{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,14]],"date-time":"2026-10-14T10:35:50Z","timestamp":1791974150763,"version":"4.4.0"},"reference-count":101,"publisher":"MDPI AG","issue":"13","license":[{"start":{"date-parts":[[2023,6,28]],"date-time":"2023-06-28T00:00:00Z","timestamp":1687910400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Oxime ethers are a class of compounds containing the &gt;C=N-O-R moiety. The presence of this moiety affects the biological activity of the compounds. In this review, the structures of oxime ethers with specific biological activity have been collected and presented, and bactericidal, fungicidal, antidepressant, anticancer and herbicidal activities, among others, are described. The review includes both those substances that are currently used as drugs (e.g., fluvoxamine, mayzent, ridogrel, oxiconazole), as well as non-drug structures for which various biological activity studies have been conducted. To the best of our knowledge, this is the first review of the biological activity of compounds containing such a moiety. The authors hope that this review will inspire scientists to take a greater interest in this group of compounds, as it constitutes an interesting research area.<\/jats:p>","DOI":"10.3390\/molecules28135041","type":"journal-article","created":{"date-parts":[[2023,6,29]],"date-time":"2023-06-29T01:43:13Z","timestamp":1688002993000},"page":"5041","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":50,"title":["A Review of Biologically Active Oxime Ethers"],"prefix":"10.3390","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0081-0412","authenticated-orcid":false,"given":"Tomasz","family":"Kosmalski","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toru\u0144, Jurasza Str. 2, 85-089 Bydgoszcz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1542-0879","authenticated-orcid":false,"given":"Daria","family":"Kupczyk","sequence":"additional","affiliation":[{"name":"Department of Medical Biology and Biochemistry, Faculty of Medicine, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toru\u0144, Kar\u0142owicza Str. 24, 85-092 Bydgoszcz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Szymon","family":"Baumgart","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toru\u0144, Jurasza Str. 2, 85-089 Bydgoszcz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1217-879X","authenticated-orcid":false,"given":"Renata","family":"Paprocka","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toru\u0144, Jurasza Str. 2, 85-089 Bydgoszcz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5853-4214","authenticated-orcid":false,"given":"Renata","family":"Studzi\u0144ska","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toru\u0144, Jurasza Str. 2, 85-089 Bydgoszcz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,6,28]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Gupta, A.K., Mays, R.R., and Foley, K.A. (2021). Comprehensive Dermatologic Drug Therapy, Elsevier. [4th ed.]. 42\u2013Topical Antifungal Agents.","DOI":"10.1016\/B978-0-323-61211-1.00042-5"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2727","DOI":"10.1517\/14656566.6.15.2727","article-title":"Fluvoxamine: A selective serotonin re-uptake inhibitor for the treatment of obsessive-compulsive disorder","volume":"6","author":"Allen","year":"2005","journal-title":"Expert Opin. Pharmacother."},{"key":"ref_3","first-page":"oeab029","article-title":"Inflammatory bowel disease and cardiovascular diseases: A concise review","volume":"2","author":"Wu","year":"2022","journal-title":"EHJ Open"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1191","DOI":"10.1007\/s40263-020-00771-z","article-title":"Siponimod: A Review in Secondary Progressive Multiple Sclerosis","volume":"34","author":"Scott","year":"2020","journal-title":"CNS Drugs"},{"key":"ref_5","first-page":"AB91","article-title":"Oxiconazole in the treatment of superficial fungal infections","volume":"58","author":"Gupta","year":"2007","journal-title":"J. Am. Acad. Dermatol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"244","DOI":"10.1159\/000238275","article-title":"In vitro Susceptibility Studies with Oxiconazole (Ro 13\u20138996)","volume":"30","author":"Gebhart","year":"1984","journal-title":"Chemotherapy"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"4903","DOI":"10.1021\/jm020980t","article-title":"Synthesis, antifungal activity, and molecular modeling studies of new inverted oxime ethers of oxiconazole","volume":"45","author":"Rossello","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"3971","DOI":"10.1016\/j.bmc.2004.06.010","article-title":"(E)- and (Z)-1,2,4-Triazolylchromanone oxime ethers as conformationally constrained antifungals","volume":"12","author":"Emami","year":"2004","journal-title":"Bioorganic Med. Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"5881","DOI":"10.1016\/j.bmc.2004.08.030","article-title":"Stereoselective synthesis and antifungal activity of (Z)-trans-3-azolyl-2-methylchromanone oxime ethers","volume":"12","author":"Emami","year":"2004","journal-title":"Bioorganic Med. Chem."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"264","DOI":"10.1016\/j.ejmech.2014.02.019","article-title":"Imidazolylchromanones containing non-benzylic oxime ethers: Synthesis and molecular modeling study of new azole antifungals selective against Cryptococcus gattii","volume":"76","author":"Badali","year":"2014","journal-title":"Eur. J. Med. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"609","DOI":"10.1016\/S0014-827X(02)01257-0","article-title":"Synthesis and antifungal activities of some aryl (benzofuran-2-yl)ketoximes","volume":"57","author":"Demirayak","year":"2002","journal-title":"Il Farmaco"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"2942","DOI":"10.1016\/j.bmcl.2010.03.014","article-title":"Structure-based rational design, synthesis and antifungal activity of oxime-containing azole derivatives","volume":"20","author":"Xu","year":"2010","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"6452","DOI":"10.1016\/j.bmcl.2010.09.079","article-title":"Stereocontrolled facile synthesis and antimicrobial activity of oximes and oxime ethers of diversely substituted bispidines","volume":"20","author":"Parthiban","year":"2010","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"2981","DOI":"10.1016\/j.bmcl.2009.04.038","article-title":"Synthesis, spectral, crystal and antimicrobial studies of biologi-cally potent oxime ethers of nitrogen, oxygen and sulfur heterocycles","volume":"19","author":"Parthiban","year":"2009","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"683","DOI":"10.1016\/j.ejmech.2006.02.005","article-title":"Synthesis, stereochemistry, and antimicrobial evaluation of substituted piperidin-4-one oxime ethers","volume":"41","author":"Ramalingan","year":"2006","journal-title":"Eur. J. Med. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"421","DOI":"10.1016\/S0223-5234(01)01223-5","article-title":"Synthesis of some 1-(2-naphthyl)-2-(imidazole-1-yl)ethanone oxime and oxime ether derivatives and their anticonvulsant and antimicrobial activities","volume":"36","author":"Karakurt","year":"2001","journal-title":"Eur. J. Med. Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"177","DOI":"10.1584\/jpestics.J14-04","article-title":"Development of a novel fungicide, pyribencarb","volume":"39","author":"Takagaki","year":"2014","journal-title":"J. Pestic. Sci."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"729","DOI":"10.1046\/j.1365-3059.1997.d01-68.x","article-title":"Sensivity to cymoxanil in populations of Plasmopara viticola in northern Italy","volume":"46","author":"Gullino","year":"1997","journal-title":"Plant Pathol."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"743","DOI":"10.1111\/cbdd.12460","article-title":"Design, synthesis, and biological activity of oxime ether strobilurin derivatives containing indole moiety as novel fungicide","volume":"85","author":"Xie","year":"2015","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_20","unstructured":"(2023, January 03). Available online: https:\/\/pubchem.ncbi.nlm.nih.gov\/compound\/Enoxastrobin."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"2173","DOI":"10.1016\/j.bmcl.2014.03.024","article-title":"Synthesis and fungicidal activities of novel benzothiophene-substituted oxime ether strobilurins","volume":"24","author":"Tu","year":"2014","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1584\/jpestics.D13-001","article-title":"Design, synthesis and bioactivities of novel oxime ether derivatives","volume":"38","author":"Zhang","year":"2013","journal-title":"J. Pestic. Sci."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1073","DOI":"10.5012\/bkcs.2014.35.4.1073","article-title":"Synthesis and evaluation O-benzyl oxime-ether derivatives containing \u03b2-methoxyacrylate moiety for insecticidal and fungicidal activities","volume":"35","author":"Hu","year":"2014","journal-title":"Bull. Korean Chem. Soc."