The absolute configurations of compounds 4 and 5 were determined by CD spectra. It is noted that (7R,8S,7′S,8′R)-4,9,4′,7′-tetrahydroxy3,3′-dimethoxy-7,9′-epoxylignan-4-O-β-D-glucopyranoside and (7S,8R,7′S,8′S)-4,9,4′,7′- tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4-O-β-D-glucopyranoside were isolated for the first time from the Datura genus. | Vietnam Journal of Science and Technology 55 (3) (2017) 263-270 DOI: FLAVONOL AND LIGNAN GLYCOSIDES FROM Datura metel L. Nguyen Thi Mai1, Nguyen Thi Kim Cuc2, Tran Hong Quang2, Phan Van Kiem2, * 1 2 University of Transport and Communications, 3 Cau Giay, Dong Da, Ha Noi, Viet Nam Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam * Email: phankiem@ Received 26 October 2015; Accepted for publication: 21 February 2017 ABSTRACT Chemical investigation of an acidic methanol extract of the whole plants of D. metel resulted in the isolation of five compounds, including kaempferol 3-O-β -D-glucosyl(1→2)-β -Dgalactoside 7-O-β -D-glucoside (1), kaempferol 3-O-β -glucopyranosyl(1→2)-β -glucopyranoside7-O-α-rhamnopyranoside (2), pinoresinol O-β-D-glucopyranoside (3), (7R,8S,7′S,8′R)-4,9,4′,7′tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4-O-β-D-glucopyranoside (4), and (7S,8R,7′S,8′S)4,9,4′,7′-tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4-O-β-D-glucopyranoside (5). Their structures were elucidated by 1D and 2D NMR and MS spectroscopic analyses as well as comparing with the data reported in the literature. The absolute configurations of compounds 4 and 5 were determined by CD spectra. It is noted that (7R,8S,7′S,8′R)-4,9,4′,7′-tetrahydroxy3,3′-dimethoxy-7,9′-epoxylignan-4-O-β -D-glucopyranoside and (7S,8R,7′S,8′S)-4,9,4′,7′tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4-O-β -D-glucopyranoside were isolated for the first time from the Datura genus. Keywords: Datura metel, Solanaceae, Flavonol glycoside, Lignan glycoside. 1. INTRODUCTION Datura metel L. is an annual herb of the Solanaceae family and is widely cultivated in many tropical and temperate regions. In the Vietnamese traditional medicine, D. metel has been used for the treatment of coughs, bronchial asthma, and rheumatism [1]. Its leaves have been used as anesthetics in surgery, a fumigant in .
