Recent advances in the design of RAR α and RAR β agonists as orally bioavailable drugs. A review
[Display omitted] Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are termed retinoids which regulate a wide variety of biological processes such as vertebrate embryonic morphogenesis and organogenesis, cell gr...
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| Published in | Bioorganic & medicinal chemistry Vol. 28; no. 20; p. 115664 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
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England
Elsevier Ltd
15.10.2020
Elsevier Science |
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| Abstract | [Display omitted]
Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are termed retinoids which regulate a wide variety of biological processes such as vertebrate embryonic morphogenesis and organogenesis, cell growth arrest, differentiation, and apoptosis, as well as their disorders. Although many synthetic selective RARα, RARβ, and RARγ agonists have been designed and prepared, these have generally been lipophilic acids without good drug-like properties and with low oral bioavailability. Recently this has been changing and drug design approaches to highly potent and selective RARα and RARβ agonists with low lipophilicity that are orally bioavailable and less toxic have been developed, that have a range of potential therapeutic uses. This review covers these new advances. |
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| AbstractList | Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are termed retinoids which regulate a wide variety of biological processes such as vertebrate embryonic morphogenesis and organogenesis, cell growth arrest, differentiation, and apoptosis, as well as their disorders. Although many synthetic selective RARα, RARβ, and RARγ agonists have been designed and prepared, these have generally been lipophilic acids without good drug-like properties and with low oral bioavailability. Recently this has been changing and drug design approaches to highly potent and selective RARα and RARβ agonists with low lipophilicity that are orally bioavailable and less toxic have been developed, that have a range of potential therapeutic uses. This review covers these new advances. [Display omitted] Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are termed retinoids which regulate a wide variety of biological processes such as vertebrate embryonic morphogenesis and organogenesis, cell growth arrest, differentiation, and apoptosis, as well as their disorders. Although many synthetic selective RARα, RARβ, and RARγ agonists have been designed and prepared, these have generally been lipophilic acids without good drug-like properties and with low oral bioavailability. Recently this has been changing and drug design approaches to highly potent and selective RARα and RARβ agonists with low lipophilicity that are orally bioavailable and less toxic have been developed, that have a range of potential therapeutic uses. This review covers these new advances. |
| ArticleNumber | 115664 |
| Author | Borthwick, Alan D. Corcoran, Jonathan P.T. Goncalves, Maria B. |
| Author_xml | – sequence: 1 givenname: Alan D. surname: Borthwick fullname: Borthwick, Alan D. email: alan.d.borthwick@drugmoldesign.com organization: DrugMolDesign, 15 Temple Grove, London NW11 7UA, UK – sequence: 2 givenname: Maria B. surname: Goncalves fullname: Goncalves, Maria B. organization: Neuroscience Drug Discovery Unit, Wolfson Centre for Age-Related Diseases, Guy’s Campus, King’s College, London SE1 1UL, UK – sequence: 3 givenname: Jonathan P.T. surname: Corcoran fullname: Corcoran, Jonathan P.T. email: jonathan.corcoran@kcl.ac.uk organization: Neuroscience Drug Discovery Unit, Wolfson Centre for Age-Related Diseases, Guy’s Campus, King’s College, London SE1 1UL, UK |
