A New Benzofuran Derivative from Flemingia philippinensis Merr. et Rolfe

Abstract

A new prenylated benzofuran derivative, named flemiphilippinone A, was isolated together with ten known flavonoids from the roots of Flemingia philippinensis. Flemiphilippinone A was identified as (2S,3aS)-5-(1-hydroxy-3-(4-methoxyphenyl)- propylidene)-2-(2-hydroxypropan-2-yl)-3a,7-bis(3-methylbut-2-en-1-yl)tetrahydrobenzo- furan-4,6(2H,5H)-dione, and its structure was established by a combination of HR EIMS, 1H-NMR, 13C-NMR, HMQC, HMBC and NOESY spectra data.

Based on Network Pharmacology and Molecular Docking, the Active Components, Targets, and Mechanisms of Flemingia philippinensis in Improving Inflammation Were Excavated

“…The traditional Chinese medicine systems pharmacology database and analysis platform (TCMSP), China National Knowledge Infrastructure (CNKI), and PubMed databases were used to search for the active ingredients of Flemingia philippinensis . After collecting and removing the repeated values and invalid ingredients, 29 active ingredients in total were obtained [ 16 , 27 , 28 , 29 , 30 , 31 ] ( Table 1 ).…”

New chalcone and pterocarpoid derivatives from the roots of Flemingia philippinensis with antiproliferative activity and apoptosis-inducing property

“…The chemical investigation of the roots of F. philippinensis led to the isolation of three new (1-3) and twelve known compounds (4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15). The structures of 1-3 were elucidated on the basis of their spectroscopic data.…”

“…It is also being used to relieve pain and induce sleep. The previous studies on chemical constituents of the roots and dried leaves of F. philippinensis afforded isoflavones, flavanones, flavonoid glycosides, and steroids [9][10][11][12][13]. It has been found that some isolated compounds showed anti-cancer, antioxidant, immunosuppressive, estrogenic and antiestrogenic activities [13][14][15][16].…”

Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from Flemingia philippinensis Root

“…The roots part has been traditionally used for curing rheumatism arthropathy and for improving the density of bone [18]. A bright representative of a legume family, F. philippinensis produces secondary metabolites that mostly consist of prenylated isoflavones [19,20], but it also produces various polyphenol compounds, namely benzofurans [21], flavanones [22], and chromenones [23] in low quantities. The isolated metabolites or extracts reported have the anti-inflammatory [18], antiestrogenic [24], and immunosuppressive features [25].…”