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Louis Guibout, Nilufar Mamadalieva, Christine Balducci, Jean-Pierre Girault, René Lafont
INTRODUCTION: Ajuga turkestanica is a plant used in traditional medicine for its high ecdysteroid content, including the presence of the particularly active turkesterone, which possess efficient anabolic activity. OBJECTIVES: To isolate and identify minor ecdysteroids present in a semi-purified plant fraction containing ca. 70% turkesterone. MATERIAL AND METHODS: Multi-step preparative HPLC (combining RP- and NP-HPLC systems) was used to purify the different components present in the turkesterone fraction...
September 2015: Phytochemical Analysis: PCA
V N Syrov, Zh I Islamova, F R Égamova, N Kh Iuldasheva, Z A Khushbaktova
Introduction of phytoecdysteroids (ecdysterone, turkesterone and ñyasterone) to rats subjected to prolonged immobilization stress significantly decreased involution of the thymus and spleen, contributed to normalization of increased mass of adrenal glands, and restored their content of ascorbic acid and cholesterol. In the liver of stressed animals, phytoecdysteroids prevented sharp decrease in the glycogen concentration, showed a clear trend toward normalization of the ratio of lactic and pyruvic acids, maintained homeostasis of macroergic phosphorus compounds, and increased the activity of antioxidant enzymes that inhibit lipid peroxidation...
2014: Eksperimental'naia i Klinicheskaia Farmakologiia
I Kubo, Y Asaka, M J Stout, T Nakatsu
A novel phytoecdysteroid, vitexirone, has been isolated from a MeOH extract of the root bark of the East African medicinal plantVitex fisherii by recycling high-performance liquid chromatography on a semipreparative scale. In addition, three known phytoecdysteroids, 20-hydroxyecdysone, ajugasterone C, and turkesterone, also were isolated. The structure of vitexirone has been established spectroscopically. The position and stereochemistry of the 11-α-hydroxy group of ajugasterone C and vitexirone were confirmed by the(1)H-(1)H homonuclear COSY NMR data...
August 1990: Journal of Chemical Ecology
V N Syrov, N Kh Iuldasheva, F R Égamova, G I Ismailova, N D Abdullaev, Z A Khushbaktova
A series of phytoecodysteroids, including alpha-ecdysone, 2-deoxy-alpha-ecdysone, and 2-deoxyecdysterone isolated from Silene praemixta, integristerone A and ecdysterone isolated from Rhaponticum carthamoides and 22-acetylcyasterone and turkesterone isolated from Ajuga turkestanica, exhibit a pronounced hypoglycemic effect in experiments on intact male rats. The most active compounds--ecdysteron and turkesterone--also produce an expressed hypoglycemic effect in animals with model hyperglycemia induced by the administration of glucose, adrenalin and alloxan...
2012: Eksperimental'naia i Klinicheskaia Farmakologiia
V N Syrov, G A Shakhmurova, Z A Khushbaktova
Influence of phytoecdysteroids (isolated from Ajuga turkestanica) and bemithyl on the duration of swimming of laboratory animals (mice, rats) under various experimental conditions was studied. Turkesteron and cyasteron increased duration of dynamic work carried out by animals, decreased fatigue, and accelerated recovery processes to a greater extent that did bemithyl. The positive influence of phytoecdysteroids on the working capacity is based on the activation of metabolic processes in skeletal muscles, directed to support the homeostasis of energy production...
September 2008: Eksperimental'naia i Klinicheskaia Farmakologiia
Milos Budesínský, Karel Vokác, Juraj Harmatha, Josef Cvacka
Seventeen additional minor ecdysteroid compounds were isolated and identified from the roots of Leuzea carthamoides (Wild.) DC. Eight of them are new phytoecdysteroids: carthamoleusterone (13) is a new side-chain cyclo-ether with five-membered ring; 14-epi-ponasterone A 22-glucoside (12) is a rare and unusual natural 14 beta-OH epimer; 15-hydroxyponasterone A (11) is also new and rare with its C-15 substituted position, as well as 22-deoxy-28-hydroxymakisterone C (18) possessing secondary hydroxyl in position C-28 and 26-hydroxymakisterone C (20) with hydroxy groups in positions 25 and 26...
May 2008: Steroids
Laurence Dinan, Pauline Bourne, Pensri Whiting, Ada Tsitsekli, Ziyadilla Saatov, Tarlochan S Dhadialla, Robert E Hormann, René Lafont, Josep Coll
Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group. It is an analogue of the insect steroid hormone 20-hydroxyecdysone. Previous ecdysteroid QSAR and molecular modelling studies predicted that the cavity of the ligand binding domain of the ecdysteroid receptor would possess space in the vicinity of C-11/C-12 of the ecdysteroid. We report the regioselective synthesis of a series of turkesterone 11alpha-acyl derivatives in order to explore this possibility. The structures of the analogues have been unambiguously determined by spectroscopic means (NMR and low-resolution mass spectrometry)...
2003: Journal of Insect Science
Pauline C Bourne, Pensri Whiting, Tarlochan S Dhadialla, Robert E Hormann, Jean-Pierre Girault, Juraj Harmatha, René Lafont, Laurence Dinan
Three ecdysteroid 7,9(11)-dien-7-ones (dacryhainansterone, 25-hydroxydacryhainansterone and kaladasterone) were prepared by dehydration of the corresponding 11a-hydroxy ecdysteroids (ajugasterone C, turkesterone and muristerone A, respectively). The biological activities of the dienones in the Drosophila melanogaster B(II) cell bioassay, which reflect the affinity for the ecdysteroid receptor complex, showed that the dienones retain high biological activity. Irradiation at 350 nm of the ecdysteroid dienones (100 nM) with bacterially-expressed dipteran and lepidopteran ecdysteroid receptor proteins (DmEcR/DmUSP or CfEcR/CfUSP), followed by loading with [(3)H]ponasterone A revealed that irradiation of dacryhainansterone or kaladasterone resulted in blocking of >70% of the specific binding sites...
2002: Journal of Insect Science
Apichart Suksamrarn, Saowanee Kumpun, Boon-Ek Yingyongnarongkul
Two new ecdysteroids, 24-epi-pinnatasterone (1) and scabrasterone (2), together with 11 known ecdysteroids, calonysterone, pterosterone, 24-epi-makisterone A, 20-hydroxyecdysone (3), polypodine B, ajugasterone C, pinnatasterone (4), 11alpha-hydroxyecdysone, 24-epi-abutasterone, 20,26-dihydroxyecdysone, and turkesterone (5), were isolated from the stem bark of Vitex scabra. This plant species contained a very high concentration (1.8%) of 3 and thus provided a good source of this parent ecdysteroid and related rare ecdysteroids...
November 2002: Journal of Natural Products
V N Syrov, Z A Khushbaktova
Phytoecdysteroids ecdysteron and turkesteron isolated from Ajuga turkestanica (Rgl.) Brig. decrease the manifestations of uremic intoxication in rats with experimental renal pathology induced by a nephrotoxic mixture (containing uranyl acetate and glycerol). Injected in a dose of 5 mg/kg, the drugs restore glomerular filtration level, favor the disappearance of the albuminuria and normalize urinary sediments. The nephroprotector effect of the phytoecdysteroids studied resembles the action of a steroidal anabolic drug nerobol...
July 2001: Eksperimental'naia i Klinicheskaia Farmakologiia
T C dos Santos, F Delle Monache, S G Leitão
A new ecdysteroid, 26-hydroxypinnatasterone (1), together with 20-hydroxyecdysone, was isolated from the stem barks of Vitex cymosa. 20-Hydroxyecdysone, ajugasterone C, ajugasterone C monoacetonide and turkesterone were isolated from the branches of V. polygama. The structure of 1 was determined by spectroscopic methods.
March 2001: Fitoterapia
D K Najmutdinova, Z Saatov
Disorders of lung local defensive mechanisms were noted in rats with alloxane-induced diabetes mellitus, which showed itself as neutrophilic infiltration and decrease of macrophagal bactericidal action in the lungs. All this contributed to the development and chronization of bronchopulmonary inflammatory diseases. Use of maninil caused further inhibition of cellular and humoral lung immunity indices. Addition of 11,20-dihydroxyecdysone (turkesterone) to the therapy resulted in positive changes in the lung defense mechanisms...
1999: Archives of Insect Biochemistry and Physiology
V N Syrov, S S Nasyrova, Z A Khushbaktova
Phytoecdysteroids alpha-ecdysone, 2-desoxyecdysterone, ecdysterone, sileneoside A, and turkesterone isolated from Rhaponticum carthamoides (Willd.) IIjin, Silene brahuica Boiss and Ajuga turkestanica (Rgl.) Repeated administration of brig increased the content of erythrocytes and hemoglobin in the blood of intact rats. The most active of them--ecdysterone, sileneoside A, and, particularly turkesterone, cause also a marked effect on red blood regeneration in hemotoxic phenylhydrazine anemia. In its capacity for simulating erythropoiesis turkesterone resembles the well-known steroidal anabolic drug nerobol...
May 1997: Eksperimental'naia i Klinicheskaia Farmakologiia
V N Syrov
In experiments with white mice it has been established that phytoecdisteroides turkesteron, ecdisteron and 2-desoxy-alpha-ecdison in the dose of 5 mg on 1 kg of body mass stimulate the protein synthesis. Using the model of protein synthesis from mice liver it has been shown that the action of phytoecdisteroides is connected with the rise of poliribosome functional activity and rate increase of protein macromolecules formation. Preliminary administration of actinomycin D does not prevent the effect of protein synthesis stimulation...