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| Cites_doi | 10.1053/j.gastro.2019.01.025 10.1021/jm00119a021 10.1093/intimm/dxh066 10.1016/j.nbd.2009.09.018 10.1006/jmbi.2000.4032 10.1016/j.nbd.2017.12.016 10.1016/S1097-2765(00)80424-4 10.1007/978-3-642-58483-1_14 10.1016/j.bmc.2017.12.015 10.2174/0929867023370789 10.1021/jm801532e 10.1038/sj.embor.7400235 10.2174/0929867024606975 10.1007/s00109-016-1434-z 10.1007/s002040050007 10.1021/jm9603532 10.1021/jm990063w 10.1038/nrd2397 10.1016/S1074-5521(99)80084-2 10.1016/j.bmcl.2019.02.011 10.1016/j.biocel.2007.02.010 10.1016/j.isci.2019.09.020 10.1038/onc.2010.119 10.1016/S0960-894X(02)00647-9 10.1002/(SICI)1096-9926(199603)53:3<158::AID-TERA3>3.0.CO;2-0 10.1039/c2md20054f 10.1021/acs.jmedchem.5b01946 10.1111/dom.12590 10.2174/156802612799436687 10.1021/jm000098s 10.1038/nsmb.1855 10.2174/187153008783928389 10.4103/1673-5374.259604 10.1002/chem.200901952 10.1111/j.1460-9568.2010.07426.x 10.1523/JNEUROSCI.2922-18.2019 10.3390/ijms20122921 10.1021/jm050891r 10.1523/JNEUROSCI.1339-15.2015 10.1016/j.cell.2014.03.012 10.1242/jcs.113.14.2567 10.1042/bj2860755 10.1124/jpet.104.075598 10.1124/jpet.118.250605 |
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| Keywords | C286 Retinoic acid receptor Beta agonist SAR RAR586 AC-261066 Nerve injury Alpha agonist |
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| References | Kikuchi, Hibi, Yoshimura (b0195) 2000; 43 Lu, Bertran, Samuels, Mira-y-Lopez, Farias (b0065) 2010; 29 Elmazar, Reichert, Shroot, Nau (b0105) 1996; 53 Bourguet, Vivat, Wurtz, Chambon, Gronemeyer, Moras (b0120) 2000; 5 Klaholz, Mitschler, Moras (b0155) 2000; 302 Seino, Yamauchi, Shikata (b0080) 2004; 16 Goldberg, Groombridge, Hudson (b0200) 2012; 3 Teng, Duong, Klein, Pino, Chandraratna (b0095) 1996; 39 Lund, Knapp, Piu (b0055) 2009; 52 Altucci, Leibowitz, Ogilvie, de Lera, Gronemeyer (b0115) 2007; 6 Kenny, Montanari, Prokopczyk, Ribeiro, Sartori (b0205) 2016; 59 Goncalves, Moehlin, Clarke (b0235) 2019; 20 Maden (b0185) 1999 Goncalves, Clarke, Jarvis (b0060) 2019; 29 Jarvis, Goncalves, Clarke (b0075) 2010; 32 Beard, Duong, Teng, Klein, Standevan, Chandraratna (b0110) 2002; 12 Germain, Kammerer, Perez (b0160) 2004; 5 Marino, Sakamoto, Tang, Gudas, Levi (b0180) 2018; 366 Agudo, Yip, Davies (b0140) 2010; 37 Yoshimura, Kikuchi, Hibi (b0070) 2000; 43 Clarke, Jarvis, Goncalves (b0045) 2018; 26 Evans, Mangelsdorf (b0015) 2014; 157 Goncalves, Wu, Trigo (b0225) 2018; 111 Dawson, Zhang (b0090) 2002; 9 Trasino, Tang, Jessurun, Gudas (b0170) 2016; 18 Conserva, Anelli, Zagaria, Specchia, Albano (b0005) 2019; 20 (b0020) 2015 Corcoran, Shroot, Pizzey, Maden (b0190) 2000; 113 Barnard, Collings, Whiting, Przyborski, Marder (b0030) 2009; 15 Kagechika (b0025) 2002; 9 Das, Dasgupta, Ray (b0010) 2019; 14 Corcoran JP, Kalindjian SB, Borthwick AD, Adams DR, Brown JT, Taddei DM, Shiers JJ, inventors; King's College London, assignee. Therapeutic aryl-amido-aryl compounds and their use. United States patent US 9,447,028; 2016 Sep 20. Alvarez, Germain, Alvarez, Rodríguez-Barrios, Gronemeyer, De Lera (b0135) 2007; 39 Yamauchi, Ishibashi, Shikata (b0085) 2005; 312 Goldberg, Scotta, Cooper (b0130) 2019; 156 Arafa, Elmazar, Hamada, Reichert, Shroot, Nau (b0100) 2000; 73 Trasino, Tang, Jessurun, Gudas (b0175) 2016; 94 Le Maire, Teyssier, Erb (b0035) 2010; 17 Kato, Mano, Kumazawa, Yoshizawa, Kojima, Masushige (b0215) 1992; 286 Goncalves, Wu, Clarke (b0230) 2019; 39 Lund, Piu, Gauthier (b0050) 2005; 48 Géhin, Vivat, Wurtz (b0145) 1999; 6 le Maire, Álvarez, Shankaranarayanan, de Lera, Bourguet, Gronemeyer (b0040) 2012; 12 Goncalves, Malmqvist, Clarke (b0220) 2015; 35 Kagechika, Kawachi, Hashimoto, Himi, Shudo (b0150) 1988; 31 Swift, Hays, Petty (b0165) 2008; 8 Personal communication from John King-Underwood, Comp Chem Resouce, john@compchemres.co.uk. Goldberg (10.1016/j.bmc.2020.115664_b0130) 2019; 156 Goncalves (10.1016/j.bmc.2020.115664_b0225) 2018; 111 Kagechika (10.1016/j.bmc.2020.115664_b0025) 2002; 9 Kato (10.1016/j.bmc.2020.115664_b0215) 1992; 286 Barnard (10.1016/j.bmc.2020.115664_b0030) 2009; 15 Dawson (10.1016/j.bmc.2020.115664_b0090) 2002; 9 Arafa (10.1016/j.bmc.2020.115664_b0100) 2000; 73 Germain (10.1016/j.bmc.2020.115664_b0160) 2004; 5 (10.1016/j.bmc.2020.115664_b0020) 2015 Lund (10.1016/j.bmc.2020.115664_b0055) 2009; 52 le Maire (10.1016/j.bmc.2020.115664_b0040) 2012; 12 Bourguet (10.1016/j.bmc.2020.115664_b0120) 2000; 5 Jarvis (10.1016/j.bmc.2020.115664_b0075) 2010; 32 Clarke (10.1016/j.bmc.2020.115664_b0045) 2018; 26 Yoshimura (10.1016/j.bmc.2020.115664_b0070) 2000; 43 Marino (10.1016/j.bmc.2020.115664_b0180) 2018; 366 Lu (10.1016/j.bmc.2020.115664_b0065) 2010; 29 Goncalves (10.1016/j.bmc.2020.115664_b0220) 2015; 35 Le Maire (10.1016/j.bmc.2020.115664_b0035) 2010; 17 Seino (10.1016/j.bmc.2020.115664_b0080) 2004; 16 