A new C-glycosyl flavone and a new neolignan glycoside from Passiflora edulis Sims peel

Abstract

A new C-glycosyl flavone, Chrysin-8-C-(2″-O-β-6-deoxy-glucopyranosyl)-β-D-glucopyranoside (1), a new neolignan glycoside, citrusin G (2), as well as 15 known compounds (3-17) were isolated from the peel of Passiflora edulis Sims. The structure determinations were primarily based on comprehensive spectroscopic analyses, and the absolute configuration of 2 were unequivocally determined by the CD experiment and chemical transformation. Compound 1 represents the rare examples of the flavonoid featuring a deoxy glucose sugar moiety. Compounds 5, 7 and 9 exhibited moderate inhibitory effects on nitric oxide (NO) production stimulated by lipopolysaccharide (LPS) in RAW 264.7 cells, with IC values of 34.92, 16.12 and 26.67 μM, respectively.

Herbal Medicinal Products fromPassiflorafor Anxiety: An Unexploited Potential

“…Thin layer chromatography can also be used in order to differentiate species [ 42 ]. Recently, new components were isolated and identified in the fruit peel of Passiflora edulis , including five flavonoids [ 43 , 44 ].…”

Passiflora edulis: An Insight Into Current Researches on Phytochemistry and Pharmacology

“…(Dhawan et al, 2004). It is widely planted in tropical and subtropical regions in several parts of the world, especially in South America, Caribbean, south Florida, South Africa, and Asia (Zhang et al, 2013;Yuan et al, 2017;Hu et al, 2018). There are seven varieties provided in The Plant List including P. edulis Sims, P. edulis f. edulis, P. edulis f. flavicarpa O.…”

Chrysin: Perspectives on Contemporary Status and Future Possibilities as Pro-Health Agent

“…The most recent research also confirms the presence of chrysin in Diaphragma juglandis fructus, walnut pellicle, the flowers of Juglans regia (common walnut) [24], the leaves and fruits of doum palms (Hyphaene thebaica) [25] and also the peel of passion fruit (Passiflora edulis Sims), where it is found in the form of glycoside (chrysin-8-C-(2"-O-β-6-deoxyglucopyranosyl)-β-D-glucopyranoside, 0.35 mg kg −1 ) [26]. Chrysin was also identified in the medicinal herb Banxia Xiexin used in traditional Chinese medicine for the treatment of gastrointestinal diseases, where it is present in the form of 6-C-arabinoside-8-C-glucoside or as a glucuronic acid ester, i.e., chrysin-7-O-glucuronide [27].…”