},{"key":"ref_24","unstructured":"Wenderoth, B., Anke, T., Rentzea, C., Ammermann, E., Pommer, E.-H., and Steglich, W. (1989). Oxime Ethers and Fungicides Containing These Compounds. (4,829,085), U.S. Patent."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1007\/s11030-022-10412-w","article-title":"Novel (Z)\/(E)-1,2,4-triazole derivatives containing oxime ethers moiety as potential ergosterol biosynthesis inhibitors: Design, preparation, antifungal evaluation, and molecular docking","volume":"27","author":"Sun","year":"2022","journal-title":"Mol. Divers."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"2135","DOI":"10.1007\/s11164-022-04690-0","article-title":"Synthesis, bioactivity and computational simulation study of novel (Z)-3-caren-5-one oxime ethers as potential antifungal agents","volume":"48","author":"Li","year":"2022","journal-title":"Res. Chem. Intermed."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"330","DOI":"10.1002\/jccs.201800259","article-title":"Design, synthesis, and biological activity of novel 2-(pyridin-3-yl)etan-1-one oxime ethers bearing adamantane moiety","volume":"66","author":"Liu","year":"2019","journal-title":"J. Chin. Chem. Soc."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"126701","DOI":"10.1016\/j.foodchem.2020.126701","article-title":"Synthesis and evaluation of aromatic methoxime deriva-tives against five postharvest phytopathogenic fungi of fruits. Main structure-activity relationships","volume":"321","author":"Kaufman","year":"2020","journal-title":"Food Chem."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"23","DOI":"10.1016\/0924-8579(94)90061-2","article-title":"Cefuroxime axetil","volume":"4","author":"Dellamonica","year":"1994","journal-title":"Int. J. Antimicrob. Agents"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"391","DOI":"10.1007\/BF00610061","article-title":"Pharmacokinetics and clinical effects of cefuroxime in patients with severe renal insufficiency","volume":"24","author":"Walstad","year":"1983","journal-title":"Eur. J. Clin. Pharmacol."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"8","DOI":"10.2165\/00003495-198937010-00002","article-title":"Roxithromycin. A review of its antibacterial activity, pharmacokinetic properties and clinical efficacy","volume":"37","author":"Young","year":"1989","journal-title":"Drugs"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"17740","DOI":"10.1039\/C5RA25591K","article-title":"Review on synthesis of acyclic and cyclic oxime ethers","volume":"6","author":"Mirjafary","year":"2016","journal-title":"RSC Adv."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"1117","DOI":"10.1517\/14656566.5.5.1117","article-title":"Gemifloxacin: A new fluoroquinolone","volume":"5","author":"Blondeau","year":"2004","journal-title":"Expert Opin. Pharmacother."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1016\/j.ejmech.2012.07.010","article-title":"Synthesis and in vitro antibacterial activity of gemifloxacin derivatives containing a substituted benzyloxime moiety","volume":"55","author":"Feng","year":"2012","journal-title":"Eur. J. Med. Chem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"894","DOI":"10.1248\/cpb.55.894","article-title":"Synthesis and antibacterial activity of new N-[2-(thiophen-3-yl)ethyl] piperazinyl quinolones","volume":"55","author":"Letafat","year":"2007","journal-title":"Chem. Pharm. Bull."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1016\/j.ejmech.2008.01.006","article-title":"Tetrahydronaphthyl azole oxime ethers: The conformationally rigid analogues of oxiconazole as antibacterials","volume":"44","author":"Bhandari","year":"2009","journal-title":"Eur. J. Med. Chem."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"7","DOI":"10.1016\/j.jscs.2010.10.013","article-title":"Synthesis and biological evaluation of new oxime-ether derivatives of steroid as anti-bacterial agents","volume":"16","author":"Khan","year":"2012","journal-title":"J. Saudi Chem. Soc."},{"key":"ref_38","first-page":"394","article-title":"Eco-friendly synthesis, physicochemical studies, biological assay and molecular docking of steroidal oxime-ethers","volume":"14","author":"Alam","year":"2015","journal-title":"EXCLI J."},{"key":"ref_39","first-page":"289","article-title":"New heterocyclic oxime ethers of 1-(benzofuran-2-yl)ethan-1-one and their antimicrobial activity","volume":"72","author":"Kosmalski","year":"2015","journal-title":"Acta Pol. Pharm."