Géhin (10.1016/j.bmc.2020.115664_b0145) 1999; 6 Lund (10.1016/j.bmc.2020.115664_b0050) 2005; 48 Beard (10.1016/j.bmc.2020.115664_b0110) 2002; 12 Kenny (10.1016/j.bmc.2020.115664_b0205) 2016; 59 10.1016/j.bmc.2020.115664_b0210 Das (10.1016/j.bmc.2020.115664_b0010) 2019; 14 Trasino (10.1016/j.bmc.2020.115664_b0175) 2016; 94 Teng (10.1016/j.bmc.2020.115664_b0095) 1996; 39 Trasino (10.1016/j.bmc.2020.115664_b0170) 2016; 18 Evans (10.1016/j.bmc.2020.115664_b0015) 2014; 157 Swift (10.1016/j.bmc.2020.115664_b0165) 2008; 8 Altucci (10.1016/j.bmc.2020.115664_b0115) 2007; 6 Kagechika (10.1016/j.bmc.2020.115664_b0150) 1988; 31 Klaholz (10.1016/j.bmc.2020.115664_b0155) 2000; 302 Kikuchi (10.1016/j.bmc.2020.115664_b0195) 2000; 43 Yamauchi (10.1016/j.bmc.2020.115664_b0085) 2005; 312 Maden (10.1016/j.bmc.2020.115664_b0185) 1999 Agudo (10.1016/j.bmc.2020.115664_b0140) 2010; 37 Conserva (10.1016/j.bmc.2020.115664_b0005) 2019; 20 Goncalves (10.1016/j.bmc.2020.115664_b0235) 2019; 20 Elmazar (10.1016/j.bmc.2020.115664_b0105) 1996; 53 Goncalves (10.1016/j.bmc.2020.115664_b0230) 2019; 39 Goncalves (10.1016/j.bmc.2020.115664_b0060) 2019; 29 Corcoran (10.1016/j.bmc.2020.115664_b0190) 2000; 113 10.1016/j.bmc.2020.115664_b0125 Alvarez (10.1016/j.bmc.2020.115664_b0135) 2007; 39 Goldberg (10.1016/j.bmc.2020.115664_b0200) 2012; 3 |
| References_xml | – volume: 5 start-page: 289 year: 2000 end-page: 298 ident: b0120 article-title: Crystal structure of a heterodimeric complex of RAR and RXR ligand-binding domains publication-title: Mol Cell contributor: fullname: Moras – volume: 8 start-page: 47 year: 2008 end-page: 50 ident: b0165 article-title: Distinct functions of retinoic acid receptor beta isoforms: implications for targeted therapy publication-title: Endocr, Metab Immune Disord: Drug Targets contributor: fullname: Petty – volume: 94 start-page: 1143 year: 2016 end-page: 1151 ident: b0175 article-title: A retinoic acid receptor β2 agonist reduces hepatic stellate cell activation in nonalcoholic fatty liver disease publication-title: J Mol Med contributor: fullname: Gudas – volume: 39 start-page: 1406 year: 2007 end-page: 1415 ident: b0135 article-title: Structure, function and modulation of retinoic acid receptor beta, a tumor suppressor publication-title: Int J Biochem Cell Biol contributor: fullname: De Lera – volume: 366 start-page: 314 year: 2018 end-page: 321 ident: b0180 article-title: A retinoic acid β2-receptor agonist exerts cardioprotective effects publication-title: J Pharmacol Exp Ther contributor: fullname: Levi – volume: 113 start-page: 567 year: 2000 end-page: 574 ident: b0190 article-title: The role of retinoic acid receptors in neurite outgrowth from different populations of embryonic mouse dorsal root ganglia publication-title: J Cell Sci. contributor: fullname: Maden – volume: 43 start-page: 409 year: 2000 end-page: 419 ident: b0195 article-title: Syntheses and structure−activity relationships of 5, 6, 7, 8-tetrahydro-5, 5, 8, 8-tetramethyl-2-quinoxaline derivatives with retinoic acid receptor α agonistic activity publication-title: J Med Chem contributor: fullname: Yoshimura – volume: 9 start-page: 591 year: 2002 end-page: 608 ident: b0025 article-title: Novel synthetic retinoids and separation of the pleiotropic retinoidal activities publication-title: Curr Med Chem contributor: fullname: Kagechika – volume: 43 start-page: 2929 year: 2000 end-page: 2937 ident: b0070 article-title: Discovery of novel and potent retinoic acid receptor α agonists: synthesis and evaluation of benzofuranyl-pyrrole and benzothiophenyl-pyrrole derivatives publication-title: J Med Chem contributor: fullname: Hibi – volume: 6 start-page: 519 year: 1999 end-page: 529 ident: b0145 article-title: Structural basis for engineering of retinoic acid receptor isotype-selective agonists and antagonists publication-title: Chem Biol contributor: fullname: Wurtz – volume: 12 start-page: 505 year: 2012 end-page: 527 ident: b0040 article-title: Retinoid receptors and therapeutic applications of RAR/RXR modulators publication-title: Curr Top Med Chem contributor: fullname: Gronemeyer – volume: 111 start-page: 70 year: 2018 end-page: 79 ident: b0225 article-title: Retinoic acid synthesis by NG2 expressing cells promotes a permissive environment for axonal outgrowth publication-title: Neurobiol Dis contributor: fullname: Trigo – volume: 