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Synthetic approaches to indolo[6,7-a]pyrrolo[3,4-c]carbazoles: potent cyclin D1/CDK4 inhibitors.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2004 Apr 30; Vol. 69 (9), pp. 2967-75. - Publication Year :
- 2004
-
Abstract
- Synthesis of indolo[6,7-a]pyrrolo[3,4-c]carbazoles 1, a new class of cyclin D1/CDK4 inhibitors, by oxidation of the corresponding aryl indolylmaleimides 2, will be described. Two approaches to the synthesis of 2 were identified that required new methods for the synthesis of 7-substituted indole acetamides 3 and N-methyl (indol-7-yl)oxoacetates 6. The chemistry developed enabled introduction of functionality (-OR, NR(2)) at C(12) and N(13) facilitating structure-activity relationship (SAR) evaluation of this indolocarbazole platform.
- Subjects :
- Acetamides chemistry
Acetates chemistry
Cyclin-Dependent Kinase 4
Humans
Maleimides chemistry
Oxidants chemistry
Photochemistry
Structure-Activity Relationship
Antineoplastic Agents chemical synthesis
Carbazoles chemical synthesis
Cyclin D1 antagonists & inhibitors
Cyclin-Dependent Kinases antagonists & inhibitors
Enzyme Inhibitors chemical synthesis
Indoles chemistry
Proto-Oncogene Proteins
Pyrroles chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 0022-3263
- Volume :
- 69
- Issue :
- 9
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 15104433
- Full Text :
- https://doi.org/10.1021/jo035606v