Absolute structure of resveratrol hexamers in Dipterocarpaceaeous plants. Issue 7 (18th February 2016)

• Record Type: Journal Article
• Authors: Ito, Tetsuro; Hara, Yasumasa; Kubota, Yumiko; Sawa, Ryuichi; Iinuma, Munekazu
• Is Part Of: Tetrahedron. Volume 72:Issue 7(2016)
• Page Start: 891
• Page End: 899
• Publication Date: 2016-02-18
• Subjects: Resveratrol hexamer -- O-glucoside -- Vatica species -- Dipterocarpaceae -- Vaticanol B; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2015.12.031
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A resveratrol (Res) hexamer (vaticanol M (1 )) and two O -glucosides of1 (vatcasides E (2 ) and F (3 )) and an epimer of2 (vatcaside G (4 )) were isolated from three Vatica species— Vatica bantamensis, Vatica chinensis, and Vatica albiramis . The structures with a 3-(3, 5-dihydroxyphenyl)-4, 6-dihydroxy-2-(4-hydroxyphenyl)-2, 3-dihydro-1 H -inden-1-yl group on the C-12 position of (−)-vaticanol B (5 ) were elucidated by spectroscopic analysis, including NMR experiments, conformational search by a MacroModel module, and circular dichroism data. Graphical abstract: