Antihypoxic properties of organic compounds (A review)

Бакибаев, А. А.; Gorshkova, V. K.; Saratikov, A. S.

doi:10.1007/bf02464702

Cited by 5 publications

(7 citation statements)

References 44 publications

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“…The correlation equations for NH and CH protons chemical shifts (δ, ppm) are given in (15)(16)(17)(18). …”

Section: 1 H Nmr Spectral Studymentioning

confidence: 99%

“…Optically active imine derivatives possess multipronged biological activities such as antimicrobial [15], anticancer [16,17], antiplasmodic-antihypoxic [18], antitubularcular [19,20], nematicidal-insecticidal [21], anti-inflammatory, and lipoxygenase [22]. The imine moieties are important intermediates and versatile starting materials for the synthesis of chiral amines [23,24], pyrimidine derivatives [25], phenylhydrazones [26,27], Mannich bases [28], indoles [29], quinoxalines [30], imidazoles [31], amino triphenylmethanes [32], Michael adducts [33], allyl products [34], optically active α-alkyl aldehydes [35,36] by hydrogenation [37], nucleophilic addition with organometallics [38] and cycloaddition reaction [39].…”

Section: Introductionmentioning

confidence: 99%

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Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamides

Thirunarayanan

Sekar²

2013

ILCPA

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Some(E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta [b]thiophene-3-carboxamide derivatives have been synthesized by SiO 2 :H 3 PO 4 catalyzed solventfree condensation of 2-amino-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta [b]thiophene-3-carboxamide and various substituted benzaldehydes in microwave irradiation. The yield of the iminecarboximido derivatives has been found to be more than 85 %. The purity of all imine-carboximido derivatives has been checked using their physical constants and spectral data. The spectral data of the iminecarboximido derivatives such as infrared ν (cm -1 ) of CO, NH, C-N, C-Cl, C-F, C=N, and the NMR chemical shifts (δ, ppm) of NH, CH, CO and C=N have been correlated with Hammett substituent constants, F and R parameters. From the results of statistical analysis, the effects of substituent on the above spectral group absorptions have been discussed.

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“…The correlation equations for NH and CH protons chemical shifts (δ, ppm) are given in (15)(16)(17)(18). …”

Section: 1 H Nmr Spectral Studymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamides

Thirunarayanan

Sekar²

2013

ILCPA

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“…The correlation equations for NH and CH protons chemical shifts (δ, ppm) are given in (15)(16)(17)(18).…”

Section: 1 H Nmr Spectral Studymentioning

confidence: 99%

“…Schiff bases, derived from aromatic amines and aromatic aldehydes are reported to be involved in the study of asymmetric catalysis [5] ,magnetic properties [6], photochromism [7], binding with DNA [8], construction of supra molecular structures [9], the study of activity against Ehrlichascites carcinoma (EAC) [10], the field of dyes and pigments [11], the development of corrosion inhibitors [12], anti-HIV [13] and in the evaluation of physical properties in the crystalline state [14]. Optically active imine derivatives possess multipronged biological activities such as antimicrobial [15], anticancer [16,17], antiplasmodic-antihypoxic [18], antitubularcular [19,20], nematicidal-insecticidal [21], anti-inflammatory, and lipoxygenase [22]. The imine moieties are important intermediates and versatile starting materials for the synthesis of chiral amines [23,24], pyrimidine derivatives [25], phenylhydrazones [26,27], Mannich bases [28], indoles [29], quinoxalines [30], imidazoles [31], amino triphenylmethanes [32], Michael adducts [33], allyl products [34], optically active α-alkyl aldehydes [35,36] by hydrogenation [37], nucleophilic addition with organometallics [38] and cycloaddition reaction [39].…”

Section: Introductionmentioning

confidence: 99%

Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamides

Thirunarayanan

Sekar²

2013

ILCPA

View full text Add to dashboard Cite

Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamide derivatives have been synthesized by SiO2:H3PO4 catalyzed solvent-free condensation of 2-amino-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta [b]thiophene-3-carboxamide and various substituted benzaldehydes in microwave irradiation. The yield of the imine-carboximido derivatives has been found to be more than 85 %. The purity of all imine-carboximido derivatives has been checked using their physical constants and spectral data. The spectral data of the imine-carboximido derivatives such as infrared ν (cm-1) of CO, NH, C-N, C-Cl, C-F, C=N, and the NMR chemical shifts (δ, ppm) of NH, CH, CO and C=N have been correlated with Hammett substituent constants, F and R parameters. From the results of statistical analysis, the effects of substituent on the above spectral group absorptions have been discussed.

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“…The increase in body resistance to external stress conditions, like hypoxia, is considered an indication of adaptogenic activity [10,11]. Previously, a series of in vivo experiments to evaluate the increase in endurance of animals under intense physical loads was established as a means to gauge the ability of ingested substances to act as natural adaptogens [12]. Wild species of Rhodiola have been used in traditional medicine systems [13,14], including R. heterodonta, a species endemic to the mountains of Central Asia.…”

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confidence: 99%

Phytochemical Characterization of an Adaptogenic Preparation from Rhodiola heterodonta

Grace

Yousef

Kurmukov

et al. 2009

Natural Product Communications

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The phytochemical constituents of a biologically active, standardized, 80% ethanol extract of Rhodiola heterodonta were characterized. The extract was fractionated over a Sephadex LH-20 column to afford two main fractions representing two classes of secondary metabolites: phenylethanoids and proanthocyanidins. This fractionation facilitated the identification and quantification of individual compounds in the fractions and sub-fractions using HPLC, and LC-MS. The major compounds in the phenylethanoid fraction were heterodontoside, tyrosol methyl ether, salidroside, viridoside, mongrhoside, tyrosol, and the cyanogenic glucoside rhodiocyanoside A. These seven compounds comprised 17.4% of the EtOH extract. Proanthocyanidins ranged from oligomers to polymers based on epigallocatechin and gallate units. The main identified oligomeric compounds in the proanthocyanidin fraction were epigallocatechin gallate, epigallocatechin-epigallocatechin-3-O-gallate and 3-O-galloylepigallocatechin-epigallocatechin-3-O-gallate, which constituted 1.75% of the ethanol extract. Tyrosol methyl ether, mongrhoside, and the two proanthocyanidin dimers were reported for the first time from this species in this study. Intraperitoneal injection of the 80% ethanol extract increased survival time of mice under hypoxia by 192%, as an indication of adaptogenic activity.

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Antihypoxic properties of organic compounds (A review)

Cited by 5 publications

References 44 publications

Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2<i>H</i>-cyclopenta[b]thiophene-3-carboxamides

Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2<i>H</i>-cyclopenta[b]thiophene-3-carboxamides

Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2<i>H</i>-cyclopenta[b]thiophene-3-carboxamides

Phytochemical Characterization of an Adaptogenic Preparation from Rhodiola heterodonta

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