Photochemical synthesis of N-arylbenzophenanthridine selective estrogen receptor modulators (SERMs)

Journal of Medicinal Chemistry

Volumn 44, Issue 17, 2001, Pages 2857-2860

  Grese, T A ^a   Adrian, M D ^a   Phillips, D L ^a   Shetler, P K ^a   Short, L L ^a   Glasebrook, A L ^a   Bryant, H U ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,8 DIHYDROXY 5 [4 [2 (1 PIPERIDINYL)ETHOXY]PHENYL] 6H BENZO[C]PHENANTHRIDINE; ANTIESTROGEN; BENZOPHENANTHRIDINE DERIVATIVE; CHOLESTEROL; ESTRADIOL; ESTROGEN RECEPTOR; SELECTIVE ESTROGEN RECEPTOR MODULATOR; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CELL STRAIN MCF 7; CHIRALITY; CHOLESTEROL BLOOD LEVEL; CONTROLLED STUDY; CYCLIZATION; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; FEMALE; HUMAN; HUMAN CELL; NONHUMAN; OVARIECTOMY; PHOTOCHEMISTRY; RAT; RECEPTOR AFFINITY;

ANIMALS; ANTINEOPLASTIC AGENTS; BINDING, COMPETITIVE; CYCLIZATION; ESTROGEN ANTAGONISTS; HUMANS; PHENANTHRIDINES; PHOTOCHEMISTRY; RADIOLIGAND ASSAY; RATS; RECEPTORS, ESTROGEN; TUMOR CELLS, CULTURED;

EID: 0035899196     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0101601     Document Type: Article

References (17)

1. The medicinal chemistry of nonsteroidal antiestrogens
2. Selective estrogen receptor modulators (SERMs)
3. Synthesis and pharmacology of conformationally restricted raloxifene analogues: Highly potent selective estrogen receptor modulators
4. Molecular determinants of selectivity in estrogen receptor modulators
5. A formal new access to benzo[c]phenanthridine alkaloids, synthesis of nitidine and O-methyl fagaronine analogues
6. A new approach to the synthesis of antitumor benzophenanthridine alkaloids. Formal synthesis of nitidine
7. Applications of enamide chemistry to the synthesis of heterocyclic compounds
8. Enamide photocyclization and its application to the synthesis of heterocycles
9. Synthesis of dihydro-derivatives of the benzo[c]phenanthridine alkaloids avicine and nitidine by enamide photocyclisation
10. Photochemistry of carboxylic acid derivatives
11. Multiple binding sites for the anti-estrogen raloxifene (LY156758)
12. Antiestrogenic effects of LY117018 in MCF-7 cells
13. Characterization and quantitation of antiestrogen binding sites in estrogen receptor-positive and -negative human breast cancer cell lines
14. Differential growth and invasiveness of MCF-7 breast cancer cells by antiestrogens
15. The estradiol pharmacophore: Ligand structure-estrogen receptor binding affinity relationships and a model for the receptor binding site
16. Structure-activity relationships of selective estrogen receptor modulators: Modifications to the 2-arylbenzothiophene core of raloxifene
17. Discovery and synthesis of [6-hydroxy-3-[4-[2-(1-piperidinyl)ethoxy]phenoxy]-2-(4-hydroxyphenyl)] benzo[b]thiophene: A novel, highly potent, selective estrogen receptor modulator