Alpha-pyrone glycosides from Scutellaria salviifolia Benth

Authors : Zeynep DOĞAN, Kan`ichiro ISHIUCHI, Toshiaki MAKINO, İclal SARAÇOĞLU

Pages : 972-981

View : 14 | Download : 7

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :Scutellaria salviifolia Benth. is an endemic species growing in Turkey that belongs to the family Lamiaceae. As a result of a phytochemical study on the aerial parts of S. salviifolia Benth., two new and 10 known compounds were isolated from the aqueous fraction of methanolic extract. The new compounds are methyl-$\alpha $-pyrone glucosides, 3,4-dihydroxy-6-methylpyran-2-one 3-$O$-$\beta $-glucopyranoside insert ignore into journalissuearticles values(=scusalvioside A, 1);, and 3,4-dihydroxy-6-methylpyran-2-one 3-$O$-$\beta $-insert ignore into journalissuearticles values(6$`$-$O$-$E$-caffeoyl); glucopyranoside insert ignore into journalissuearticles values(=scusalvioside B, 2); with new skeletal structures. Along with them, 3 phloroglucinol glucosides [phlorin insert ignore into journalissuearticles values(3);, tadehaginoside insert ignore into journalissuearticles values(4);, and 6$^{\prime \prime} $-$O$-$Z$-$p$-coumaroyl phloroglucinol-1-$O$-$\beta $-glucopyranoside insert ignore into journalissuearticles values(5);], 6 flavonoids [apigenin insert ignore into journalissuearticles values(6);, apigenin 5-$O$-$\beta $-glucopyranoside insert ignore into journalissuearticles values(7);, isoschaftoside insert ignore into journalissuearticles values(8);, luteolin 7-$O$-$\beta $-glucuronide insert ignore into journalissuearticles values(9);, luteolin 4$`$-$O$-$\beta $-glucopyranoside insert ignore into journalissuearticles values(10);, and hispidulin insert ignore into journalissuearticles values(11);], and one phenylethanoid glycoside [martynoside insert ignore into journalissuearticles values(12);] were also isolated as known compounds. Compounds 2 and 8 were isolated as a mixture. Structure elucidations of the isolated compounds were carried out using UV, $^{1}$H NMR, $^{13}$C NMR, 2D NMR, and HR-ESI-MS analyses. Moreover, the phenylethanoid glycosides acteoside insert ignore into journalissuearticles values(13); and leucosceptoside A insert ignore into journalissuearticles values(14); were also detected in the plant by HPLC-DAD study. Tadehaginoside, 6$^{\prime \prime} $-$O$-$Z$-$p$-coumaroyl phloroglucinol-1-$O$-$\beta $-glucopyranoside, and luteolin 4$`$-$O$-$\beta $-glucopyranoside were reported for the first time from a Scutellaria species with this study.
Keywords : Scutellaria species, methyl \alpha pyrone glucosides, scusalviosides A and B, phloroglucinol derivatives, flavonoids