A review of salvinorin analogs and their kappa-opioid receptor activity

被引:45
|
作者
Roach, Jeremy J. [1 ]
Shenvi, Ryan A. [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
Salvinorin; Terpenoid; Opioid; GPCR; Kappa-opioid; SALVIA-DIVINORUM; IN-VITRO; NEOCLERODANE DITERPENES; A ANALOGS; BIOLOGICAL EVALUATION; HALLUCINOGEN SALVINORIN; BIASED AGONISM; FURAN RING; POTENT; LIGANDS;
D O I
10.1016/j.bmcl.2018.03.029
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The plant metabolite salvinorin A potently and selectively agonizes the human kappa-opioid receptor, an emerging target for next-generation analgesics. Here we review analogs of the salvinorin chemotype and their effects on selectivity, affinity and potency. Extensive peripheral modifications using isolated salvinorin A have delivered a trove of SAR information. More deep-seated changes are now possible by advances in chemical synthesis. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1436 / 1445
页数:10
相关论文
共 50 条
  • [31] KETOCYCLAZOCINE, A KAPPA-OPIOID RECEPTOR AGONIST, AND CONTROL OF INTESTINAL MYOELECTRIC ACTIVITY IN DOGS
    TELFORD, GL
    CAUDILL, A
    CONDON, RE
    SZURSZEWSKI, JH
    AMERICAN JOURNAL OF PHYSIOLOGY, 1988, 255 (05): : G566 - G570
  • [32] Potential for Kappa-Opioid Receptor Agonists to Engineer Nonaddictive Analgesics: A Narrative Review
    Kaski, Shane W.
    White, Allison N.
    Gross, Joshua D.
    Siderovski, David P.
    ANESTHESIA AND ANALGESIA, 2021, 132 (02): : 406 - 419
  • [33] CHARACTERISTICS OF [H-3]DIPRENORPHINE BINDING TO KAPPA-OPIOID RECEPTORS IN HUMAN CORTEX - KAPPA-OPIOID RECEPTOR HETEROGENEITY
    KIM, KW
    SOH, SM
    KIM, HI
    RHO, HW
    CHO, KP
    REGULATORY PEPTIDES, 1994, 54 (01) : 149 - 150
  • [34] SELECTIVE REVERSIBLE AND IRREVERSIBLE LIGANDS FOR THE KAPPA-OPIOID RECEPTOR
    CHENG, CY
    WU, SC
    HSIN, LW
    TAM, SW
    JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (12) : 2243 - 2247
  • [35] kappa-Opioid receptor signaling and brain reward function
    Bruijnzeel, Adrie W.
    BRAIN RESEARCH REVIEWS, 2009, 62 (01) : 127 - 146
  • [36] PSYCHOTOMIMETIC EFFECTS OF THE KAPPA OPIOID RECEPTOR AGONIST SALVINORIN A IN HEALTHY HUMANS
    Ranganathan, Mohini
    D'Souza, D.
    SCHIZOPHRENIA BULLETIN, 2009, 35 : 338 - 338
  • [37] Importance of homology modeling template selection: CXCR4-based model of the kappa-opioid receptor with the novel hallucinogen salvinorin A
    Mosier, Philip D.
    Koparde, Vishal N.
    Westkaemper, Richard B.
    Roth, Bryan L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [38] Differential agonist regulation of the human kappa-opioid receptor
    Blake, AD
    Bot, G
    Li, SX
    Freeman, JC
    Reisine, T
    JOURNAL OF NEUROCHEMISTRY, 1997, 68 (05) : 1846 - 1852
  • [39] Agonist-induced phosphorylation of the kappa-opioid receptor
    Appleyard, SM
    Patterson, TA
    Jin, WZ
    Chavkin, C
    JOURNAL OF NEUROCHEMISTRY, 1997, 69 (06) : 2405 - 2412
  • [40] Potent and selective indolomorphinan antagonists of the kappa-opioid receptor
    Stevens, WC
    Jones, RM
    Subramanian, G
    Metzger, TG
    Ferguson, DM
    Portoghese, PS
    JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (14) : 2759 - 2769