Laxative Metabolites from the Leaves of Moringa oleifera

• Published in: Journal of agricultural and food chemistry 2020-07, Vol.68 (30), p.7850-7860
• Main Authors: Jiang, Meng-Yuan, Lu, Huai, Pu, Xiao-Yun, Li, Yan-Hong, Tian, Kai, Xiong, Yong, Wang, Wei, Huang, Xiang-Zhong
• Format: Article
• Language: English
• Subjects: Bioactive Constituents, Metabolites, and Functions; Flavonoids - chemistry; Flavonoids - metabolism; Gas Chromatography-Mass Spectrometry; Laxatives - chemistry; Laxatives - metabolism; Moringa oleifera - chemistry; Moringa oleifera - metabolism; Plant Extracts - chemistry; Plant Extracts - metabolism; Plant Leaves - chemistry; Plant Leaves - metabolism
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/acs.jafc.0c01564

Three new flavonoids, quercetin-3-O-6-[methyl-(S)-3-hydroxy-3-methylglutaroyl­(1→6]-β-d-glucopyranoside (1), kaempferol-3-O-[methyl-(S)-3-hydroxy-3-methylglutaroyl­(1→6)]-β-d-glucopyranoside (2), and quercetin-3-O-6-[(E)-4-methoxy-5-methylhexa-2,4-dienoatyl­(1→6)]-β-d-glucopyranoside (3), and two new alkaloids, 5-dehydroxymethyl-pyrrolemarumine 4″-O-α-l-rhamnopyranoside (4) and N 1-methyl-N 2-((4-O-α-l-rhamnopyranoside)­benzyl) oxalamide (5), together with 45 known compounds (6–50) were isolated from the leaves of Moringa oleifera Lam. Among those compounds, 1-octacosanol (50), a straight-chain 28-carbon alcohol, exhibited good activity against diphenoxylate-induced constipation in mice, which is obtained as a laxative constituent from the plant for the first time. In order to have an accurate understanding of the content of compound 50, a quantification with gas chromatography–tandem mass spectrometry (GC–MS/MS) was carried out. The anti-inflammatory and α-glucosidase inhibitory activity of some compounds also was assessed.