1984: Nauchnye Doklady Vyssheĭ Shkoly. Biologicheskie Nauki
M A Tashmukhamedova, K T Almatov, V N Syrov, M B Sultanov, A A Abidov
Administration of phytoecdisteroides ecdisterone and turkesterone in the dose of 5 mg/kg and anabolic steroid preparation nerobol in the dose 10 mg/kg in rats with experimental diabetes removes the activation of respiration under all metabolic conditions of rats liver mitochondria revealing at given pathology. The normalized effect of phytoecdisteroides on the cells energetic processes is observed on the 7th day of the administration. The same effect of nerobol is revealed at more prolonged (15 days) administration...
1985: Nauchnye Doklady Vyssheĭ Shkoly. Biologicheskie Nauki
M A Tashmukhamedova, K T Almatov, Z A Khushbaktova, V N Syrov
After administration of phytoecdisteroids (ecdisterone, turkesterone) at a dose of 5 mg/kg and the anabolic steroid preparation nerobol at a dose of 10 mg/kg into rats with experimental hepatitis caused by CCl4 poisoning, positive alterations were found in activity of the polyenzymatic systems in membranes of liver mitochondria simultaneously with an increase in their stability and resistance to the effect of exogenous factors producing the mitochondria degradation (controlled heating, treatment with phospholipase A2 or trypsin)...
January 1986: Voprosy Medit︠s︡inskoĭ Khimii
M A Tashmukhamedova, K T Almatov, V N Syrov, M B Sultanov, A A Abidov
Oxidative phosphorylation and Ca2+-transport functions of liver mitochondria were normalized in rats with alloxane diabetes after peroral administration of phytoecdisteroids - ecdisterone and turkesterone (5 mg/kg) or nerobol (10 mg/kg) within 15 days. These drugs normalized the activity of NADH dehydrogenase and succinate dehydrogenase in respiratory chain of mitochondria, increased distinctly stability of the enzymes to the effect of such factors as heating, effect of phospholipase A2 or trypsin.
September 1986: Voprosy Medit︠s︡inskoĭ Khimii
D A Guo, Z C Lou, C Y Gao, L Qiao, J R Peng
Three phytoecdysteroids I, II and III were isolated from the root of Rhaponticum uniflorum (L.) DC. and their structures were elucidated by chemical and spectroscopic methods (UV, IR, EI-MS, FAB-MS, 1HNMR, 13CNMR, 1H-1H COSY, 1H-1H NOESY, 1H-13CCOSY and CD). Compound II is new and named rhapontisterone, its structure was confirmed as (20R, 22R, 24S)-2 beta, 3 beta, 11 alpha, 14 alpha, 20, 22, 24-heptahydroxy-5 beta cholest-7-en-6-one. The other two, I and III, were identified as ecdysterone and turkesterone, respectively, both are known compounds, but turkesterone was isolated for the first time from the title plant...
1991: Yao Xue Xue Bao, Acta Pharmaceutica Sinica
V N Syrov, Z A Khushbaktova, A N Nabiev
The phytoecdisteroids ecdisterone, turkesterone and cyasterone were administered in a dose of 5 mg/kg per os to rats with hepatitis induced by subcutaneous injections of CCl4. Similarly to the anabolic drug nerobol (10 mg/kg), the above agents not only interfere with the manifestation of the hepatic action of CCl4 (in this case the effect of the phytoecdisteroids is more remarkable) but also favour a more rapid normalization, as compared to the control, of functional and metabolic disorders in the liver. The phytoecdisteroids and nerobol noticeably stimulate the recovery of bile secretion, the synthesis of bilirubin and bile acids, cholesterol excretion...
May 1992: Eksperimental'naia i Klinicheskaia Farmakologiia
V N Syrov, M A Tashmukhamedova, Z A Khushbaktova, D T Mirtalipov, A U Mamatkhanov
Phytoecdysteroids: ecdysterone and turkesterone, introduced orally to male rats with the body mass 180-120 g in a dose of 5 mg/l kg of mass and nerobol in a dose of 10 mg per 1 kg of the mass for 15 days against a background of the developed alloxan diabetes cause a considerable decrease in the content of free fatty acids of the blood serum, sharply increased after the subcutaneous injection of alloxan to the animals (150 mg per 1 kg of the mass). The content of glycogen, malonic dialdehyde, pyruvic acid and calcium transporting function of the liver mitochondria are also normalized...
July 1992: Ukrainskiĭ Biokhimicheskiĭ Zhurnal
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