15 start-page: 11430 year: 2009 end-page: 11442 ident: b0030 article-title: Synthetic retinoids: structure–activity relationships publication-title: Chem-Eur J contributor: fullname: Marder – volume: 20 start-page: 2921 year: 2019 ident: b0005 article-title: The pleiotropic role of retinoic acid/retinoic acid receptors signaling: from vitamin a metabolism to gene rearrangements in acute promyelocytic leukemia publication-title: Int J Mol Sci contributor: fullname: Albano – volume: 286 start-page: 755 year: 1992 end-page: 760 ident: b0215 article-title: Effect of retinoid status on α, β and γ retinoic acid receptor mRNA levels in various rat tissues publication-title: Biochem J contributor: fullname: Masushige – volume: 48 start-page: 7517 year: 2005 end-page: 7519 ident: b0050 article-title: Discovery of a potent, orally available, and isoform-selective retinoic acid β2 receptor agonist publication-title: J Med Chem contributor: fullname: Gauthier – volume: 5 start-page: 877 year: 2004 end-page: 882 ident: b0160 article-title: Rational design of RAR selective ligands revealed by RAR beta crystal stucture publication-title: EMBO Rep contributor: fullname: Perez – volume: 31 start-page: 2182 year: 1988 end-page: 2192 ident: b0150 article-title: Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity publication-title: J Med Chem contributor: fullname: Shudo – volume: 53 start-page: 158 year: 1996 end-page: 167 ident: b0105 article-title: Pattern of retinoid-induced teratogenic effects: possible relationship with relative selectivity for nuclear retinoid receptors RAR alpha, RAR beta, and RAR gamma publication-title: Teratology. contributor: fullname: Nau – volume: 59 start-page: 4278 year: 2016 end-page: 4288 ident: b0205 article-title: Hydrogen bond basicity prediction for medicinal chemistry design publication-title: J Med Chem contributor: fullname: Sartori – volume: 52 start-page: 1540 year: 2009 end-page: 1545 ident: b0055 article-title: Design, synthesis, and structure−activity analysis of isoform-selective retinoic acid receptor β ligands publication-title: J Med Chem contributor: fullname: Piu – volume: 29 start-page: 995 year: 2019 end-page: 1000 ident: b0060 article-title: Discovery and lead optimisation of a potent, selective and orally bioavailable RARβ agonist for the potential treatment of nerve injury publication-title: Bioorg Med Chem Lett contributor: fullname: Jarvis – volume: 156 start-page: 1775 year: 2019 end-page: 1787 ident: b0130 article-title: Correction of defective T-regulatory cells from patients with Crohn’s disease by ex vivo ligation of retinoic acid receptor-α publication-title: Gastroenterology contributor: fullname: Cooper – volume: 39 start-page: 3035 year: 1996 end-page: 3038 ident: b0095 article-title: Identification of a retinoic acid receptor α subtype specific agonist publication-title: J Med Chem contributor: fullname: Chandraratna – volume: 35 start-page: 15731 year: 2015 end-page: 15745 ident: b0220 article-title: Neuronal RARβ signaling modulates PTEN activity directly in neurons and via exosome transfer in astrocytes to prevent glial scar formation and induce spinal cord regeneration publication-title: J Neurosci contributor: fullname: Clarke – volume: 73 start-page: 547 year: 2000 end-page: 556 ident: b0100 article-title: Selective agonists of retinoic acid receptors: comparative toxicokinetics and embryonic exposure publication-title: Arch Toxicol contributor: fullname: Nau – volume: 39 start-page: 3013 year: 2019 end-page: 3027 ident: b0230 article-title: Regulation of myelination by exosome associated retinoic acid release from NG2-positive cells publication-title: J. Neurosci. contributor: fullname: Clarke – volume: 312 start-page: 938 year: 2005 end-page: 944 ident: b0085 article-title: Effect of E6060 [4-{5-[7-fluoro-4(trifluoromethyl)benzo[b]furan-2-yl]-1H- 2-pyrrolyl}benzoic acid], a novel subtype-selective retinoid, on lupus-like nephritis in female (NZBxNZW)F1 mice publication-title: J Pharmacol Exp Ther contributor: fullname: Shikata – volume: 18 start-page: 142 year: 2016 end-page: 151 ident: b0170 article-title: Retinoic acid receptor β2 agonists restore glycaemic control in diabetes and reduce steatosis publication-title: Diabetes Obes Metab contributor: fullname: Gudas – volume: 302 start-page: 155 year: 2000 end-page: 170 