Ethyl 3-(2'-deoxyuridin-5-yl)-3-hydroxy-2-iodopropanoate, a nucleoside analogue.
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Biomedical subjects
Publications and source records attributed to S K Mazumdar.
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C7H8ClN3S, Mr = 201.67, monoclinic, P21/c, a = 6.914 (5), b = 4.304 (4), c = 30.306 (3) A, beta = 94.66 (3) degrees, V = 899.0 (1) A3, Z = 4, Dm = 1.54, Dx = 1.490 Mg m-3, lambda (Cu K alpha) = 1.5418 A, mu = 5.54 mm-1, F(000) = 416, T = 298 K, final R = 0.048 for 1219 observed reflections. The S and terminal hydrazinic N atoms are in a trans conformation. As a result of the sigma-electron-withdrawing effect of the Cl atom at the meta position in the phenyl ring with respect to the thiosemicarbazide chain, the net negative charge on the terminal N atom decreases compared to the p-chloro and p-methoxy derivatives. The antibacterial activity of the compound is also lowered.
C8H9N3OS, monoclinic, C2/c, a = 14.206 (3), b = 14.244 (4), c = 10.457 (4) A, beta = 116.18(2) degrees, V = 1898.9 (8) A3, Z = 8, Dm = 1.387, D chi = 1.366 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 2.90 cm-1, F(000) = 816.0, T = 298 K, final R = 0.0429 for 1322 observed reflections. The S and hydrazinic N atoms lie trans. The lowering of antibacterial activity compared to that of 4-phenylthiosemicarbazide may be correlated with the decrease in negative charge on the hydrazinic N atom. The crystal structure is stabilized by hydrogen bonding, stacking interactions and van der Waals forces.
Administration of ochratoxin A to pregnant rats from 6 to 12 days of gestation period, resulted in complete resorption of fetuses. On histological examination luteal degeneration was observed along with reduction in the weight of corpus luteum (mg/100 mg ovarian tissue) and pituitary gland. The enzyme delta 5-3 beta-hydroxy steroid dehydrogenase (delta 5-3 beta-OHD) and glucose-6-phosphate dehydrogenase were demonstrated histochemically in the ovary of pregnant rats. The activities of the enzymes were suppressed significantly in ochratoxin A treated rats. The same treatment also resulted in an accumulation of cholesterol and ascorbic acid in the ovary. Based on these results, it is suggested that resorption of fetuses in ochratoxin A treated rats may be related with a diminution in ovarian steroidogenesis possibly due to reduction in pituitary gonadotrophin secretion.
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The present experimental design was set up to examine the effect of Ochratoxin A on the onset of reproductive maturity and the ovarian steroidogenic capacity by means of histochemical studies. Ochratoxin A treatment causes a remarkable delay in sexual maturation as evidenced by the age at vaginal opening and appearance of first estrus (cornifid smear). The same treatment also results in a significant diminution of the delta 5-3 beta-hydroxysteroid dehydrogenase and glucose-6-phosphate dehydrogenase activity along with a reduction in the weight of ovary, uterus, and pituitary. On the basis of above data it is assumed that the probable cause of delayed maturation in Ochratoxin A treated rat is due to the suppressed ovarian steroidogenesis.
The enzymes delta 5-3 beta-hydroxy steroid dehydrogenase and glucose-6-phosphate dehydrogenase were demonstrated histochemically in the adrenal cortex of female rats. The activities of these enzymes were increased significantly in ochratoxin A treated rats along with an increase in the weight and reduction in cholesterol and ascorbic acid content of the gland. The observations suggest that after treatment with ochratoxin A, adrenal steroidogenesis was stimulated.
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