Glycosides from Phlomis lunariifolia

• Published in: Phytochemistry (Oxford) Vol. 65; no. 18; pp. 2619 - 2625
• Main Authors: Calis, I, Kirmizibekmez, H
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.09.2004; Elsevier
• Subjects: Aliphatic alcohol glycoside; Biochemistry & Molecular Biology; Caffeic Acids - chemistry; Caffeic Acids - isolation & purification; chemical structure; Flavone glycoside; glycosides; Glycosides - chemistry; Glycosides - isolation & purification; Lamiaceae; Life Sciences & Biomedicine; Lunariifolioside; lunaroside; Lunaroside, Phenylethanoid glycoside; Luteolin - chemistry; Luteolin - isolation & purification; Magnetic Resonance Spectroscopy; Molecular Structure; phenylethanoid glycoside; Phlomis - chemistry; Phlomis lunariifolia; Plant Sciences; Science & Technology; spectral analysis; Turkey (country); Lunaroside, Phenylethanoid glycoside; Flavone glycoside; Phlomis lunariifolia; Lamiaceae; Lunariifolioside; Aliphatic alcohol glycoside; MEGASTIGMANE; BARK; GLUCOSIDE; PHENYLETHANOID GLYCOSIDE; lunaroside, phenylethanoid glycoside; aliphatic alcohol glycoside; STEMS; ALCOHOL; PHENYLPROPANOID GLYCOSIDES; lunariifolioside; flavone glycoside
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2004.04.038

A new aliphatic alcohol glycoside, lunaroside ( 1), a new phenylethanoid glycoside, lunariifolioside ( 2) and a new flavon glycoside, luteolin 7- O-[4- O-acetyl-α-rhamnopyranosyl-(1 → 2)]-β-glucuronopyranoside ( 3) were isolated from Phlomis lunariifolia. The structures were established by 1D and 2D NMR techniques. An aliphatic alcohol glycoside, lunaroside 1-octen-3-yl O-β-apiofuranosyl-(1 → 6)- O-[β-glucopyranosyl-(1 → 2)]-β-glucopyranoside, a phenylethanoid glycoside, lunariifolioside 2-(3,4-dihydroxyphenyl)ethyl O-β-apiofuranosyl-(1 → 6)- O-[ O-β-apiofuranosyl-(1 → 4)-α-rhamnopyranosyl-(1 → 3)]-4- O-( E)-caffeoyl-β-glucopyranoside and a flavone glycoside, luteolin 7- O-[4- O-acetyl-α-rhamnopyranosyl-(1 → 2)]-β-glucuronopyranoside, were isolated from the aerial parts of Phlomis lunariifolia, in addition to 15 known glycosides. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic interpretation and chemical degradation.