Abstract
A series of new pyrimido[4,5-b]indole ribonucleosides bearing phenyl or hetaryl group at position 4 has been prepared by selective Pd-catalyzed cross-coupling reactions of the corresponding protected 4,6-dichloropyrimido[4, 5-b]indole ribonucleoside with (het)arylboronic acids or stannanes followed by deprotection. Further cross-couplings under harsher conditions and employing X-Phos ligand proceeded at the position 6 leading to 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides. Some of these compounds displayed antiviral activity against Dengue virus.
Original language | English (US) |
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Pages (from-to) | 6123-6133 |
Number of pages | 11 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 20 |
Issue number | 20 |
DOIs | |
State | Published - Oct 15 2012 |
Keywords
- Anti-dengue virus activity
- Nucleosides
- Pyrimido[4,5-b]indoles
- Suzuki and Stille cross-coupling
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry