New iridoid glucosides from the aerial parts of Verbena brasiliensis.
Two new iridoid glucosides, verbenabraside A (1) and verbenabraside B (2), were isolated from the aerial parts of Verbena brasiliensis VELL., along with six known iridoid glucosides, gelsemiol 3-O-beta-D-glucoside (3), verbraside (4), 9-hydroxysemperoside (5), griselinoside (6), aralidioside (7), and 6alpha-hydroxyforsythide dimethyl ester (8), three known phenylethanoid glycosides, 2-phenylethyl O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (9), acteoside (10), and leucosceptoside A (11), two known lignan glucosides, dihydroxymethyl-bis(3,5-dimethoxy-4-hydroxyphenyl) tetrahydrofuran-9 (or 9')-O-beta-glucopyranoside (12) and (+)-lyoniresinol 3alpha-O-beta-D-glucopyranoside (13), a known methyl salicylate glucoside, methyl 2-O-beta-D-glucopyranosylbenzoate (14), and two known sterols, beta-sitosterol 3-O-beta-D-glucopyranoside (15) and beta-sitosterol (16). Their chemical structures were determined on the basis of spectroscopic data. Compound 1 exhibited stronger scavenging effect on the stable free radical 1,1-diphenyl-2-picrylhydrazyl than that of alpha-tocopherol.
Ono
Masateru
M
Kyushu Tokai University School of Agriculture, Aso, Kumamoto, Japan. mono@ktmail.ktokai-u.ac.jp
Oishi
Kanna
K
Abe
Hiroaki
H
Masuoka
Chikako
C
Okawa
Masafumi
M
Ikeda
Tsuyoshi
T
Nohara
Toshihiro
T
D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D008968:Molecular Conformation; D035261:Plant Components, Aerial / Q000737:chemistry; D012680:Sensitivity and Specificity; D013237:Stereoisomerism; D032412:Verbena / Q000737:chemistry*
D039823:Iridoids; C516197:verbenabraside A; C516196:verbenabraside B