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Discovery of Farnesoid X Receptor Antagonists Based on a Library of Oleanolic Acid 3-O-Esters through Diverse Substituent Design and Molecular Docking Methods

https://doi.org/10.3390/molecules22050690
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/jcc.21256openalex-snapshot
AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility
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AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
inferredcites →https://doi.org/10.1002/jccs.200700092openalex-snapshot
Concise Synthesis and Antimicrobial Activities of New Substituted 5‐Isoxazolpenicillins
inferredcites →https://doi.org/10.1002/ptr.2948openalex-snapshot
Oleanolic acid is a selective farnesoid X receptor modulator
inferredcites →https://doi.org/10.1016/j.bcp.2008.08.016openalex-snapshot
Oleanolic acid derivative NPLC441 potently stimulates glucose transport in 3T3-L1 adipocytes via a multi-target mechanism
inferredcites →https://doi.org/10.1016/j.carres.2005.10.015openalex-snapshot
Synthesis of β-hederin and Hederacolchiside A1: triterpenoid saponins bearing a unique cytotoxicity-inducing disaccharide moiety
inferredcites →https://doi.org/10.1016/j.drudis.2006.10.005openalex-snapshot
Similarity-based virtual screening using 2D fingerprints
inferredcites →https://doi.org/10.1016/j.ejphar.2006.03.032openalex-snapshot
Cholesterol-lowering effect of platycodin D in hypercholesterolemic ICR mice
inferredcites →https://doi.org/10.1016/j.ejphar.2015.08.029openalex-snapshot
Oleanolic acid attenuates obstructive cholestasis in bile duct-ligated mice, possibly via activation of NRF2-MRPs and FXR antagonism
inferredcites →https://doi.org/10.1016/j.molmed.2007.06.001openalex-snapshot
Targeting farnesoid X receptor for liver and metabolic disorders
inferredcites →https://doi.org/10.1016/j.tet.2004.08.068openalex-snapshot
Studies on the catalytic hydrogenation of Baylis–Hillman derivatives of substituted isoxazolecarbaldehydes. Unusual retention of isoxazole ring during Pd–C-promoted hydrogenation of Baylis–Hillman adducts
inferredcites →https://doi.org/10.1016/s0140-6736(14)61933-4openalex-snapshot
Farnesoid X nuclear receptor ligand obeticholic acid for non-cirrhotic, non-alcoholic steatohepatitis (FLINT): a multicentre, randomised, placebo-controlled trial
inferredcites →https://doi.org/10.1016/s0169-409x(00)00129-0openalex-snapshot
Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings 1PII of original article: S0169-409X(96)00423-1. The article was originally published in Advanced Drug Delivery Reviews 23 (1997) 3–25. 1
inferredcites →https://doi.org/10.1016/s0169-409x(96)00423-1openalex-snapshot
Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
inferredcites →https://doi.org/10.1016/s1097-2765(03)00104-7openalex-snapshot
A Chemical, Genetic, and Structural Analysis of the Nuclear Bile Acid Receptor FXR
inferredcites →https://doi.org/10.1016/s1097-2765(03)00112-6openalex-snapshot
Structural Basis for Bile Acid Binding and Activation of the Nuclear Receptor FXR
inferredcites →https://doi.org/10.1021/acs.jmedchem.9b01778openalex-snapshot
Correction to “Hybrid Molecule from O 2‑(2,4-Dinitrophenyl)diazeniumdiolate and Oleanolic Acid: A Glutathione S ‑Transferase π‑Activated Nitric Oxide Prodrug with Selective Anti-Human Hepatocellular Carcinoma Activity and Improved Stability”
inferredcites →https://doi.org/10.1021/jm3002718openalex-snapshot
Discovery and Optimization of 1,3,4-Trisubstituted-pyrazolone Derivatives as Novel, Potent, and Nonsteroidal Farnesoid X Receptor (FXR) Selective Antagonists
inferredcites →https://doi.org/10.1021/jm400393uopenalex-snapshot
Hybrid Molecule from O 2 -(2,4-Dinitrophenyl)diazeniumdiolate and Oleanolic Acid: A Glutathione S -Transferase π-Activated Nitric Oxide Prodrug with Selective Anti-Human Hepatocellular Carcinoma Activity and Improved Stability
inferredcites →https://doi.org/10.1021/jm980721xopenalex-snapshot
Novel and Potent 6-Chloro-3-pyridinyl Ligands for the α4β2 Neuronal Nicotinic Acetylcholine Receptor
inferredcites →https://doi.org/10.1038/25931openalex-snapshot
Ligand binding and co-activator assembly of the peroxisome proliferator-activated receptor-γ
inferredcites →https://doi.org/10.1038/srep14782openalex-snapshot
NSAIDs Ibuprofen, Indometacin and Diclofenac do not interact with Farnesoid X Receptor
inferredcites →https://doi.org/10.1073/pnas.0710981105openalex-snapshot
Identification of a potent synthetic FXR agonist with an unexpected mode of binding and activation
inferredcites →https://doi.org/10.1124/dmd.113.056549openalex-snapshot
Low Dose of Oleanolic Acid Protects against Lithocholic Acid–Induced Cholestasis in Mice: Potential Involvement of Nuclear Factor-E2-Related Factor 2-Mediated Upregulation of Multidrug Resistance-Associated Proteins
inferredcites →https://doi.org/10.1126/science.284.5418.1362openalex-snapshot
Identification of a Nuclear Receptor for Bile Acids
inferredcites →https://doi.org/10.1126/science.284.5418.1365openalex-snapshot
Bile Acids: Natural Ligands for an Orphan Nuclear Receptor
inferredcites →https://doi.org/10.1134/s107036320702017xopenalex-snapshot
Synthesis of α-methyl-β-(3-methylpyrazol-1-yl)-and α-methyl-β-(5-methylpyrazol-1-yl)propionic acids and their esterification with vinyl acetate
inferredcites →https://doi.org/10.1158/0008-5472.can-08-1791openalex-snapshot
Nuclear Bile Acid Receptor FXR Protects against Intestinal Tumorigenesis
inferredcites →https://doi.org/10.1517/14728222.2014.956087openalex-snapshot
Targeting FXR in cholestasis: hype or hope
inferredcites →https://doi.org/10.2174/092986710790112666openalex-snapshot
Targeting Farnesoid-X-Receptor: From Medicinal Chemistry to Disease Treatment
inferredcites →https://doi.org/10.4155/fmc.12.47openalex-snapshot
Medicinal Chemistry Of Farnesoid X Receptor Ligands: From Agonists And Antagonists To Modulators

