Golob, Thomas and Biberger, Christian and Walter, Georg and von Angerer, Erwin (2000) Antiestrogenic activities of 3,8-dihydroxy-6,11-dihydrobenzo[a]carbazoles with sulfur-containing side chains. ARCHIV DER PHARMAZIE, 333 (9). pp. 305-311. ISSN 0365-6233
Full text not available from this repository.Abstract
The objective of this study was to explore whether the conversion of the 2-phenylindole system into the tetracyclic benzo[a]carbazole changes the endocrine profile when the side chain structure was kept constant. Five different sulfur-containing side chains were linked to the nitrogen of the tetracycle. The biological evaluation revealed that the character of the indole derivatives remained unchanged after the conversion to the respective benzocarbzoles but the potency decreased by one order of magnitude. In vitro, all derivatives acted as pure antiestrogens without any agonist activity. They strongly inhibited the growth of estrogen-sensitive MCF-7 breast cancer cells with IC50-values in the nanomolar range. In the mouse uterine weight test, the derivatives with an aliphatic side chain were devoid of estrogenic activity and antagonized the effect of estradiol. The presence of an aromatic ring in the side chain gave rise to significant agonist activity in vivo independently of the carrier structure. All data revealed the equivalence of both carrier structures in respect to the endocrine profile but showed a decrease in potency upon the conversion of the 2-phenylindole system into the benzocarbazole structure.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TUMOR INHIBITING ACTIVITY; RECEPTOR BINDING AFFINITIES; 2-PHENYLINDOLES; RALOXIFENE; AGONIST; benzocarbazole; phenylindole; antiestrogen; antitumor activity; transfection assay |
| Subjects: | 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 23 Mar 2022 15:18 |
| Last Modified: | 23 Mar 2022 15:18 |
| URI: | https://pred.uni-regensburg.de/id/eprint/42216 |
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