Abstract
A series of 30 RCO-HfR-NH2 derivatives show preference for the mouse MC1R vs MC3-5Rs. trans-4-HOC6H4CH{double bond, long}CHCO-HfR-NH2 (13) [EC50 (nM): MC1R 83, MC3R 20500, MC4R 18130 and MC5R 935; ratio 1:246:217:11] is 11 times more potent than the lead compound LK-394 Ph(CH2)3CO-HfR-NH2 (2) and only 11 times less potent than the native tridecapeptide α-MSH at mMC1R. Differences in conformations of 2 and 13 are discussed.
Original language | English (US) |
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Pages (from-to) | 5176-5181 |
Number of pages | 6 |
Journal | Bioorganic and Medicinal Chemistry Letters |
Volume | 19 |
Issue number | 17 |
DOIs | |
State | Published - Sep 1 2009 |
Keywords
- Conformational analysis
- Melanocortin agonists
- Melanocortin receptors
- Molecular modeling
- N-capping
- Peptidomimetics