Phytochemistry, Volume 233 , 01/05/2025

Amaryllidaceae alkaloids with nitric oxide inhibitory activity from the leaves of Crinum asiaticum L. var. asiaticum

Waraluck Chaichompoo, Pornchai Rojsitthisak, Nassareen Supaweera, Preeyaporn Poldorn, Wachirachai Pabuprapap, Warangkana Chunglok, Yutthana Wongnongwa, Apichart Suksamrarn

Abstract

Forty-two Amaryllidaceae alkaloids, including eleven previously undescribed alkaloids, crinasiaticines C–M, and three undescribed naturally occurring alkaloids, (+)-dihydroepivittatine, (+)-dihydrovittatine and (+)-dihydrohamayne, were isolated from the leaves of Crinum asiaticum L. var. asiaticum. Their structures and configurations were elucidated using NMR and MS spectroscopic techniques, along with the comparison of experimental electronic circular dichroism spectra to calculated data. The anti-inflammatory activity against nitric oxide (NO) production in lipopolysaccharide-stimulated RAW264.7 cells was evaluated for most of the isolated alkaloids. Compounds 39, 21, 22, and 35 exhibited considerable NO inhibitory activity, with IC<inf>50</inf> values of 2.5–2.6 μM, compared to positive control dexamethasone (IC<inf>50</inf> 2.7 μM). However, these compounds demonstrated cytotoxic effects on cells. Compound 15 also possessed the highest selectivity index of 22.5 with minimal cytotoxicity.

Document Type

Article

Source Type

Journal

Keywords

AlkaloidsAmaryllidaceaeAnti-inflammatory activityCrinum asiaticum L. var. asiaticumNitric oxide inhibitory activity

ASJC Subject Area

Biochemistry, Genetics and Molecular Biology : BiochemistryAgricultural and Biological Sciences : HorticultureAgricultural and Biological Sciences : Plant ScienceBiochemistry, Genetics and Molecular Biology : Molecular Biology


Bibliography


Chaichompoo, W., Rojsitthisak, P., Supaweera, N., Poldorn, P., Pabuprapap, W., Chunglok, W., Wongnongwa, Y., ... Suksamrarn, A. (2025). Amaryllidaceae alkaloids with nitric oxide inhibitory activity from the leaves of Crinum asiaticum L. var. asiaticum. Phytochemistry, 233doi:10.1016/j.phytochem.2025.114383

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