Glucosides and urea derivatives from the seeds of scaphium macropodum (MIQ.) beumée

Five known compounds {carbonylbis[imino(6-methyl-3,1-phenylene)]}bis[carbamic acid] dimethyl ester (1), (1'R,3'S,5'R,8'S,2E,4E)-dihydrophaseic acid 3'-O-β-D-glucopyranoside (2), 3- methylbutan-1-ol β-D-glucopyranoside (3), astragalin (4) and daucosterol (5) were isolated from the methanol extract of the seeds of Scaphium macropodum (Miq.) Beumée. The structures of the isolated compounds were elucidated by spectroscopic methods including NMR and MS, and also by comparison with the literature data. Compounds 1-3 were isolated from this plant for the first time. | Journal of Science and Technology 54 (2) (2016) 207-213 DOI: GLUCOSIDES AND UREA DERIVATIVES FROM THE SEEDS OF SCAPHIUM MACROPODUM (MIQ.) BEUMÉE Vu Anh Tu1, Chau Ngoc Diep1, Nguyen Huu Toan Phan2, *, Nong Van Duy2, Nguyen Thi Dieu Thuan2, Nguyen Van Thanh1, Nguyen Xuan Cuong1, Nguyen Hoai Nam1, Chau Van Minh1 1 Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam 2 Tay Nguyen Institute for Scientific Research, VAST, Da Lat city, Vietnam * Email: nhtphan@ Received: 28 July 2015; Accepted for publication: 2 January 2016 ABSTRACT Five known compounds {carbonylbis[imino(6-methyl-3,1-phenylene)]}bis[carbamic acid] dimethyl ester (1), (1'R,3'S,5'R,8'S,2E,4E)-dihydrophaseic acid 3'-O-β-D-glucopyranoside (2), 3methylbutan-1-ol β-D-glucopyranoside (3), astragalin (4) and daucosterol (5) were isolated from the methanol extract of the seeds of Scaphium macropodum (Miq.) Beumée. The structures of the isolated compounds were elucidated by spectroscopic methods including NMR and MS, and also by comparison with the literature data. Compounds 1-3 were isolated from this plant for the first time. Keywords: Scaphium macropodum, Sterculiaceae, glucosides, urea derivative. 1. INTRODUCTION Scaphium macropodum (Miq.) Beumée ex K. Heyne (Sterculiaceae) also known as malva nut (English) or uoi (Vietnam), is a large tree up to 30 m in height. They are widely distributed in tropical rainforests in Vietnam, Myanmar, Cambodia, Thailand, Malaysia and Indonesia. The seeds of this plant have been used in Vietnam for the treatment of heatdisease, dry cough, sore throat, toothache, sore redeyes and dysentery. It also has cooling properties [1]. The chemical constituents of the seeds and the stem bark of this plant such as alkaloids, cerebrosides, flavonoids, triterpenes, steroids and sesquiterpenes have been reported [2 – 4]. In this article, we report the isolation and structural elucidation of five .

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