AQUA[1-(2,6-DICHLORO-4-HYDROXYPHENYL)-2-PHENYLETHYLENEDIAMINE](SULFATO)PLATINUM-(II) COMPLEXES WITH VARIABLE SUBSTITUENTS IN THE 2-PHENYL RING .1. SYNTHESIS AND ANTITUMOR AND ESTROGENIC PROPERTIES

Erythro- and threo-configurated aqua[l-(2,6-dichloro-4-hydroxyphenyl)-2-phenylethylenediamine](sulfato)platinum(II) complexes with variable substituents in the 2-phenyl ring (2-PtSO4 to 9-PtSO4: H, 4-F, 3-OH, 4-OH, 2,6-F2, 2,6-Cl2, 2-F/4-OH, 2-C1/4-OH) were synthesized and tested for estrogenic and antitumor activities. The ligands were obtained by a three-step reaction. The stilbenes were reacted with a mixture of IN3 and NaN3 to yield the respective l,2-diazido-l,2-diphenylethanes. The subsequent reduction with LiAlH4 led to the corresponding 1,2-diphenyl-ethylenediamines. The (sulfato)platinum(II) complexes were synthesized by reaction of Ag2SO4 with the diiodo complexes, which had been obtained by coordination of the diamines with K2PtI4. Two complexes, erythro-8-PtSO4 and erythro-9-PtSO4, possess antitumor and estrogenic effects and are therefore of interest for the therapy of breast cancer. © 1990, American Chemical Society. All rights reserved.