Flavonoids of the roots ofScutellaria comosa

Yuldashev, M. P.; Batirov, É. Kh.; Malikov, V. M.

doi:10.1007/bf01372624

Chem Nat Compd

1996

DOI: 10.1007/bf01372624

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Flavonoids of the roots ofScutellaria comosa

M. P. Yuldashev

É. Kh. Batirov

V. M. Malikov

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Cited by 11 publications

(9 citation statements)

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“…Spectral data (UV with added NaOAc, NaOH, CH 3 COONa/H 3 BO 3 , AlCl 3 , ZrOCl 2 ; IR, PMR, and 13 C NMR), a comparison with the literature, and direct comparison with authentic samples identified these compounds as 5,7-dihydroxy-8-methoxyflavone (wogonin) (1); 3,5-dihydroxy-7-methoxyflavone (2); 5,7-dihydroxy-6-methoxyflavone (oroxylin) (3); 5,7-dihydroxy-3-methoxyflavone (4); chrysin-7-O-glucuronide (5); saccharose (6); and chrysin-7-O-methylglucuronide (7) [2][3][4]. …”

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confidence: 99%

Chemical components of the aerial part of Scutellaria schachristanica

2011

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Chemical components of the aerial part of Scutellaria schachristanica

2011

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“…The obtained compounds were purified by fractional crystallization from various solvents and rechromatography over silica gel and polyamide. These flavonoids were identified using chemical transformations (acid and base hydrolysis); IR, UV, PMR, and mass spectral data; comparison of physicochemical constants with the literature values; and direct comparison with flavonoid samples isolated by us from other Scutellaria species [11][12][13][14]. The flavonoids norwogonin, oroxylin A, quercetin, and hispidulin from the aerial part and wogonin, chrysin-7-methylglucuronide, oroxyloside, wogonoside, (±)-5,2c-dihydroxy-6,6c,7-trimethoxyflavanone, and (-)-5,2c-dihydroxy-6,6c,7,8-tetramethoxyflavanone from the roots were isolated from this plant for the first time.…”

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Flavonoids from the Aerial Part and Roots of Scutellaria adenostegia

Karimov

Ботиров

2015

Chem Nat Compd

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Skullcap (Scutellaria L.) is a plant genus of the family Lamiaceae that comprises about 350 species that are broadly distributed in temperate, subtropical, and tropical zones of Europe, North America, and eastern Asia [1,2]. Thirty two Scutellaria species grow in Uzbekistan and are used in folk medicine to treat epilepsy, allergies, neurosis, hypertonia, and other diseases [2, 3].Pharmacological studies confirmed that extracts and individual flavonoids of Scutellaria plants (baicalin, baicalein, wogonin, chrysin, etc.) possessed antitumor, antiviral, hepatoprotective, antioxidant, anti-inflammatory, anticonvulsive, and antibacterial properties [4][5][6][7][8]. Therefore, phytochemical studies of plants of this genus are critical.The flavonoids chrysin, apigenin, baicalein, 2c-methoxychrysin, 5,2c,6c-trihydroxy-7,8-dimethoxyflavone (viscidulin II), and 5,2c,6c-trihydroxy-6,7,8-trimethoxyflavone were isolated earlier from roots and the aerial part of Scutellaria adenostegia Briq. collected in Talas valley and in the Pamir-Alai range [9]. Plants collected in Shakhimardan contained apigenin, apigenin-7-O-glucoside, apigenin-7-O-glucuronide, baicalein, baicalin, dihydroscutellarein (carthamidin), carthamidin-7-O-glucuronide, luteolin, luteolin-7-O-glucuronide, scutellarein, and scutellarin [10]. We studied flavonoids from the aerial part and roots of S. adenostegia growing in the vicinity of Turakurgan, Namangan Province, Republic of Uzbekistan, in order to discover new sources of biologically active flavonoids.Column chromatography over silica gel of the EtOAc and BuOH fractions of the EtOH extract of the aerial part isolated oroxylin A, apigenin, norwogonin, hispidulin, scutellarein, scutellarin, and quercetin. The CHCl 3 , EtOAc, and BuOH fractions of the EtOH extract of the roots afforded (±)-5,2c-dihydroxy-6,7,6c-trimethoxyflavanone, (-)-5,2c-dihydroxy-6,7,8,6c-tetramethoxyflavanone, chrysin, wogonin, apigenin, chrysin-7-O-E-D-methylglucuronide, oroxyloside, and wogonoside [11]. The obtained compounds were purified by fractional crystallization from various solvents and rechromatography over silica gel and polyamide. These flavonoids were identified using chemical transformations (acid and base hydrolysis); IR, UV, PMR, and mass spectral data; comparison of physicochemical constants with the literature values; and direct comparison with flavonoid samples isolated by us from other Scutellaria species [11][12][13][14]. The flavonoids norwogonin, oroxylin A, quercetin, and hispidulin from the aerial part and wogonin, chrysin-7-methylglucuronide, oroxyloside, wogonoside, (±)-5,2c-dihydroxy-6,6c,7-trimethoxyflavanone, and (-)-5,2c-dihydroxy-6,6c,7,8-tetramethoxyflavanone from the roots were isolated from this plant for the first time.The change of flavonoid composition of S. adenostegia as a function of habitat was probably due to soil, climate, and ecological factors. Like for many Scutellaria species, compounds with an unsaturated ring B dominated the flavonoids of S. adenostegia [11,15].

