New acylated iridoid glucosides from Scutellaria glaphyrostachys Rech.f. and chemotaxonomic importance for the genus Scutellaria

• Published in: Phytochemistry letters Vol. 32; pp. 157 - 161
• Main Authors: Dogan, Zeynep, Ishiuchi, Kan’ichiro, Makino, Toshiaki, Saracoglu, Iclal
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.08.2019
• Subjects: 6′-O-E-caffeoyl 8-epi-loganic acid; 6′-O-E-caffeoyl geniposidic acid; Lamiaceae; NMR spectroscopy; Scutellaria glaphyrostachys; Scutellaria glaphyrostachys; Lamiaceae; 6′-O-E-caffeoyl geniposidic acid; NMR spectroscopy; 6′-O-E-caffeoyl 8-epi-loganic acid
• ISSN: 1874-3900; 1876-7486
• DOI: 10.1016/j.phytol.2019.06.004

[Display omitted] •This study is the first phytochemical study on the titled endemic plant in Turkey.•10 iridoid glucosides were isolated from Scutellaria glaphyrostachys Rech. f.•2 of isolated compounds were new acylated iridoid glucosides.•Iridoids are chemotaxonomical markers for some sections of the genus Scutellaria. Two new acylated iridoid glucosides, 6′-O-E-caffeoyl geniposidic acid (1) and 6′-O-E-caffeoyl 8-epi-loganic acid (2) with 8 known compounds (3-10) were isolated from the aerial parts of Scutellaria glaphyrostachys Rech.f. Known compounds were identified as 6′-O-E-p-coumaroyl 8-epi-loganic acid (3), catalpol (4), scutellarioside I (globularin, 5), scutellarioside II (6), 6′-O-E-caffeoyl mussaenosidic acid (7), albidoside (8), scutelloside (9), 6′-O-E-p-coumaroyl gardoside (10). Structures of the isolated compounds were elucidated using 1D, 2D NMR and mass spectra. All identified compounds are isolated for the first time from the species. Isolation of iridoids from the plant belonging to sect. Scutellaria is important for chemotaxonomic classification of the genus Scutellaria.