A new dihydrochalcone glycoside from the stems of Homalium stenophyllum

Abstract

A new dihydrochalcone glycoside, phloretin-4-O-β-D-glucopyranoside (1), together with seven known flavonoids (2-8), were isolated from the stems of Homalium stenophyllum. The structure of 1 was elucidated by extensive spectroscopic methods and the known compounds were identified by comparisons with data reported in the literature. The known compounds (2-8) were isolated from the genus Homalium for the first time. All compounds were evaluated for their antibacterial activities against six pathogenic bacteria in vitro.

Inhibition of Proinflammatory Enzymes and Attenuation of IL-6 in LPS-Challenged RAW 264.7 Macrophages Substantiates the Ethnomedicinal Use of the Herbal Drug Homalium bhamoense Cubitt & W.W.Sm

“…and Homalium stenophyllum Merr. & Chun, have afforded an array of compounds including phenolic acids [18][19][20], isocoumarins [20] and flavonoids [20,21]. However, unlike other Homalium species, there are no reports on the chemical profile of H. bhamoense.…”

Identification and Characterization of Two Bibenzyl Glycosyltransferases from the Liverwort Marchantia polymorpha

“…However, specific and efficient phloretin-4-O-glycosyltransferase is still lacking. Phloretin-4-O-glucoside as a new dihydrochalcone glycoside, was firstly isolated from the stems of Homalium stenophyllum in 2017 and showed inhibitory activity against tyrosinase and thus has antioxidant activity [26,27]. Bibenzyl glucosides usually have the effect of anti-melanin production.…”

Utility of Organoboron Reagents in Arylation of Cyclopropanols via Chelated Pd(II) Catalysis: Chemoselective Access to β-Aryl Ketones

“…The “β-aryl carbonyl” motif that includes the privileged dihydrochalcone moiety is an active area of synthetic interest because of the widespread prevalence in natural products of medicinal importance and occurrence in the structures of marketed drugs (Figure ). − Applications of β-aryl alkyl carbonyl compounds as useful starting points/intermediates in (a) pharmaceutical chemistry to generate diverse scaffolds and/or drug-like compounds and (b) agricultural chemistry are well-documented. Reflecting the importance of β-aryl alkyl carbonyl derivatives, various synthetic methodologies have recently been reported. − This is illustrated in our recent report that offers mild and regioselective access to β-aryl aldehydes and ketones, from readily accessible allyl alcohols via a ligated Pd­(II)-mediated arylative isomerization approach. , The present methodology, which is an addition to the compendium of existing methodologies, attempts to broaden the scope of starting materials, especially organoboronic derivatives.…”