Koukoulitsa Catherine, Karioti Anastasia, Bergonzi Maria Camilla, Pescitelli Gennaro, Di Bari Lorenzo, Skaltsa Helen
Department of Pharmacognosy and Chemistry of Natural Products, School of Pharmacy, University of Athens, Panepistimiopolis, Zografou, 15771 Athens, Greece.
J Agric Food Chem. 2006 Jul 26;54(15):5388-92. doi: 10.1021/jf061477i.
From the polar extracts of Origanum vulgare L. ssp. hirtum 19 compounds have been isolated. The structures and relative stereochemistry have been elucidated by spectroscopic analysis and determined as apigenin, luteolin, chrysoeriol, diosmetin, quercetin, eriodictyol, cosmoside, vicenin-2, caffeic acid, p-menth-3-ene-1,2-diol 1-O-beta-glucopyranoside, thymoquinol 2-O-beta-glucopyranoside, thymoquinol 5-O-beta-glucopyranoside, thymoquinol 2,5-O-beta-diglucopyranoside, 12-hydroxyjasmonic acid, 12-hydroxyjasmonic acid 12-O-beta-glucopyranoside, lithospermic acid B, rosmarinic acid, 10-epi-lithospermic acid, and epi-lithospermic acid B. The three latter products display unusual stereochemistry of the 3,4-hydroxyphenyllactic acid unit(s), which to the authors' best knowledge has never been reported before in similar compounds. Moreover, lithospermic acid B (and its stereoisomers), p-menth-3-ene-1,2-diol 1-O-beta-glucopyranoside, 12-hydroxyjasmonic acid, and 12-hydroxyjasmonic acid 12-O-beta-glucopyranoside were isolated for the first time from Origanum species.
从牛至叶石香薷的极性提取物中分离出了19种化合物。通过光谱分析阐明了其结构和相对立体化学，并确定为芹菜素、木犀草素、 Chrysoeriol、香叶木素、槲皮素、圣草酚、波斯菊苷、异荭草苷、咖啡酸、对薄荷-3-烯-1,2-二醇1-O-β-吡喃葡萄糖苷、百里香醌2-O-β-吡喃葡萄糖苷、百里香醌5-O-β-吡喃葡萄糖苷、百里香醌2,5-O-β-二吡喃葡萄糖苷、12-羟基茉莉酸、12-羟基茉莉酸12-O-β-吡喃葡萄糖苷、紫草酸B、迷迭香酸、10-表紫草酸、表紫草酸B。后三种产物显示出3,4-羟基苯乳酸单元的不寻常立体化学，据作者所知，在类似化合物中从未有过报道。此外，紫草酸B（及其立体异构体）、对薄荷-3-烯-1,2-二醇1-O-β-吡喃葡萄糖苷、12-羟基茉莉酸和12-羟基茉莉酸12-O-β-吡喃葡萄糖苷首次从牛至属植物中分离得到。