ident: b0155 article-title: Structural basis for isotype selectivity of the human retinoic acid nuclear receptor publication-title: J Mol Biol contributor: fullname: Moras – volume: 14 start-page: 1880 year: 2019 end-page: 1892 ident: b0010 article-title: Potential therapeutic roles of retinoids for prevention of neuroinflammation and neurodegeneration in Alzheimer’s disease publication-title: Neural Regen Res. contributor: fullname: Ray – volume: 9 start-page: 623 year: 2002 end-page: 637 ident: b0090 article-title: Discovery and design of retinoic acid receptor and retinoid X receptor class-and subtype-selective synthetic analogs of all-trans-retinoic acid and 9-cis-retinoic acid publication-title: Curr Med Chem contributor: fullname: Zhang – volume: 20 start-page: 554 year: 2019 end-page: 566 ident: b0235 article-title: RARβ agonist drug (C286) demonstrates efficacy in a pre-clinical neuropathic pain model restoring multiple pathways via DNA repair mechanisms publication-title: iScience contributor: fullname: Clarke – volume: 29 start-page: 3665 year: 2010 end-page: 3676 ident: b0065 article-title: Mechanism of inhibition of MMTV-neu and MMTV-wnt1 induced mammary oncogenesis by RAR[alpha] agonist AM 580 publication-title: Oncogene contributor: fullname: Farias – start-page: 399 year: 1999 end-page: 442 ident: b0185 article-title: Retinoids in neural development publication-title: Handbook of Experimental Pharmacology contributor: fullname: Maden – volume: 3 start-page: 600 year: 2012 end-page: 604 ident: b0200 article-title: Oxadiazole isomers: all bioisosteres are not created equal publication-title: MedChemComm. contributor: fullname: Hudson – volume: 17 start-page: 801 year: 2010 end-page: 807 ident: b0035 article-title: A unique secondary-structure switch controls constitutive gene repression by retinoic acid receptor publication-title: Nat Struct Mol Biol contributor: fullname: Erb – volume: 32 start-page: 1246 year: 2010 end-page: 1255 ident: b0075 article-title: Retinoic acid receptor-α signalling antagonizes both intracellular and extracellular amyloid-β production and prevents neuronal cell death caused by amyloid-β publication-title: Eur J Neurosci contributor: fullname: Clarke – volume: 6 start-page: 793 year: 2007 end-page: 810 ident: b0115 article-title: RAR and RXR modulation in cancer and metabolic disease publication-title: Nat Rev Drug Discov. contributor: fullname: Gronemeyer – volume: 37 start-page: 147 year: 2010 end-page: 155 ident: b0140 article-title: A retinoic acid receptor β agonist (CD2019) overcomes inhibition of axonal outgrowth via phosphoinositide 3-kinase signalling in the injured adult spinal cord publication-title: Neurobiol Dis contributor: fullname: Davies – volume: 157 start-page: 255 year: 2014 end-page: 266 ident: b0015 article-title: Nuclear receptors, RXR, and the big bang publication-title: Cell contributor: fullname: Mangelsdorf – volume: 26 start-page: 798 year: 2018 end-page: 814 ident: b0045 article-title: Design and synthesis of a potent, highly selective, orally bioavailable, retinoic acid receptor alpha agonist publication-title: Bioorg Med Chem contributor: fullname: Goncalves – volume: 16 start-page: 665 year: 2004 end-page: 673 ident: b0080 article-title: Prevention of acute and chronic allograft rejection by a novel retinoic acid receptor-α-selective agonist publication-title: Int Immunol contributor: fullname: Shikata – year: 2015 ident: b0020 publication-title: The retinoids: biology, biochemistry, and disease – volume: 12 start-page: 3145 year: 2002 end-page: 3148 ident: b0110 article-title: Synthesis and biological activity of retinoic acid receptor-alpha specific amides publication-title: Bioorg Med Chem Lett contributor: fullname: Chandraratna – volume: 156 start-page: 1775 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0130 article-title: Correction of defective T-regulatory cells from patients with Crohn’s disease by ex vivo ligation of retinoic acid receptor-α publication-title: Gastroenterology doi: 10.1053/j.gastro.2019.01.025 contributor: fullname: Goldberg – volume: 31 start-page: 2182 year: 1988 ident: 10.1016/j.bmc.2020.115664_b0150 article-title: Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity publication-title: J Med Chem doi: 10.1021/jm00119a021 contributor: fullname: Kagechika – volume: 16 start-page: 