Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes. Export

@article{citeulike:3788269, abstract = {A series of leaving group derivatives of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes were synthesized and tested for cytotoxicity. The enantiomeric purity was determined by 1H NMR spectroscopy on the final diamines after derivation with (1R)-myrtenal. For coordination to platinum, the diamines were reacted with K2PtI4. The treatment of diiodoplatinum(II) complexes (4F-Ph/iProp-PtI2) with Ag2SO4 resulted in the sulfatoplatinum(II) complexes (4F-Ph/iProp-PtSO4), which can be easily transformed to dichloroplatinum(II) complexes (4F-Ph/iProp-PtCl2) with 2 n HCl. The importance of the leaving groups and the configuration at the diamine ligand on the antiproliferative effects was evaluated on the hormone-dependent MCF-7 and the hormone-independent MDA-MB 231 breast cancer cell lines as well as the LNCaP/FGC prostate cancer cell line. (R,R)-4F-Ph/iProp-PtCl2 was identified as the most active platinum(II) complex. The 3-methyl group increased antiproliferative effects relative to the [1,2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes described in an earlier study.}, author = {Dullin, A. and Dufrasne, F. and Gelbcke, M. and Gust, R.}, citeulike-article-id = {3788269}, citeulike-linkout-0 = {http://dx.doi.org/10.1002/cmdc.200600032}, citeulike-linkout-1 = {http://view.ncbi.nlm.nih.gov/pubmed/16892405}, citeulike-linkout-2 = {http://www.hubmed.org/display.cgi?uids=16892405}, doi = {10.1002/cmdc.200600032}, issn = {1860-7179}, journal = {ChemMedChem}, keywords = {myrtenal}, month = {June}, number = {6}, pages = {644--653}, posted-at = {2008-12-15 00:43:21}, priority = {2}, title = {Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes.}, url = {http://dx.doi.org/10.1002/cmdc.200600032}, volume = {1}, year = {2006} }

TY - JOUR ID - citeulike:3788269 L3 - citeulike-article-id:3788269 N2 - A series of leaving group derivatives of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes were synthesized and tested for cytotoxicity. The enantiomeric purity was determined by 1H NMR spectroscopy on the final diamines after derivation with (1R)-myrtenal. For coordination to platinum, the diamines were reacted with K2PtI4. The treatment of diiodoplatinum(II) complexes (4F-Ph/iProp-PtI2) with Ag2SO4 resulted in the sulfatoplatinum(II) complexes (4F-Ph/iProp-PtSO4), which can be easily transformed to dichloroplatinum(II) complexes (4F-Ph/iProp-PtCl2) with 2 n HCl. The importance of the leaving groups and the configuration at the diamine ligand on the antiproliferative effects was evaluated on the hormone-dependent MCF-7 and the hormone-independent MDA-MB 231 breast cancer cell lines as well as the LNCaP/FGC prostate cancer cell line. (R,R)-4F-Ph/iProp-PtCl2 was identified as the most active platinum(II) complex. The 3-methyl group increased antiproliferative effects relative to the [1,2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes described in an earlier study. IS - 6 JF - ChemMedChem SN - 1860-7179 EP - 653 TI - Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes. VL - 1 SP - 644 KW - myrtenal AU - Dullin, A AU - Dufrasne, F AU - Gelbcke, M AU - Gust, R PY - 2006/06// UR - http://dx.doi.org/10.1002/cmdc.200600032 ER -