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"1399","DOI":"10.3390\/10111399","article-title":"Synthesis, reactivity and biological activity of novel bisbenzofuran-2-yl-methanone derivatives","volume":"10","author":"Kirilmis","year":"2005","journal-title":"Molecules"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1134\/S1068162023010326","article-title":"Synthesis, Biological Evaluation and In Silico Studies of Oxime Ether Derivatives Containing a Quinoxaline Moiety","volume":"49","author":"Zarenezhad","year":"2023","journal-title":"Russ. J. Bioorganic Chem."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"105288","DOI":"10.1016\/j.bioorg.2021.105288","article-title":"Synthesis and antibacterial evaluation of (E)-1-(1H-indol-3-yl) ethanone O-benzyl oxime derivatives against MRSA and VRSA strains","volume":"116","author":"Akunuri","year":"2021","journal-title":"Bioorganic Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"8341","DOI":"10.1039\/C9NJ00660E","article-title":"Synthesis, characterization and antimicrobial evaluation of ferrocene\u2013oxime ether benzyl 1H-1,2,3-triazole hybrids","volume":"43","author":"Swetha","year":"2019","journal-title":"New J. Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1642","DOI":"10.1016\/j.bmcl.2010.01.048","article-title":"Stereospecific synthesis of oximes and oxime ethers of 3-azabicycles: A SAR study towards antimicrobial agents","volume":"20","author":"Parthiban","year":"2010","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"3810","DOI":"10.1007\/s00044-014-0967-3","article-title":"Synthesis of fluorene and\/or benzophenone O-oxime ethers containing amino acid residues and study of their cardiovascular and antibacterial effects","volume":"23","author":"Behrouz","year":"2014","journal-title":"Med. Chem. Res."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"864","DOI":"10.1016\/j.ejmech.2018.03.042","article-title":"Synthesis and evaluation of novel coumarin-oxime ethers as potential anti-tubercular agents: Their DNA cleavage ability and BSA interaction study","volume":"150","author":"Reddy","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"5051","DOI":"10.1016\/j.bmcl.2004.07.084","article-title":"Synthesis and antienteroviral activity of a series of novel, oxime ether-containing pyridyl imidazolidinones","volume":"14","author":"Chern","year":"2004","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"1766","DOI":"10.1128\/AAC.48.5.1766-1772.2004","article-title":"In vitro activity of expanded-spectrum pyridazinyl oxime ethers related to Pirodavir: Novel capsid-binding inhibitors with potent antipicornavirus activity","volume":"48","author":"Barnard","year":"2004","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_49","doi-asserted-by":"crossref","unstructured":"Tan, J., Zhou, M., Cui, X., Wei, Z., and Wei, W. (2018). Discovery of oxime ethers as Hepatitis B Virus (HBV) inhibitors by docking, screening and in vitro investigation. Molecules, 23.","DOI":"10.3390\/molecules23030637"},{"key":"ref_50","doi-asserted-by":"crossref","unstructured":"Chen, L., Wang, X., Tang, X., Xia, R., Guo, T., Zhang, C., Li, X., and Xue, W. (2019). Design, synthesis, antiviral bioactivities and interaction mechanisms of penta-1,4-diene-3-one oxime ether derivatives containing a quinazolin-4(3H)-one scaffold. BMC Chem., 13.","DOI":"10.1186\/s13065-019-0547-1"},{"key":"ref_51","first-page":"3197","article-title":"Oxime ethers: New potent insect growth regulators","volume":"49","author":"Ohsumi","year":"1985","journal-title":"Agric. Biol. Chem."},{"key":"ref_52","doi-asserted-by":"crossref","unstructured":"Dai, H., Chen, J., Li, H., Dai, B., He, H., Fang, Y., and Shi, Y. (2016). Synthesis and bioactivities of novel pyrazole oxime derivatives containing a 5-trifluoromethylpyridyl moiety. Molecules, 21.","DOI":"10.3390\/molecules21030276"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1006\/pest.2000.2477","article-title":"Species-specific detoxification metabolism of Fenpyroximate, a potent acaracide","volume":"67","author":"Motoba","year":"2000","journal-title":"Pestic. Biochem. Physiol."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"166","DOI":"10.1002\/ps.947","article-title":"Synthesis and insecticidal activities of novel oxime ether pyrethroids","volume":"61","author":"Liu","year":"2005","journal-title":"Pest Manag. Sci."