Bioorganic and Medicinal Chemistry Letters p. 3744 - 3747 (2005)
Update date:2022-08-10
Topics:
Lee, David Y.W.
Karnati, Vishnu V.R.
He, Minsheng
Liu-Chen, Lee-Yuan
Kondaveti, Leelakrishna
Ma, Zhongze
Wang, Yulin
Chen, Yong
Beguin, Cecile
Carlezon Jr., William A.
Cohen, Bruce
Salvinorin A is the most potent naturally occurring opioid agonist yet discovered with high selectivity and affinity for κ-opioid receptor. To explore its structure and activity relationships, a series of salvinorin A derivatives modified at the C(2) position were prepared and studied. These salvinorin A derivatives were screened for binding and functional activities at the human κ-opioid receptor. Compound 4, containing a methoxymethyl group at the 2-position, was a full κ-agonist with an EC50 value at 0.6 nM, which is about 7 times more potent than salvinorin A.
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