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“…In Algeria, there are twenty two species and subspecies [2,3]. Eight flavones [4][5][6][7][8][9], sixteen flavonols [7,8,[10][11][12][13][14][15][16], and one isoflavone [13] have been reported from the genus Reseda. R. villosa (Resedaceae) is an endemic species [1] collected from Ghardaia (Septentrional Algerian Sahara) in March 2002 and authenticated by Prof. Gerard De Belair (Annaba, Algeria).…”

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Comparative antioxidant activity of two Algerian Reseda species

et al. 2010

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The Reseda genus is found in the Mediterranean and the Southwestern Asian areas [1]. In Algeria, there are twenty two species and subspecies [2,3]. Eight flavones [4][5][6][7][8][9], sixteen flavonols [7,8,[10][11][12][13][14][15][16], and one isoflavone [13] have been reported from the genus Reseda. R. villosa (Resedaceae) is an endemic species [1] collected from Ghardaia (Septentrional Algerian Sahara) in March 2002 and authenticated by Prof. Gerard De Belair (Annaba, Algeria). R. duriaeana (Resedaceae) is an endemic species [2] collected from Djebel El-Ouach-Constantine (Eastern Algeria) in May 2004 and authenticated by Prof. Gerard De Belair (Annaba, Algeria).Voucher specimen were deposited in the herbarium of the Laboratory of Therapeutic Substances (LOST) at Mentouri University (LOST/ZKAK Rv/03/02 and LOST/ZKAK Rd/05/04).Air-dried and powdered aerial parts (1 kg) of R. duriaeana and R. villosa (1 kg) were macerated in a methanolic solution (70%). The extract of each plant was successively concentrated to dryness (under low pressure); the residue was dissolved in boiling water and extracted with petroleum ether, dichloromethane, ethyl acetate, and n-butanol successively.The butanolic extract was column chromatographed on polyamid SC6 and eluted with toluene-methanol with increasing polarity. Whatman 3MM paper chromatography using 15% AcOH and BAW (n-BuOH-AcOH-H 2 O, 4:1:5 upper phase) and TLC on polyamid DC6, eluted with H 2 O-MeOH-methyl-ethyl ketone-acetylacetone (13:3:3:1) followed by column flash chromatography over Sephadex LH-20 in MeOH led to five pure flavonoid glycosides from R. duriaeana (1-5) and six flavonoid glycosides (5-10) from R. villosa, which were identified by the usual physicochemical techniques: R f , fluorescence, UV, NMR spectroscopies, and acid hydrolysis [17][18][19].Acid Hydrolysis. The pure compounds were treated with 2 M HCl at 100qC for 1 h. The hydrolysates were extracted with EtOAc, and the aglycones were identified by their UV spectra in methanol and by comparison of their R f with authentic samples.Sugars in the aqueous residue were identified by comparison with authentic samples on silica gel TLC impregnated with 0.2 M NaH 2 PO 4 , solvent Me 2 CO-H 2 O (9:1), and revealed with aniline malonate.

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Flavonoids of the roots ofScutellaria comosa

Cited by 11 publications

References 2 publications

Chemical components of the aerial part of Scutellaria schachristanica

Chemical components of the aerial part of Scutellaria schachristanica

Flavonoids from the Aerial Part and Roots of Scutellaria adenostegia

Comparative antioxidant activity of two Algerian Reseda species

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