Schneider, Martin R. and Schönenberger, Helmut and Michel, Ralf T. and Fortmeyer, Hans P. (1982) Syntheses and evaluation of the potentially estrophilic cytostatics. 2,3-Epoxy-3,4-bis(4'-acetoxyphenyl)-4-hexene and 2,3,4,5-bisepoxy-3,4-bis(4'-acetoxyphenyl)hexane. Archiv der Pharmazie 315 (6), pp. 515-519.
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Acetylating (E,E)-[4-ROC6H4C(:CHMe)]2 [(E,E)-I, R = H] gave (E,E)-I (R = Ac), epoxidn. of which with 3-ClC6H4C(O)OOH gave 66% epoxide II, further epoxidn. of which gave diepoxide III. (E,E)-I (R = Ac), II, and III competitively inhibit the interaction of estradiol-t with its receptor, (E,E)-I (R = Ac) > II > III, and the growth of a human mammary carcinoma transplanted in thymus aplastia mice.
|Additional information (public):||CAN 97:92045 27-2 Heterocyclic Compounds (One Hetero Atom) 50-28-2 Role: PRP (Properties) (interaction of, with receptor, (acetoxyphenyl)hexadiene, -epoxyhexene, and -diepoxyhexane as inhibitors of); 82699-02-3P; 82731-11-1P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and mammary carcinoma inhibitory activity of); 24705-61-1P; 82699-01-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn., epoxidn., and mammary carcinoma inhibitory activity of); 13029-44-2 Role: RCT (Reactant), RACT (Reactant or reagent) (O-acetylation of)|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Neoplasm inhibitors ((acetoxyphenyl)hexadiene, -epoxyhexene, and -diepoxyhexene, for human mammary carcinoma) epoxidn hexadiene epoxyhexene mammary carcinoma inhibitor diepoxyhexane mammary carcinoma inhibitor mammary carcinoma inhibitor epoxide tritiated estradiol receptor inhibition epoxide|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||12 Nov 2010 09:16|
|Last Modified:||12 Nov 2010 09:16|