Fatty acid acylated flavonol glycosides from the seeds of Nephelium lappaceum and their nitric oxide suppression activity

Awat Wisetsai; Siwattra Choodej; Nattaya Ngamrojanavanich; Khanitha Pudhom

doi:10.1016/j.phytochem.2022.113262

Fatty acid acylated flavonol glycosides from the seeds of Nephelium lappaceum and their nitric oxide suppression activity

Phytochemistry. 2022 Sep:201:113262. doi: 10.1016/j.phytochem.2022.113262. Epub 2022 Jun 2.

Authors

Awat Wisetsai¹, Siwattra Choodej¹, Nattaya Ngamrojanavanich¹, Khanitha Pudhom²

Affiliations

¹ Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.
² Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand. Electronic address: khanitha.p@chula.ac.th.

PMID: 35660550
DOI: 10.1016/j.phytochem.2022.113262

Abstract

Five undescribed fatty acid esters of flavonol glycosides, nephelosides A-E, along with eight known compounds, were isolated from the seeds of Nephelium lappaceum L. The structures were elucidated by extensive analysis of spectroscopic data in combination with GC-MS analysis. Potency of compounds toward nitric oxide suppression was assessed by monitoring the inhibition of lipopolysaccharide-stimulated nitric oxide production in J744.A1 macrophage cells. Nepheloside D, kaempferol and kaempferol 7-O-α-L-rhamnopyranoside showed significant activity with IC₅₀ values of 26.5, 11.6 and 12.0 μM, respectively.

Keywords: Flavonol glycosides; Nephelium lappaceum; Nitric oxide suppression; Rambutan; Sapindaceae.

MeSH terms

Fatty Acids / analysis
Flavonols / chemistry
Glycosides / chemistry
Kaempferols / analysis
Kaempferols / pharmacology
Nitric Oxide
Sapindaceae* / chemistry
Seeds / chemistry

Substances

Fatty Acids
Flavonols
Glycosides
Kaempferols
Nitric Oxide