17609-06-2Relevant academic research and scientific papers
Synthesis of eugenol-derived glucosides and evaluation of their ability in inhibiting the angiotensin converting enzyme
Alvarenga, Dalila Junqueira,Carvalho, Diogo Teixeira,Cordeiro, Cleydson Finotti,Dias, Danielle Ferreira,Matias, Laira Maria Faria,Souza, Thiago Belarmino de,Lavorato, Stefania Neiva,Pereira, Marília Gabriella Alves Goulart
, (2020)
We report here a series of glucosides which are active as inhibitors of the angiotensin converting enzyme (ACE). They are structurally related to the natural compound eugenol and exhibited significant inhibition values. Their syntheses were expeditious and we could obtain informative docking plots of them complexed to this enzyme. A glucoside derived from eugenol, carrying a carboxylic group in the aglycone, was the most active of them (with an IC50 of 0.4 mM) and showed good binding energies in docking studies with ACE. Moreover, computational prediction of toxicity risks, physicochemical properties and drug score show that the glucoside derivative of eugenol is a suitable compound for optimisation studies aimed at finding new drug candidates.
GLYCOSYLATION OF PHENOLIC COMPOUNDS BY ROOT CULTURE OF PANAX GINSENG
Ushiyama, Masashi,Furuya, Tsutomu
, p. 3009 - 3014 (2007/10/02)
A root culture of Panax ginseng was able to convert 3,5-dimethoxyphenol (taxicatigenin) into its glucoside (taxicatin), primeveroside and gentiobioside, methyl salicylate into its glucoside and gentiobioside, p-hydroxyacetophenone into its glucoside (picein), and coniferyl alcohol into dihydroconiferin propan-1-ol>.The conversion ratio and the excretion ratio of the conversion products from methyl salicylate were higher than those from the more polar p-hydroxyacetophenone, 3,5-dimethoxyphenol and coniferyl alcohol.Among the conversion products, in particular, the excretion ratio (ER) of a glucoside into the medium decreased in proportion to the quotient of substrate's Mr divided by its RRt on reversed phase HPLC (-ERMr/RRt).Key Word Index - Panax ginseng; Araliaceae; ginseng; root culture; biotransformation; glycosylation; glucoside; primeveroside; gentiobioside; 3,5-dimethoxyphenol; methyl salicylate; p-hydroxyacetophenone.
