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New trans- and cis-p-coumaroyl flavonol tetraglycosides from the leaves of Mitragyna rotundifolia
Institution:1. College of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk 712-749, Republic of Korea;2. Department of Pharmacognosy and Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, USA;3. College of Pharmacy, CMRI, Research Institute of Pharmaceutical Sciences, Kyungpook National University, Daegu 702-701 and 700-422, Republic of Korea;4. BK21 Plus KNU Biomedical Convergence Program, Department of Biochemistry and Cell Biology, School of Medicine, Kyungpook National University, Daegu 702-701 and 700-422, Republic of Korea;5. College of Pharmacy, Chungnam National University, Daejeon 305-764, Republic of Korea;6. National Center for Natural Products Research, The University of Mississippi, University, MS 38677, USA
Abstract:Two new flavonol tetraglycosides, quercetin 3-O-(4-O-trans-p-coumaroyl)-α-l-rhamnopyranosyl (1→2) α-l-rhamnopyranosyl (1→6)]-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (krathummuoside A) and quercetin 3-O-(4-O-cis-p-coumaroyl)-α-l-rhamnopyranosyl (1→2) α-l-rhamnopyranosyl (1→6)]-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (krathummuoside B) were isolated from the leaves of Mitragyna rotundifolia in addition to eight known compounds, quercetin 3-O-α-l-rhamnopuranosyl (1→2) α-l-rhamnopyranosyl (1→6)]-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside, rutin, (?)-epi-catechin, 3,4,5-trimethoxyphenyl β-d-glucopyranoside, (6S, 9R)-roseoside, 3-O-β-d-glucopyranosyl quinovic acid 28-O-β-d-glucopyranosyl ester, (+)-lyoniresinol 3α-O-β-d-glucopyranoside, and (+)-syringaresinol-4-O-β-d-glucopyranoside. The structure elucidation of these compounds was based on analyses of spectroscopic data including 1D- and 2D-NMR.
Keywords:Rubiaceae  Flavonol tetraglycoside  Krathummuoside A  Krathummuoside B
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