Amorphous powder, [α]D25 + 12 7° (c 0 5,

MeOH); IR(KBr) ν

7, 166.9, 151.4, 144.5, 136.7, 131.6 (2C), 130.1, 129.8 (2C), 113.8, 99.7, 94.3, 79.7, 78.8, 78.7, 78.4, 78.0, 77.5, 73.9, 70.9, 62.3, 57.1, 51.7, 45.6, 21.7. ESIMS: m/z 575 (M+Na)+. Amorphous powder, [α]D25 + 12.7° (c 0.5,

MeOH); IR(KBr) νmax: 3409, 2923, 2853, 1501, 1370, 1198; 1H NMR (300 MHz, CD3OD): δ 7.06 (2H, s, H-2′, H-6′), 6.97 (1H, s, H-8), 6.89 (1H, s, H-5), 4.56 (1H, d, J = 6.3 Hz, H-4), 4.23 (2H, m), 3.80 (3H, s, OCH3), 3.76 (6H, s, 2 × OCH3), 3.32 (2H, m), 2.52 (2H, m, Ha-1, Hb-1), 2.12 (1H, m, H-3), 1.73 (1H, m, H-2). 13C NMR (75 MHz, CD3OD): δ BLU9931 datasheet 148.9 (2C), 147.2, 139.0, 138.6, 134.5, 129.9, 126.2, 107.7, 106.6 (2C), 104.5, 71.4, 66.1, 56.9 (2C), 56.6, 48.8, 46.6, 42.6, 33.8. ESIMS: m/z 391 (M+H)+. Amorphous powder, [α]D25 + 4°(c 0.5, MeOH); IR(KBr) νmax: 3406, 2923, 2853, 1502, 1370, 1198, 1H NMR (300 MHz, AZD2281 cost CD3OD): δ 7.05 (2H, s, H-2′, H-6′), 6.97 (1H, s, H-8), 6.58 (1H,

s, H-5), 4.25 (1H, d, J = 6.5 Hz, H-4), 4.23 (2H, m), 3.80 (3H, s, OCH3), 3.76 (6H, s, 2 × OCH3), 3.40 (2H, m), 2.89 (2H, m, Ha-1, Hb-1), 2.01 (1H, m, H-2), 1.98 (1H, m, H-3). 13C NMR (75 MHz, CD3OD): δ 148.9 (2C), 147.2, 139.1, 138.7, 134.5, 129.9, 126.2, 107.7, 106.6 (2C), 104.5, 70.4, 66.3, 56.9 (2C), 56.6, 48.8, 46.6, 42.6, 33.8. ESIMS: m/z 391 (M + H)+. Amorphous powder, [α]D25 + 127° (c 0.5, MeOH); IR(KBr) νmax: 3409, 2932, 1703, 11273, 1176, 1094; 1H NMR (300 MHz, CD3OD): δ 7.32 (1H, s, H-3), 5.56 (1H, d, J = 3.7 Hz, H-1), 4.56 (1H, d, J = 7.7 Hz, H-1′), 3.91 (1H, dd, J = 5.3 and1.3 Hz, H-7), 3.89 (3H, s, COOMe), 3.78 (2H, m), 3.42–3.10 (4H, m), 2.85 (1H, d, J = 8. 9 Hz, H-9), 2.35 (m, 2H), 1.13 (3H, s, H3-10). 13C

NMR (75 MHz, CD3OD): δ 167.8, 152.3, 99.8, 93.4, 79.7, 78.8, 78.7, 78.5, 78.1, 77.5, 73.9, 70.9, 62.3, 57.8, 51.7, 45.6, 21.7. ESIMS: m/z 445 (M + Na)+. Decolorization of ABTS+ and DPPH free radicals scavenging activity of compounds was analyzed spectrophotometrically10 and inhibitory potential of compounds against glucose induced glycation of bovine serum albumin (BSA) was estimated spectrofluorometrically.11 From crude methanol extract of D. repens, seven compounds namely Caryoptoside (1), 8 Duraterectoside A(2), 7 Durantoside secondly III (3), 7 Durantoside I (4), 7 and (+) 5′Methoxyisolariciresinol (5), 9 (−)5′Methoxyisolariciresinol (6), 9 Lamiide (7) 7 were isolated based on a bioassay-guided fractionation and identified by comparison of their physicochemical and spectrometric data with reported in the literature.

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