Resveratrol oligomers from roots of Ampelocissus martini Planch. (April 2022)

• Record Type: Journal Article
• Authors: Thanasansurapong, Sariyarach; Hongthong, Sakchai; Saekee, Amporn; Chutimasakul, Threeraphat; Wattanakornsiri, Amnuay; Kongkum, Naowarat
• Is Part Of: Biochemical systematics and ecology. Volume 101(2022)
• Publication Date: 2022-04
• Subjects: Resveratrol oligomers -- Ampelocissus martini -- Vitaceae -- Chemotaxonomy; Chemotaxonomy -- Periodicals; Biochemical variation -- Periodicals; Ecology -- Periodicals; Biochemistry -- Periodicals; Ecology -- Periodicals; Chimiotaxinomie -- Périodiques; Variation biochimique -- Périodiques; Écologie -- Périodiques; 578.012
• DOI: 10.1016/j.bse.2022.104393
• Languages: English
• ISSNs: 0305-1978

Abstract

Abstract: Phytochemical investigation of roots of Ampelocissus martini Planch. (Vitaceae family) led to the isolation of five resveratrol oligomers comprising (−)-ampelopsin F (1 ), (+)-hopeaphenol (2 ), (−)-α-viniferin (3 ), (−)-wilsonol A (4 ) and (−)-stenophyllol B (5 ). The structure elucidation was performed using their spectroscopic data as well as comparison with those of literature data. All the isolated compounds were submitted to anti-HIV-1 activities employing the syncytium inhibition assay, using the ΔTat/Rev MC99 virus and 1A2 cell line system, and the reverse transcriptase (RT) assay. The results revealed that the enzymatic inhibition of tested compounds except compound 1 exhibited the potential inhibition in anti-HIV 1-RT assay with IC50 in the range of 1.68–5.85 μM better than the positive control, navirapin (IC50 at 7.77 μM). Based on the results, their activities displayed the RT enzymatic inhibition better than the positive control. In addition, the chemical isolation of A. martini was studied for the first time herein. All known secondary metabolites except compound 2 were firstly reported from Ampelocissus genus. Furthermore, the chemotaxonomic significance of the isolates was discussed. Graphical abstract: Image 1 Highlights: The first isolation and structure elucidation of five resveratrol oligomers from Ampelocissus martini Planch. roots. The chemotaxonomy significance of Vitaceae family was described. (+)-Hopeaphenol was considered to be a chemotaxonomic marker from Ampelocissus plants. (−)-Ampelopsin F was discovered in Vitaceae family for the first time.