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"4375","DOI":"10.1016\/j.bmcl.2005.06.029","article-title":"Synthesis and antiamoebic activity of new oxime ether derivatives containing 2-acetylpyridine\/2-acetylfuran","volume":"15","author":"Abid","year":"2005","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"950","DOI":"10.1016\/j.bmcl.2016.12.083","article-title":"Design, synthesis, and bioactivities of novel oxadiazole-substituted pyrazole oximes","volume":"27","author":"Dai","year":"2017","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"3064","DOI":"10.1021\/jf500461a","article-title":"Design, Synthesis, Acaricidal Activity, and Mechanism of Oxazoline Derivatives Containing an Oxime Ether Moiety","volume":"62","author":"Li","year":"2014","journal-title":"J. Agric. Food Chem."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"696","DOI":"10.1002\/hlca.201600133","article-title":"Design, Synthesis, and Bioassay of Novel Compounds of Isolongifolenone Oxime Derivatives","volume":"99","author":"Zhang","year":"2016","journal-title":"Helv. Chim. Acta"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"3497","DOI":"10.1016\/j.bmc.2004.04.032","article-title":"Synthesis and antileishmenial activity of novel buparvaquone oxime derivatives","volume":"12","author":"Rautio","year":"2004","journal-title":"Bioorganic Med. Chem."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"652688","DOI":"10.3389\/fphar.2021.652688","article-title":"Fluvoxamine: A Review of Its Mechanism of Action and Its Role in COVID-19","volume":"20","author":"Sukhatme","year":"2021","journal-title":"Front. Pharmacol."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/0165-0327(88)90009-2","article-title":"Efficacy of fluvoxamine in treatment-refractory depression","volume":"15","author":"Delgado","year":"1988","journal-title":"J. Affect. Disord."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"2081","DOI":"10.1007\/s40265-021-01636-5","article-title":"Fluvoxamine for the Early Treatment of SARS-CoV-2 Infection: A Review of Current Evidence","volume":"81","author":"Facente","year":"2021","journal-title":"Drugs"},{"key":"ref_63","doi-asserted-by":"crossref","unstructured":"Mahdi, M., Herm\u00e1n, L., R\u00e9thelyi, J.M., and B\u00e1lint, B.L. (2022). Potential Role of the Antidepressants Fluoxetine and Fluvoxamine in the Treatment of COVID-19. Int. J. Mol. Sci., 23.","DOI":"10.3390\/ijms23073812"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1055\/s-0028-1094440","article-title":"Noxiptilin (Agedal)\u2014A new tricyclic antidepressant with a faster onset of action? A double-blind, multicentre comparison with amitriptyline","volume":"8","author":"Asker","year":"1975","journal-title":"Pharmacopsychiatry"},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"1429","DOI":"10.3390\/10121429","article-title":"Synthesis of Novel, Potentially Biologically Active Dibenzosubereonone Derivatives","volume":"10","author":"Cepanec","year":"2005","journal-title":"Molecules"},{"key":"ref_66","unstructured":"Schutz, S., Behner, O., and Hoffmeister, F. (1976). Basic Oximes and Their Preparation. (3,989,844), U.S. Patent."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1016\/S0223-5234(98)80038-X","article-title":"Synthesis of some novel oxime ether derivatives and their activity in the \u2018behavioral despair test\u2019","volume":"33","author":"Bozdag","year":"1998","journal-title":"Eur. J. Med. Chem."},{"key":"ref_68","unstructured":"Welle, H.B.A., and Claassen, V. (1978). Oxime Ethers Having Anti-Depressive Activity. (4,081,551), U.S. Patent."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"148","DOI":"10.3390\/11020148","article-title":"Synthesis and antidepressant evaluation of three para-benzoquinone mono-oximes and their oxy derivatives","volume":"11","author":"Schefer","year":"2006","journal-title":"Molecules"},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"825","DOI":"10.1016\/j.ejmech.2010.12.018","article-title":"Synthesis, molecular docking and binding studies of selective serotonin transporter inhibitors","volume":"46","author":"Nencetti","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"655","DOI":"10.1016\/j.bmcl.2010.12.021","article-title":"Imidazolylchromanone oxime ethers as potential anticonvulsant agents: Anticonvulsive evaluation in PTZ-kindling model of epilepsy and SAR study","volume":"21","author":"Emami","year":"2011","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"3447","DOI":"10.1021\/jm981027k","article-title":"Synthesis of novel GABA uptake inhibitors. 3. Diaryloxime and diarylvinyl ether derivatives of nipecotic acid and guvacine as anticonvulsant agents","volume":"42","author":"Knutsen","year":"1999","journal-title":"J. Med. Chem."