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Lack of antifertility properties of novel halogenated glycolytic inhibitors and the urinary excretion and metabolism of 1,6-dichloro-1,6-dideoxy-D-fructofuranose in the male rat
- Source :
- International Journal of Andrology. 25:168-174
- Publication Year :
- 2002
- Publisher :
- Wiley, 2002.
-
Abstract
- The antifertility action of (R,S)-alpha-chlorohydrin administered orally to male rats was compared with that of several novel chlorinated compounds known to inhibit glycolysis and the kinematics of rat sperm in vitro. Oral gavage of 1,6-dichloro-1,6-dideoxy-D-fructofuranose (dichlorodideoxyfructose, DCF), 1-chloro-3-hydroxypropanone, its dimethylketal and bromopyruvate did not reduce the fertility of male rats below that of controls at the equivalent antifertility dose of (R,S)-alpha-chlorohydrin (5 mg/kg/day) or higher. As anticipated for a compound cleaved to products of (S)-chirality even high doses of DCF (200 mg/kg) showed no effect on renal function. 36Cl-Labelled DCF administered orally to male rats was eliminated only slowly in the urine (16% of the ingested dose excreted in 96 h). In the first 8 h, approximately 50% of DCF was excreted unchanged, 30% was excreted as 3-chlorolactate (BCLA), the oxidation product 3-chlorolactaldehyde and 25% as Cl-. By 24 h little DCF remained and the major metabolite (70%) was BCLA and 20% Cl-. The high rate of dechlorination is most likely responsible for the low antifertility action of DCF.
- Subjects :
- Male
medicine.medical_specialty
Urology
Endocrinology, Diabetes and Metabolism
Metabolite
alpha-Chlorohydrin
Male contraceptive
Fructose
Urine
Biology
Methylation
Acetone
Excretion
chemistry.chemical_compound
Internal medicine
Deoxy Sugars
medicine
Animals
Rats, Wistar
Pyruvates
Contraceptive Agents, Male
Alpha-Chlorohydrin
Metabolism
Sperm
Rats
Fertility
Kidney Tubules
Endocrinology
Reproductive Medicine
chemistry
Subjects
Details
- ISSN :
- 13652605 and 01056263
- Volume :
- 25
- Database :
- OpenAIRE
- Journal :
- International Journal of Andrology
- Accession number :
- edsair.doi.dedup.....08a7b62613024bcae1bdaf352a85bb46