665 year: 2004 ident: 10.1016/j.bmc.2020.115664_b0080 article-title: Prevention of acute and chronic allograft rejection by a novel retinoic acid receptor-α-selective agonist publication-title: Int Immunol doi: 10.1093/intimm/dxh066 contributor: fullname: Seino – volume: 37 start-page: 147 year: 2010 ident: 10.1016/j.bmc.2020.115664_b0140 article-title: A retinoic acid receptor β agonist (CD2019) overcomes inhibition of axonal outgrowth via phosphoinositide 3-kinase signalling in the injured adult spinal cord publication-title: Neurobiol Dis doi: 10.1016/j.nbd.2009.09.018 contributor: fullname: Agudo – volume: 302 start-page: 155 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0155 article-title: Structural basis for isotype selectivity of the human retinoic acid nuclear receptor publication-title: J Mol Biol doi: 10.1006/jmbi.2000.4032 contributor: fullname: Klaholz – volume: 111 start-page: 70 year: 2018 ident: 10.1016/j.bmc.2020.115664_b0225 article-title: Retinoic acid synthesis by NG2 expressing cells promotes a permissive environment for axonal outgrowth publication-title: Neurobiol Dis doi: 10.1016/j.nbd.2017.12.016 contributor: fullname: Goncalves – volume: 5 start-page: 289 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0120 article-title: Crystal structure of a heterodimeric complex of RAR and RXR ligand-binding domains publication-title: Mol Cell doi: 10.1016/S1097-2765(00)80424-4 contributor: fullname: Bourguet – start-page: 399 year: 1999 ident: 10.1016/j.bmc.2020.115664_b0185 article-title: Retinoids in neural development doi: 10.1007/978-3-642-58483-1_14 contributor: fullname: Maden – volume: 26 start-page: 798 year: 2018 ident: 10.1016/j.bmc.2020.115664_b0045 article-title: Design and synthesis of a potent, highly selective, orally bioavailable, retinoic acid receptor alpha agonist publication-title: Bioorg Med Chem doi: 10.1016/j.bmc.2017.12.015 contributor: fullname: Clarke – ident: 10.1016/j.bmc.2020.115664_b0125 – volume: 9 start-page: 623 year: 2002 ident: 10.1016/j.bmc.2020.115664_b0090 article-title: Discovery and design of retinoic acid receptor and retinoid X receptor class-and subtype-selective synthetic analogs of all-trans-retinoic acid and 9-cis-retinoic acid publication-title: Curr Med Chem doi: 10.2174/0929867023370789 contributor: fullname: Dawson – volume: 52 start-page: 1540 year: 2009 ident: 10.1016/j.bmc.2020.115664_b0055 article-title: Design, synthesis, and structure−activity analysis of isoform-selective retinoic acid receptor β ligands publication-title: J Med Chem doi: 10.1021/jm801532e contributor: fullname: Lund – volume: 5 start-page: 877 year: 2004 ident: 10.1016/j.bmc.2020.115664_b0160 article-title: Rational design of RAR selective ligands revealed by RAR beta crystal stucture publication-title: EMBO Rep doi: 10.1038/sj.embor.7400235 contributor: fullname: Germain – volume: 9 start-page: 591 year: 2002 ident: 10.1016/j.bmc.2020.115664_b0025 article-title: Novel synthetic retinoids and separation of the pleiotropic retinoidal activities publication-title: Curr Med Chem doi: 10.2174/0929867024606975 contributor: fullname: Kagechika – volume: 94 start-page: 1143 year: 2016 ident: 10.1016/j.bmc.2020.115664_b0175 article-title: A retinoic acid receptor β2 agonist reduces hepatic stellate cell activation in nonalcoholic fatty liver disease publication-title: J Mol Med doi: 10.1007/s00109-016-1434-z contributor: fullname: Trasino – volume: 73 start-page: 547 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0100 article-title: Selective agonists of retinoic acid receptors: comparative toxicokinetics and embryonic exposure publication-title: Arch Toxicol doi: 10.1007/s002040050007 contributor: fullname: Arafa – volume: 39 start-page: 3035 year: 1996 ident: 10.1016/j.bmc.2020.115664_b0095 article-title: Identification of a retinoic acid receptor α subtype specific agonist publication-title: J Med Chem doi: 10.1021/jm9603532 contributor: fullname: Teng – volume: 43 start-page: 409 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0195 article-title: Syntheses and structure−activity relationships of 5, 6, 7, 8-tetrahydro-5, 5, 8, 8-tetramethyl-2-quinoxaline derivatives with retinoic acid receptor α agonistic activity publication-title: J Med Chem doi: 10.1021/jm990063w contributor: fullname: Kikuchi – volume: 6 start-page: 793 year: 