Quercetin-galaktosid-gallate in euphorbiaceen

A New Flavonol Glycoside Gallate Ester from Acer okamotoanum and Its Inhibitory Activity against Human Immunodeficiency Virus-1 (HIV-1) Integrase

“…Quercetin 3- O -(2‘‘-galloyl)-β- d -galactopyranoside (7): yellow amorphous powder; mp 198−200 °C dec; [α] 17 D −109.6° ( c 1.0, MeOH); 1 H NMR (CD 3 OD, 300 MHz) δ 7.64 (1H, d, J = 2.2 Hz, H-2‘), 7.44 (1H, dd, J = 2.2, 8.6 Hz, H-6‘), 7.16 (2H, s, galloyl H-2, H-6), 6.76 (1H, d, J = 8.6 Hz, H-5‘), 6.26 (1H, br s, H-8), 6.11 (1H, br s, H-6), 5.66 (1H, d, J = 8.0 Hz, H-1‘‘), 5.48 (1H, dd, J = 8.2, 9.7 Hz, H-2‘‘), 3.94 (1H, d, J = 3.5 Hz, H-4‘‘), 3.86 (1H, dd, J = 3.5, 9.6 Hz, H-3‘‘), 3.74 (2H, dd, J = 6.5, 11.4 Hz, H-6‘‘), 3.67 (1H, d, J = 6.8 Hz, H-5‘‘); 13 C NMR (CD 3 OD, 75 MHz) δ 179.0 (s, C-4), 168.3 (s, galloyl CO), 165.9 (s, C-7), 162.9 (s, C-5), 158.2 (s, C-9), 158.0 (s, C-2), 149.7 (s, C-4‘), 149.7 (s, C-4‘), 146.3 (s, galloyl C-3, C-5), 145.8 (s, C-3‘), 139.9 (s, galloyl C-4), 135.2 (s, C-3), 123.2 (s, C-1‘), 123.0 (d, C-6‘), 121.6 (s, galloyl C-1), 117.3 (d, C-2‘), 116.3 (d, C-5‘), 110.8 (d, galloyl C-2, C-6), 105.7 (s, C-10), 101.4 (d, C-1‘‘), 99.9 (d, C-6), 94.9 (d, C-8), 77.4 (d, C-5‘‘), 74.7 (d, C-2‘‘), 73.5 (d, C-3‘‘), 70.7 (d, C-4‘‘), 62.3 (t, C-6‘‘). The UV and MS data of 7 were identical with published values . Acid hydrolysis with 10% H 2 SO 4 gave quercetin (spectral data compared with the pure compound) and gallic acid.…”

“…After addition of NaOAc and AlCl 3 + HCl, absorption maxima at 267 and 355 nm shifted to 273, 325, and 415 and to 270, 360, and 405 nm, respectively. 7 13 C NMR spectrum supported the above assignment. 8 The 1 H NMR spectrum of compound 1, analyzed with the aid of a COSY spectrum, showed characteristic signals assignable to an anomeric proton at δ 5.55 (d, J ) 8.0 Hz) and methylene protons adjacent to an ester group at δ 4.24 (dd, J ) 5.9, 11.2 Hz) and 4.43 (dd, J ) 7.1, 11.2 Hz).…”

Tannins and Flavonoids from the Erodium cicutarium Herb

“…Didehydrogeraniin and 3-O-(6"-O-galloyl)-β -D-galactoside isolated here for the first time from the E. cicutarium herb had been previously isolated from Geranium thunbergii [8] and Euphorbium platiphyllos [15].…”

Chemotaxonomic studies in the Saxifragaceae s.l. 4. The flavonoids of Heuchera micrantha var. diversifolia

“…Flavonol-3-0-glycoside-6"-gallates are known to occur in Euphorbia (Nahrstedt et al 1974), Arctostnphylos (Geiger et 01. 1975), and Tellin~a ).…”