No abstract
The flavonoid composition of plants is one of the adaptive variables in their adjustment to environmental conditions [1]. Therefore, an investigation of the polyphenol composition of plants from the genus Tamarix (Tamaricaceae), which are halophytes (salt tolerant plants), is considered timely [2].This communication continues an earlier study of Tamarix elongata Ledeb. and T. laxa Will. (aerial part) that were collected in the Aral and Almaty regions during flowering [3,4]. Quantitative analysis showed 1.45 and 1.50% flavonoids, respectively.Compounds 1-9 were isolated by adsorption-distribution (silica gel, polyamide) and gel chromatography (Sephadex, LH-20) from the ethylacetate fraction and aqueous remainder.Chemical (acid hydrolysis, alkaline destruction, anthocyanidine test) and spectral (UV, IR, mass, PMR, 2D NMR HMBC spectroscopies) data and a comparison with the literature identified 1-9 as 7,3′,4′-trihydroxy-5-methoxyflavone (1), 3,7,4′-trihydroxy-5-methoxyflavone (2), 3,5,7-trihydroxy-3′,4′-dimethoxyflavone (3), kaempferide 3-O-β-glucopyranoside (4), quercetin 3-O-β-glucopyranoside (5), quercetin 3-O-sulfate (6), isorhamnetin 3-O-β-glucopyranoside (7), isorhamnetin 7-O-sulfate (8), and tamarixetin 3-O-α-rhamnopyranoside (9). Compounds 5 and 6 were isolated previously from T. hispida [3] and T. aplexicaulis [5]. Compounds 1-3 and 7-9 were isolated for the first time from plants of the genus Tamarix and the Tamaricaceae family. 7,3′,4′-Trihydroxy-5-methoxyflavone (1), mp 304-306°C. UV spectrum (MeOH, λ max , nm): 366, 267; +CH 3 COONa: 370, 270; +CH 3 COONa + H 3 BO 3 : 377, 268; +AlCl 3 : 424, 270; +AlCl 3 + HCl: 363, 268; +NaOMe: 385, 267. PMR spectrum (500 MHz, CDCl 3 , δ, ppm, J/Hz): 3.88 (3H, s, -OCH 3 ), 6.12 (1H, s, H-3), 6.27 (1H, d, J = 2.0, H-6), 6.44 (1H, d, J = 2.0, H-8), 7.70 (1H, d, J = 8.0, H-5′), 8.15 (1H, dd, J = 2.0, 8.0, H-6′), 8.24 (1H, d, J = 2.0, H-2′). Mass spectrum (EI, 70 eV, m/z, I rel , %): 300.H 12 O 6 [6]. 3,7,4′-Trihydroxy-5-methoxyflavone (2), mp 240-242°C. UV spectrum (MeOH,λ max , nm): 354, 266; +CH 3 COONa: 367, 268; +CH 3 COONa +H 3 BO 3 : 364, 267; +AlCl 3 : 423, 269; +AlCl 3 + HCl: 423, 269; +NaOMe: 375, 271. PMR spectrum (400 MHz, CD 3 OD, δ, ppm, J/Hz): 3.86 (3H, s, -OCH 3 ), 6.27 (1H, d, J = 2.0, H-6), 6.39 (1H, d, J = 2.0, H-8), 7.05 (2H, d, J = 8.0, H-3′,5′), 8.17 (2H, d, J = 8.0, H-2′,6′). Mass spectrum (EI, 70 eV, m/z, I rel , %): 300.0 (100.0), 285.2 (41.5), 135.1 (13.6), 107.1 (3.6), C 16 H 12 O 6 [7]. 3,5,7-Trihydroxy-3′,4′-dimethoxyflavone (3), mp 267-270°C. UV spectrum (MeOH, λ max , nm): 352, 260; +CH 3 COONa: 351, 268; +CH 3 COONa + H 3 BO 3 : 350, 269; +AlCl 3 : 389, 270; +AlCl 3 + HCl: 350, 266; +NaOMe: 389, 266. PMR spectrum (400 MHz, CD 3 OD, δ, ppm, J/Hz): 3.84 (3H, s, OCH 3 ), 3.88 (3H, s, OCH 3 ), 6.23 (1H, d, J = 2.0, H-6), 6.45 (1H, d, J = 2.0, H-8), 7.06 (1H, d, J = 8.0, H-5′), 7.65 (1H, d, J = 2.0, H-2′), 8.24 (1H, dd, J = 2.0, 8.0, H-6′). Mass spectrum (EI, 70 eV, m/z, I rel , %): 330.0
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