2007 ident: 10.1016/j.bmc.2020.115664_b0115 article-title: RAR and RXR modulation in cancer and metabolic disease publication-title: Nat Rev Drug Discov. doi: 10.1038/nrd2397 contributor: fullname: Altucci – volume: 6 start-page: 519 year: 1999 ident: 10.1016/j.bmc.2020.115664_b0145 article-title: Structural basis for engineering of retinoic acid receptor isotype-selective agonists and antagonists publication-title: Chem Biol doi: 10.1016/S1074-5521(99)80084-2 contributor: fullname: Géhin – volume: 29 start-page: 995 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0060 article-title: Discovery and lead optimisation of a potent, selective and orally bioavailable RARβ agonist for the potential treatment of nerve injury publication-title: Bioorg Med Chem Lett doi: 10.1016/j.bmcl.2019.02.011 contributor: fullname: Goncalves – volume: 39 start-page: 1406 year: 2007 ident: 10.1016/j.bmc.2020.115664_b0135 article-title: Structure, function and modulation of retinoic acid receptor beta, a tumor suppressor publication-title: Int J Biochem Cell Biol doi: 10.1016/j.biocel.2007.02.010 contributor: fullname: Alvarez – volume: 20 start-page: 554 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0235 article-title: RARβ agonist drug (C286) demonstrates efficacy in a pre-clinical neuropathic pain model restoring multiple pathways via DNA repair mechanisms publication-title: iScience doi: 10.1016/j.isci.2019.09.020 contributor: fullname: Goncalves – volume: 29 start-page: 3665 year: 2010 ident: 10.1016/j.bmc.2020.115664_b0065 article-title: Mechanism of inhibition of MMTV-neu and MMTV-wnt1 induced mammary oncogenesis by RAR[alpha] agonist AM 580 publication-title: Oncogene doi: 10.1038/onc.2010.119 contributor: fullname: Lu – volume: 12 start-page: 3145 year: 2002 ident: 10.1016/j.bmc.2020.115664_b0110 article-title: Synthesis and biological activity of retinoic acid receptor-alpha specific amides publication-title: Bioorg Med Chem Lett doi: 10.1016/S0960-894X(02)00647-9 contributor: fullname: Beard – volume: 53 start-page: 158 year: 1996 ident: 10.1016/j.bmc.2020.115664_b0105 article-title: Pattern of retinoid-induced teratogenic effects: possible relationship with relative selectivity for nuclear retinoid receptors RAR alpha, RAR beta, and RAR gamma publication-title: Teratology. doi: 10.1002/(SICI)1096-9926(199603)53:3<158::AID-TERA3>3.0.CO;2-0 contributor: fullname: Elmazar – volume: 3 start-page: 600 year: 2012 ident: 10.1016/j.bmc.2020.115664_b0200 article-title: Oxadiazole isomers: all bioisosteres are not created equal publication-title: MedChemComm. doi: 10.1039/c2md20054f contributor: fullname: Goldberg – volume: 59 start-page: 4278 year: 2016 ident: 10.1016/j.bmc.2020.115664_b0205 article-title: Hydrogen bond basicity prediction for medicinal chemistry design publication-title: J Med Chem doi: 10.1021/acs.jmedchem.5b01946 contributor: fullname: Kenny – volume: 18 start-page: 142 year: 2016 ident: 10.1016/j.bmc.2020.115664_b0170 article-title: Retinoic acid receptor β2 agonists restore glycaemic control in diabetes and reduce steatosis publication-title: Diabetes Obes Metab doi: 10.1111/dom.12590 contributor: fullname: Trasino – volume: 12 start-page: 505 year: 2012 ident: 10.1016/j.bmc.2020.115664_b0040 article-title: Retinoid receptors and therapeutic applications of RAR/RXR modulators publication-title: Curr Top Med Chem doi: 10.2174/156802612799436687 contributor: fullname: le Maire – volume: 43 start-page: 2929 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0070 article-title: Discovery of novel and potent retinoic acid receptor α agonists: synthesis and evaluation of benzofuranyl-pyrrole and benzothiophenyl-pyrrole derivatives publication-title: J Med Chem doi: 10.1021/jm000098s contributor: fullname: Yoshimura – ident: 10.1016/j.bmc.2020.115664_b0210 – volume: 17 start-page: 801 year: 2010 ident: 10.1016/j.bmc.2020.115664_b0035 article-title: A unique secondary-structure switch controls constitutive gene repression by retinoic acid receptor publication-title: Nat Struct Mol Biol doi: 10.1038/nsmb.1855 contributor: fullname: Le Maire – volume: 8 start-page: 47 year: 2008 ident: 10.1016/j.bmc.2020.115664_b0165 article-title: Distinct functions of retinoic acid receptor beta isoforms: implications for targeted therapy publication-title: Endocr, Metab Immune Disord: Drug Targets