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3 results on '"Cyclophosphamide chemical synthesis"'

1. Isolation and identification of a stabilized derivative of aldophosphamide, a major metabolite of cyclophosphamide.

Author

Struck RF

Subjects
Aldehydes isolation & purification, Chemical Phenomena, Chemistry, Chloroform, Chromatography, Thin Layer, Cyclophosphamide analogs & derivatives, Cyclophosphamide chemical synthesis, Ethanol, Infrared Rays, Magnetic Resonance Spectroscopy, Methanol, Organophosphorus Compounds isolation & purification, Oxygenases metabolism, Phosphoramide Mustards, Cyclophosphamide metabolism, Nitrogen Mustard Compounds isolation & purification
Published
1974

3. The metabolism and antitumour activity of the enantiomers of cis- and trans-4-methylcyclophosphamide.

Author

Farmer PB, Jarman M, Facchinetti T, Pankiewicz K, and Stec WJ

Subjects
Animals, Chromatography, Gas, Cyclophosphamide chemical synthesis, Cyclophosphamide metabolism, Cyclophosphamide pharmacology, Female, In Vitro Techniques, Mass Spectrometry, Mice, Mice, Inbred BALB C, Microsomes, Liver metabolism, Neoplasms, Experimental drug therapy, Plasmacytoma drug therapy, Rats, Stereoisomerism, Antineoplastic Agents, Cyclophosphamide analogs & derivatives
Abstract

4-Methylcyclophosphamide, an analogue of the antitumour agent cyclophosphamide, exists in cis and trans forms, each of which comprises a pair of optical isomers. The extents of metabolism by rat liver microsomes during 20 min were compared for the four steroisomers incubated separately, and for the racemic cis and trans-derivatives in admixture, using mass spectrometry and gas chromatography respectively. In comparative antitumour tests against the ADJ/PC6 plasma cell tumour in mice, the racemic cis and trans forms of 4- and 6-methylcyclophosphamide had similar therapeutic indices. The four stereoisomers of 4-methylcyclophosphamide exhibited an approx. two-fold range in therapeutic index so that there was no marked effect on either metabolism or antitumour activity occasioned by change of configuration either at C-4 or at phosphorus.

Published
1977
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