STEREOISOMERIC DICHLORO[1-(HYDROXYPHENYL)-2-PHENYL-1,2-ETHANEDIAMINE]PLATINUM(II) COMPLEXES .1. SYNTHESIS

MULLER, R and GUST, R and KLEMENT, U and SCHONENBERGER, H (1991) STEREOISOMERIC DICHLORO[1-(HYDROXYPHENYL)-2-PHENYL-1,2-ETHANEDIAMINE]PLATINUM(II) COMPLEXES .1. SYNTHESIS. CHEMISCHE BERICHTE, 124 (11). pp. 2381-2389. ISSN 0009-2940,

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Abstract

Various erythro- and threo-configurated dichloro[1-(hydroxy-phenyl)-2-phenyl-1,2-ethanediamine]platinum(II) complexes were synthesized with the hydroxy group located in either the 2-, 3-, or 4-position of the phenyl ring (38-40). The diastereoisomeric 1-(3-hydroxyphenyl)-2-phenyl-1,2-ethanediamines (31, 32) and threo-1-(2-hydroxyphenyl)-2-phenyl-1,2-ethanediamines (30) were obtained by reduction of the 1,2-diazidoethanes and subsequent ether cleavage. The configuration of the threo-1,2-diazido-1-(2-methoxyphenyl)-2-phenylethane (5) was elucidated by X-ray analysis. The reduction of the erythro-1,2-diaryl-1,2-diazidoethanes, substituted with a methoxy group in ortho or para position, results in elimination reactions with formation of side products. The desired 1,2-diaryl-1,2-ethanediamines were finally synthesized via either an aziridine derivative 21 or by reduction of the respective dioximes 27, 28. The diamine ligands were converted into the corresponding dichloroplatinum(II) complexes 38-40.

Item Type: Article
Uncontrolled Keywords: TUMOR-INHIBITING PROPERTIES; OVARIAN-CANCER; CISPLATIN; SUBSTITUENTS; ANTITUMOR; THERAPY; RING; PLATINUM COMPLEXES; 1,2-ETHANEDIAMINES, 1,2-DIARYL-; ANTITUMOR ACTIVITY
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:46
URI: https://pred.uni-regensburg.de/id/eprint/54807

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