A New C₁₃Glycoside fromGentiana pneumonanthe

Abstract

Gentiana pneumonanthe L. (Gentianaceae) has been reported for its anticonvulsive and antirabic properties in Russian popular medicine (1). The plant was collected at Lavour (Am-France). A voucher specimen was deposited at the laboratory of pharmacognosy.Previous studies on G. pneumonanthe (2) chioroformic leaves extract, permitted the characterization of a C13 glycoside named pneumonanthoside (1), and the known secoiridoids sweroside and swertiamarin. We report now on a second C13 glycoside isolated from the same extract.The dried and powdered leaves (300g) of the title species were extracted as described elsewhere (2). The chioroformic extract (9 g) was fractionated on polyamide column (C6H6-MeOH, 95 : 5). The middle fractions were then subjected to a silica gel column (CHC13,MeOH, 95 : 5) to afford I (17mg) and 2(12 mg) after purification on Sephadex LH-20 column (CHC13-MeOH, 30: 70). 13 H HO HO HH3H3 OH 1 R arabinosyt 2R=Compound 2 exhibited an identical UV spectrum (X nm MeOH = 230) to that of 1, but its H1 value (TLC on silica gel CHC13-MeOH 85: 15), was higher than that of 1, indicating 2 to be less polar than 1. This apolarity was due to the lack of the arabinosyl moiety, as shown by FABMS [m/z= 371

Xanthine Oxidase Inhibitors from the Flowers ofChrysanthemum sinense

“…4 (4 g, IC 50 = 9.8 mg/mL) was applied to silica gel column chromatography (2 15 cm) with MeOH/CHCl 3 (0 ± 5 %) to give four subfractions. Subfractions 4 ± 2 and 4 ± 3 were subjected to reversed-phase preparative TLC with CH 3 (19, 24.7 mg, R f = 0.80) [12], caffeic acid (23, 12.8 mg, R f = 0.73) [18], methyl caffeate (24, 8.1 mg, R f = 0.44) [18], and dearabinosyl pneumonanthoside (28, 15.8 mg, R f = 0.50) [19]. …”

Phytochemistry and Pharmacological Activities of the Genus Gentiana (Gentianaceae)

“…Among the iridoids from this genus,C (1) and C(7) are always O-bearing,w hile C(11) is characterized as being present as COOH or ester group,such as in loganin (125), loganic acid (129), and their derivatives.S ometimes, HOÀC(7) can be further oxygenated to aC ¼Og roup as in 131, 132,and 149.Moreover, a b-d-glucopranosyl group is generally attached to the O-atom at C(1) apart froma few compoundsl ike loganetin (140). In addition, secoiridoids with the feature of al actone ring between HOÀC(7) and C(11)OOH were also widely distributed in this genus,s uch as gentiopicroside (175), swertiamarin (222), sweroside (167), and their derivatives.…”