doi: 10.2174/187153008783928389 contributor: fullname: Swift – volume: 14 start-page: 1880 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0010 article-title: Potential therapeutic roles of retinoids for prevention of neuroinflammation and neurodegeneration in Alzheimer’s disease publication-title: Neural Regen Res. doi: 10.4103/1673-5374.259604 contributor: fullname: Das – volume: 15 start-page: 11430 year: 2009 ident: 10.1016/j.bmc.2020.115664_b0030 article-title: Synthetic retinoids: structure–activity relationships publication-title: Chem-Eur J doi: 10.1002/chem.200901952 contributor: fullname: Barnard – volume: 32 start-page: 1246 year: 2010 ident: 10.1016/j.bmc.2020.115664_b0075 article-title: Retinoic acid receptor-α signalling antagonizes both intracellular and extracellular amyloid-β production and prevents neuronal cell death caused by amyloid-β publication-title: Eur J Neurosci doi: 10.1111/j.1460-9568.2010.07426.x contributor: fullname: Jarvis – volume: 39 start-page: 3013 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0230 article-title: Regulation of myelination by exosome associated retinoic acid release from NG2-positive cells publication-title: J. Neurosci. doi: 10.1523/JNEUROSCI.2922-18.2019 contributor: fullname: Goncalves – volume: 20 start-page: 2921 year: 2019 ident: 10.1016/j.bmc.2020.115664_b0005 article-title: The pleiotropic role of retinoic acid/retinoic acid receptors signaling: from vitamin a metabolism to gene rearrangements in acute promyelocytic leukemia publication-title: Int J Mol Sci doi: 10.3390/ijms20122921 contributor: fullname: Conserva – volume: 48 start-page: 7517 year: 2005 ident: 10.1016/j.bmc.2020.115664_b0050 article-title: Discovery of a potent, orally available, and isoform-selective retinoic acid β2 receptor agonist publication-title: J Med Chem doi: 10.1021/jm050891r contributor: fullname: Lund – volume: 35 start-page: 15731 year: 2015 ident: 10.1016/j.bmc.2020.115664_b0220 article-title: Neuronal RARβ signaling modulates PTEN activity directly in neurons and via exosome transfer in astrocytes to prevent glial scar formation and induce spinal cord regeneration publication-title: J Neurosci doi: 10.1523/JNEUROSCI.1339-15.2015 contributor: fullname: Goncalves – volume: 157 start-page: 255 year: 2014 ident: 10.1016/j.bmc.2020.115664_b0015 article-title: Nuclear receptors, RXR, and the big bang publication-title: Cell doi: 10.1016/j.cell.2014.03.012 contributor: fullname: Evans – year: 2015 ident: 10.1016/j.bmc.2020.115664_b0020 – volume: 113 start-page: 567 year: 2000 ident: 10.1016/j.bmc.2020.115664_b0190 article-title: The role of retinoic acid receptors in neurite outgrowth from different populations of embryonic mouse dorsal root ganglia publication-title: J Cell Sci. doi: 10.1242/jcs.113.14.2567 contributor: fullname: Corcoran – volume: 286 start-page: 755 year: 1992 ident: 10.1016/j.bmc.2020.115664_b0215 article-title: Effect of retinoid status on α, β and γ retinoic acid receptor mRNA levels in various rat tissues publication-title: Biochem J doi: 10.1042/bj2860755 contributor: fullname: Kato – volume: 312 start-page: 938 year: 2005 ident: 10.1016/j.bmc.2020.115664_b0085 article-title: Effect of E6060 [4-{5-[7-fluoro-4(trifluoromethyl)benzo[b]furan-2-yl]-1H- 2-pyrrolyl}benzoic acid], a novel subtype-selective retinoid, on lupus-like nephritis in female (NZBxNZW)F1 mice publication-title: J Pharmacol Exp Ther doi: 10.1124/jpet.104.075598 contributor: fullname: Yamauchi – volume: 366 start-page: 314 year: 2018 ident: 10.1016/j.bmc.2020.115664_b0180 article-title: A retinoic acid β2-receptor agonist exerts cardioprotective effects publication-title: J Pharmacol Exp Ther doi: 10.1124/jpet.118.250605 contributor: fullname: Marino |
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Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are... Retinoic acid receptors (RARs) α, β, and γ are members of the nuclear receptor superfamily. Compounds which bind to and activate the RARs are termed retinoids... |
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| SubjectTerms | AC-261066 Alpha agonist Beta agonist C286 Nerve injury RAR586 Retinoic acid receptor Review SAR |
| Title | Recent advances in the design of RAR α and RAR β agonists as orally bioavailable drugs. A review |
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