Secondary metabolites from Eremostachys laciniata

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Calis I., Guevenc A., Armagan M., Koyuncu M., Gotfredsen C. H., Jensend S. R.

NATURAL PRODUCT COMMUNICATIONS, vol.3, no.2, pp.117-124, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 3 Issue: 2
  • Publication Date: 2008
  • Doi Number: 10.1177/1934578x0800300202
  • Journal Name: NATURAL PRODUCT COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.117-124
  • Keywords: Eremostachys laciniata, Lamiaceae, iridoids, 5-desoxysesamosidic acid, phenylethanoid glycosides, flavonoids, IRIDOID GLUCOSIDES, PHENYLPROPANOID GLYCOSIDE, PHENYLETHANOID GLYCOSIDES, PHLOMIS-TUBEROSA, GLABRA
  • Ankara University Affiliated: Yes

Abstract

From the aerial parts of Eremostachys laciniata (Lamiaceae), a new acidic iridoid glucoside, 5-desoxysesamosidic acid (1) was isolated in addition to thirteen known iridoid glucosides, 5-desoxysesamoside (2), sesamoside (3), 6 beta-hydroxy-7-epi-loganin (4), chlorotuberoside (5), 5-deoxypulchelloside I (6), lamalbide (7), lamalbidic acid (8), phloyosides I (7-epi-phlomiol) (9), and II (10), phlorniol (11), shanzhiside (12), shanzhiside methyl ester (13), and barlerin (8-O-acetylshanzhi side methyl ester) (14), four phenylethanoid glycosides, verbascoside (15), leucosceptoside A (16), martynoside (17), and forsythoside B (18), and five flavone derivatives, luteolin (19), luteolin 7-O-beta-D-glucopyranoside (20), luteolin 7-O-(6 ''-O-beta-D-apiofuranosyl)-beta-D-glucopyranoside (21), apigenin 7-O-beta-D-glucopyranoside (22), and apigenin 7-O-(6 ''-O-beta-coumaroyl)-beta-D-glucopyranoside (23). The structures of the metabolites were elucidated from spectroscopic (UV, IR, 1D- and 2D-NMR) and ESI-MS evidence, as well as from their specific optical rotations. The presence of these metabolites of three different classes strongly supports the close relationship of the genera Eremostachys and Phlomis.