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"S1","DOI":"10.1038\/sj.bjp.0705672","article-title":"Guide to receptors and channels, 1st edition","volume":"141","author":"Alexander","year":"2004","journal-title":"Br. J. Pharmacol."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1089\/jop.1987.3.111","article-title":"Effects of topically apllied falintolol: A new beta-adrenergic antagonist for treatment of glaucoma","volume":"3","author":"Himber","year":"1987","journal-title":"J. Ocul. Pharmacol."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"3417","DOI":"10.3390\/molecules19033417","article-title":"Synthesis, docking study and \u03b2-adrenoceptor activity of some new oxime ether derivatives","volume":"19","author":"Ghabbour","year":"2014","journal-title":"Molecules"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"672","DOI":"10.1016\/j.ejmech.2015.01.037","article-title":"Indenopyrazole oxime ethers: Synthesis and \u03b21-adrenergic blocking activity","volume":"92","author":"Angelone","year":"2015","journal-title":"Eur. J. Med. Chem."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"538","DOI":"10.3724\/SP.J.1009.2013.00538","article-title":"Synthesis and \u03b2-adrenergic blocking activity of oxime ether hybrids derived from a natural isochroman-4-one","volume":"11","author":"Bai","year":"2013","journal-title":"Chin. J. Nat. Med."},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"3177","DOI":"10.1016\/j.bmcl.2004.04.009","article-title":"Potential hypotensive agents: Synthesis and hypotensive activity of oxime ethers derived from 1-naphthoxepines and related compounds","volume":"14","author":"Tandon","year":"2004","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"807","DOI":"10.1046\/j.1365-2036.2000.00779.x","article-title":"Ridogrel, a dual thromboxane synthase inhibitor and receptor antagonist: Anti-Inflammatory profile in inflammatory bowel disease","volume":"14","author":"Carty","year":"2000","journal-title":"Aliment. Pharmacol. Ther."},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"143","DOI":"10.1016\/j.ejmech.2013.12.053","article-title":"Synthesis of novel 1,2-benzothiazine 1,1-dioxide-3-ethanone oxime N-aryl acetamide ether derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage transformation","volume":"75","author":"Gannarapu","year":"2014","journal-title":"Eur. J. Med. Chem."},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"1403","DOI":"10.1016\/j.ejmech.2009.12.041","article-title":"Synthesis and anti-inflammatory activity of novel (substituted)benzylidene acetone oxime ether derivatives: Molecular modeling study","volume":"45","author":"Bayomi","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"937","DOI":"10.1016\/j.bmcl.2006.11.050","article-title":"Design and synthesis of oxime ethers of \u03b1-acyl-\u03b2-phenylpropanoic acids as PPAR dual agonists","volume":"17","author":"Han","year":"2007","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"524","DOI":"10.1080\/14756366.2020.1713771","article-title":"Effect of 6-Benzoyl-benzothiazol-2-one scaffold on the pharmacological profile of \u03b1-alkoxyphenylproponic acid derived PPAR agonists","volume":"35","author":"Hurtevent","year":"2020","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"771","DOI":"10.1016\/j.bmc.2010.12.023","article-title":"Effect of structurally constrained oxime-ether linker on PPAR subtype selectivity: Discovery of a novel and potent series of PPAR-pan agonists","volume":"19","author":"Makadia","year":"2011","journal-title":"Bioorganic Med. Chem."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"3354","DOI":"10.1016\/j.ejmech.2010.04.019","article-title":"Synthesis, antiproliferative activity and inhibition of tubulin polymerization by anthracenone-based oxime derivatives","volume":"45","author":"Surkau","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"3307","DOI":"10.1016\/j.bmcl.2005.03.082","article-title":"Identification of antitumor activity of pyrazole oxime ethers","volume":"15","author":"Park","year":"2005","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"730","DOI":"10.1016\/j.ejmech.2017.12.032","article-title":"Nitrogen-containing ecdysteroid derivatives vs. multi-drug resistance in cancer: Preparation and antitumor activity of oximes, oxime ethers and a lactam","volume":"144","author":"Martins","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"1025","DOI":"10.1016\/j.ejmech.2003.09.002","article-title":"Synthesis and antineoplastic activity of 2-alkylaminoethyl derivatives of various steroidal oximes","volume":"38","author":"Jindal","year":"2003","journal-title":"Eur. J. Med. Chem."