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

inferred← citeshttps://doi.org/10.2139/ssrn.4167582openalex-extracted
Discovery of 12β-Oxygenated Oleanolic Acid Alkyl Esters as Potent and Selective FXR Antagonists Exhibiting Hyperglycemia Amelioration in Vivo
inferred← citeshttps://doi.org/10.1002/cmdc.202500405openalex-snapshot
The Role of Five‐Membered Aromatic Rings Containing N and O in Modulating Bile Acid Receptors: An Overview
inferred← citeshttps://doi.org/10.1016/j.apsb.2024.04.027openalex-snapshot
The role of botanical triterpenoids and steroids in bile acid metabolism, transport, and signaling: Pharmacological and toxicological implications
inferred← citeshttps://doi.org/10.1016/j.arabjc.2024.105794openalex-snapshot
Natural products-isoxazole hybrids: A review of developments in medicinal chemistry
inferred← citeshttps://doi.org/10.1016/j.bioorg.2022.106203openalex-snapshot
Discovery of 12β-oxygenated oleanolic acid alkyl esters as potent and selective FXR modulators exhibiting hyperglycemia amelioration in vivo
inferred← citeshttps://doi.org/10.12998/wjcc.v8.i10.1767openalex-snapshot
Prophylactic and therapeutic roles of oleanolic acid its derivatives in several diseases
inferred← citeshttps://doi.org/10.3389/fmolb.2021.658312openalex-snapshot
Conformational Characterization of the Co-Activator Binding Site Revealed the Mechanism to Achieve the Bioactive State of FXR
inferred← citeshttps://doi.org/10.3390/biom13101465openalex-snapshot
Harnessing Oleanolic Acid and Its Derivatives as Modulators of Metabolic Nuclear Receptors
inferred← citeshttps://doi.org/10.3390/life16081335openalex-snapshot
Design, Synthesis and Biological Evaluation of Novel Oleanolic Acid Derivatives as Potential Anti-Leukemic Agents
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