract

Eleven undescribed piperidine alkaloids, arecachines A‒J (1‒11), were isolated from the peels of Areca catechu. Compounds 8‒11 are featured as bis-piperidine alkaloids. Their structures were elucidated by analysis of UV, IR, HRESIMS, 1D and 2D NMR spectra. Compounds 1‒4, 6, and 8‒11 were evaluated for the monoamine oxidases (MAOs) inhibitory activity. Among them, compounds 3, 4, 6, and 10 showed MAOA inhibitory activity with IC₅₀ values of 7.85‒55.96 μM, while compounds 1‒4, 8, 10, and 11 showed MAOB inhibitory activity with IC₅₀ values of 11.92‒77.87 μM.

Keywords: Areca catechu L.; Arecaceae; monoamine oxidase inhibitory activity; piperidine alkaloids.