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| Item type: | Article | ||||
|---|---|---|---|---|---|
| Journal or Publication Title: | Journal of medicinal chemistry | ||||
| Publisher: | American Chemical Society | ||||
| Volume: | 31 | ||||
| Number of Issue or Book Chapter: | 1 | ||||
| Page Range: | pp. 72-83 | ||||
| Date: | 1988 | ||||
| Additional Information (public): | CAN 108:31414 1-6 Pharmacology 123-11-5 (4-Methoxybenzaldehyde) Role: RCT (Reactant), RACT (Reactant or reagent) (conversion to di-Me acetal); 83363-98-8P; 111086-47-6P; 111086-49-8P; 111086-51-2P; 111086-53-4P; 111086-56-7P; 111086-59-0P; 111086-60-3P; 111086-62-5P; 111112-51-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and demethylation of); 111086-71-6P; 111086-72-7P; 111086-73-8P; 111086-74-9P; 111086-75-0P; 111086-76-1P; 111086-77-2P; 111086-78-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 7440-06-4DP (Platinum); 105855-88-7P; 105856-12-0P; 105856-14-2P; 105856-16-4P; 105856-18-6P; 105856-20-0P; 105856-21-1P; 105856-23-3P; 105928-12-9P; 105928-14-1P; 111112-53-9P; 111112-54-0P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and mammary carcinoma-inhibiting and estrogen receptor-binding activity of); 2186-92-7P (4-Methoxybenzaldehyde dimethyl acetal) Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and metalation and reaction with benzenesulfonyl chloride or bromine or iodine); 86111-47-9P (2,6-Dichloro-4-methoxybenzyl alcohol) Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and oxidn. of); 331-64-6P; 19447-00-8P; 43192-31-0P; 52289-54-0P; 54439-75-7P; 82772-93-8P; 105469-13-4P; 106312-36-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction with bis(hydroxyphenyl)ethylenediamine); 111086-48-7P; 111086-50-1P; 111086-52-3P; 111086-54-5P; 111086-55-6P; 111086-57-8P; 111086-58-9P; 111086-61-4P; 111086-63-6P; 111112-21-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction with dipotassium tetrachloroplatinate); 400-72-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction with formylpiperidine); 27060-75-9P (4-Bromo-3-methylanisole) Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction with magnesium and DMF); 111086-64-7P; 111086-65-8P; 111086-66-9P; 111086-67-0P; 111086-68-1P; 111086-69-2P; 111086-70-5P; 111112-52-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and rearrangement reaction of); 58519-80-5 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with anisic aldehydes); 30525-89-4 (Paraformaldehyde) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with dichloroanisole); 98-09-9 (Benzenesulfonyl chloride); 7553-56-2 (Iodine); 7726-95-6 (Bromine) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with methoxybenzaldehyde di-Me acetal); 33719-74-3 (3,5-Dichloroanisole) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with paraformaldehyde); 111086-79-4 Role: RCT (Reactant), RACT (Reactant or reagent) (stereoisomerization of); 100-84-5; 454-90-0; 456-49-5; 874-63-5 Role: BIOL (Biological study) (transformation to magnesium bromide and reaction with DMF) | ||||
| Institutions: | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger | ||||
| Identification Number: |
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| Keywords: | Neoplasm inhibitors ([bis(hydroxyphenyl)ethylenediamine]dichloroplatinum complexes, prepn. and cytotoxicity and estrogen receptor-binding activity of) Receptors Role: BIOL (Biological study) (for estrogen, [bis(hydroxyphenyl)ethylenediamine]dichloroplatinum complexes binding to) Mammary gland (neoplasm, carcinoma, estrogen-dependent, [bis(hydroxyphenyl)ethylenediamine]dichloroplatinum complexes inhibition of and estrogen receptor-binding in) hydroxyphenylethylenediamine platinum complex prepn cytotoxicity antitumor hydroxyphenylethylenediamine platinum complex estrogen receptor hydroxyphenylethylenediamine platinum complex | ||||
| Dewey Decimal Classification: | 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | Yes | ||||
| Item ID: | 17668 |
Abstract
[1,2-Bis(4-hydroxyphenyl)ethylenediamine]dichloroplatinum(II) complexes with one substituent in the 2-position (Me, CF3, F, Cl, Br, I: meso- and dl-1-PtCl2, meso-(3-5)-PtCl2, meso-(7 and 8)-PtCl2) or 2 substituents in the 2,6-positions (Me, Cl: meso-2-PtCl2, meso- and dl-6-PtCl2) in both benzene rings were synthesized and tested for estrogenic and cytotoxic activities. Two complexes possessed ...
Abstract
[1,2-Bis(4-hydroxyphenyl)ethylenediamine]dichloroplatinum(II) complexes with one substituent in the 2-position (Me, CF3, F, Cl, Br, I: meso- and dl-1-PtCl2, meso-(3-5)-PtCl2, meso-(7 and 8)-PtCl2) or 2 substituents in the 2,6-positions (Me, Cl: meso-2-PtCl2, meso- and dl-6-PtCl2) in both benzene rings were synthesized and tested for estrogenic and cytotoxic activities. Two complexes possessed both effects. In comparative tests on estrogen receptor-pos. and -neg. mammary tumors in cell culture (MCF7, ER+ and MDA-MB 231, ER-) and in animals (MXT, ER+ and MXT, ER-, mouse), meso-6-PtCl2 shows a selective effect on the estrogen receptor-pos. mammary carcinoma. A further increase of efficacy was achieved with the water-sol. (sulfato)platinum(II) deriv. (meso-6-PtSO4). On the DMBA-induced, hormone-dependent mammary carcinoma of the SD rat, meso-6-PtSO4 was more active than its ligand (meso-6) and cisplatin.
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