},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"37449","DOI":"10.1039\/D1RA07613B","article-title":"Novel alkylaminoethyl derivatives of adrostane 3-oximes as anticancer candidates: Synthesis and evaluation of cytotoxic effects","volume":"11","author":"Jakimov","year":"2021","journal-title":"RSC Adv."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1016\/j.steroids.2012.10.009","article-title":"Synthesis and investigation of the anticancer effects of estrone-16-oxime ethers in vitro","volume":"78","author":"Minorics","year":"2013","journal-title":"Steroids"},{"key":"ref_91","first-page":"177","article-title":"Synthesis and in vitro antiproliferative activity of flavone and 6-hydroxyflavone oxime ethers derivatives","volume":"29","author":"Martinez","year":"2018","journal-title":"J. Braz. Chem. Soc."},{"key":"ref_92","doi-asserted-by":"crossref","unstructured":"Latif, A.D., Gonda, T., V\u00e1gv\u00f6lgyi, M., K\u00fasz, N., Kulm\u00e1ny, \u00c1., Ocsovszki, I., Zomborszki, Z.P., Zupk\u00f3, I., and Hunyadi, A. (2019). Synthesis and in vitro antitumor activity of naringenin oxime and oxime ether derivatives. Int. J. Mol. Sci., 20.","DOI":"10.3390\/ijms20092184"},{"key":"ref_93","doi-asserted-by":"crossref","first-page":"8010","DOI":"10.1021\/jm500873e","article-title":"Thioaryl naphthylmethanone oxime ether analogs as novel anticancer agents","volume":"57","author":"Chakravarti","year":"2014","journal-title":"J. Med. Chem."},{"key":"ref_94","doi-asserted-by":"crossref","first-page":"115999","DOI":"10.1016\/j.bmc.2021.115999","article-title":"Novel penta-1,4-diene-3-one derivatives containing quinazoline and oxime ether fragments: Design, synthesis and bioactivity","volume":"32","author":"Su","year":"2021","journal-title":"Bioorganic Med. Chem."},{"key":"ref_95","doi-asserted-by":"crossref","first-page":"1844","DOI":"10.1016\/j.bmcl.2016.01.089","article-title":"Identification of novel estrogen receptor (ER) agonists that have additional and complementary anti-cancer activities via ER-independent mechanism","volume":"26","author":"Kim","year":"2016","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_96","doi-asserted-by":"crossref","unstructured":"Kosmalski, T., Hetmann, A., Studzi\u0144ska, R., Baumgart, S., Kupczyk, D., and Roszek, K. (2022). The Oxime Ethers with Heterocyclic, Alicyclic and Aromatic moiety as Potentail Anti-Cancer Agents. Molecules, 27.","DOI":"10.3390\/molecules27041374"},{"key":"ref_97","doi-asserted-by":"crossref","first-page":"646","DOI":"10.5009\/gnl20036","article-title":"Proton Pump Inhibitor-Related Gastric Mucosal Changes","volume":"15","author":"Kim","year":"2021","journal-title":"Gut Liver."},{"key":"ref_98","first-page":"1122","article-title":"Synthesis and in vitro anti-ulcer effect of bisabolangelone oxime ether derivatives","volume":"781\u2013784","author":"Wu","year":"2013","journal-title":"Adv. Mater. Res."},{"key":"ref_99","doi-asserted-by":"crossref","first-page":"417","DOI":"10.1002\/ardp.19953280505","article-title":"Platelet antiaggregant methoxyphenylthienyl ketoxime ethers: Synthesis and structure-activity relationships","volume":"328","author":"Nuhrich","year":"1995","journal-title":"Arch. Pharm."},{"key":"ref_100","doi-asserted-by":"crossref","unstructured":"Oh, J.M., Rangarajan, T.M., Chaudhary, R., Singh, R.P., Singh, M., Singh, R.P., Tondo, A.R., Gambacorta, N., Nicolotti, O., and Mathew, B. (2020). Novel class of chalcone oxime ethers as potent monoamine oxidase-B and acetylcholinesterase inhibitors. Molecules, 25.","DOI":"10.3390\/molecules25102356"},{"key":"ref_101","doi-asserted-by":"crossref","first-page":"435219","DOI":"10.1155\/2015\/435219","article-title":"Synthesis, herbicidal evaluation, and structure-activity relationship of benzophenone oxime ether derivatives","volume":"2015","author":"Ma","year":"2015","journal-title":"J. Chem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/28\/13\/5041\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T20:02:24Z","timestamp":1760126544000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/28\/13\/5041"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,6,28]]},"references-count":101,"journal-issue":{"issue":"13","published-online":{"date-parts":[[2023,7]]}},"alternative-id":["molecules28135041"],"URL":"https:\/\/doi.org\/10.3390\/molecules28135041","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,6,28]]}}}