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Selenium: the emerging element in the medicinal chemist's toolkit

化学家 药物发现 化学 计算机科学 纳米技术 材料科学 生物化学 有机化学
作者
Lanmeng Cui,Wei Hou,Hongtao Xu
出处
期刊:Future Medicinal Chemistry [Newlands Press Ltd]
卷期号:16 (6): 493-496
标识
DOI:10.4155/fmc-2024-0041
摘要

Future Medicinal ChemistryVol. 16, No. 6 EditorialSelenium: the emerging element in the medicinal chemist's toolkitLanmeng Cui, Wei Hou & Hongtao XuLanmeng CuiCollege of Pharmaceutical Science & Institute of Drug Development & Chemical Biology, Zhejiang University of Technology, Hangzhou, 310014, China, Wei Hou *Author for correspondence: E-mail Address: houwei@zjut.edu.cnhttps://orcid.org/0000-0002-9027-8991College of Pharmaceutical Science & Institute of Drug Development & Chemical Biology, Zhejiang University of Technology, Hangzhou, 310014, China & Hongtao Xu **Author for correspondence: E-mail Address: xuht@shanghaitech.edu.cnhttps://orcid.org/0000-0001-5174-9079Shanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, ChinaPublished Online:20 Feb 2024https://doi.org/10.4155/fmc-2024-0041AboutSectionsView ArticleView Full TextPDF/EPUB ToolsAdd to favoritesDownload CitationsTrack CitationsPermissionsReprints ShareShare onFacebookTwitterLinkedInRedditEmail View articleKeywords: biocompatibleDNA-encoded libraryparallel synthesisseleniumReferences1. Rayman MP. Selenium and human health. Lancet 379(9822), 1256–1268 (2012).Medline CASGoogle Scholar2. Hou W, Xu H. Incorporating selenium into heterocycles and natural products-from chemical properties to pharmacological activities. J. Med. Chem. 65(6), 4436–4456 (2022).Medline CASGoogle Scholar3. Wrobel JK, Power R, Toborek M. Biological activity of selenium: revisited. IUBMB Life 68(2), 97–105 (2016).Medline CASGoogle Scholar4. Leszczynska G, Cypryk M, Gostynski B et al. C5-substituted 2-selenouridines ensure efficient base pairing with guanosine; consequences for reading the NNG-3′ synonymous mRNA codons. Int. J. Mol. Sci. 21(8), 2882 (2020).Medline CASGoogle Scholar5. Hou W, Dong H, Zhang X, Wang Y, Su L, Xu H. Selenium as an emerging versatile player in heterocycles and natural products modification. Drug Discov. Today 27(8), 2268–2277 (2022).Medline CASGoogle Scholar6. Alhasan R, Nasim MJ, Jacob C, Gaucher C. Selenoneine: a unique reactive selenium species from the blood of tuna with implications for human diseases. Curr. Pharmacol. Reports. 5(3), 163–173 (2019).CASGoogle Scholar7. Feng X, Pan L, Qian Z et al. Discovery of selenium-containing STING agonists as orally available antitumor agents. J. Med. Chem. 65(22), 15048–15065 (2022).Medline CASGoogle Scholar8. Rech TDST, Ribeiro EH, Castro ET et al. Antidepressant potential of a functionalized 3-selanyl benzo[b]furan compound in mice: focus on the serotonergic system. ACS Chem. Neurosci. 14(6), 1181–1192 (2023).Medline CASGoogle Scholar9. Deng X, Xie B, Li Q et al. Discovery of novel bicyclic phenylselenyl-containing hybrids: an orally bioavailable, potential, and multiacting class of estrogen receptor modulators against endocrine-resistant breast cancer. J. Med. Chem. 65(11), 7993–8010 (2022).Medline CASGoogle Scholar10. Pyka P, Haberek W, Więcek M et al. First-in-class selenium-containing potent serotonin receptor 5-HT 6 agents with a beneficial neuroprotective profile against Alzheimer's disease. J. Med. Chem. 67(2), 1580–1610 (2024).Medline CASGoogle Scholar11. Bijian K, Wernic D, Nivedha AK et al. Novel aurora A and protein kinase C (α, β1, β2 and θ) multitarget inhibitors: impact of selenium atoms on the potency and selectivity. J. Med. Chem. 65(4), 3134–3150 (2022).Medline CASGoogle Scholar12. Kayrouz CM, Huang J, Hauser N, Seyedsayamdost MR. Biosynthesis of selenium-containing small molecules in diverse microorganisms. Nature 610(7930), 199–204 (2022).Medline CASGoogle Scholar13. Beletskaya IP, Ananikov VP. Transition-metal-catalyzed C–S, C–Se and C–Te bond formations via cross-coupling and atom-economic addition reactions. achievements and challenges. Chem. Rev. 122(21), 16110–16293 (2022).Medline CASGoogle Scholar14. Zhang X, Cheng F, Guo J, Zheng S, Wang X, Li S. Enzymatic synthesis of organoselenium compounds via C-Se bond formation mediated by sulfur carrier proteins. Nat. Synth. doi: 10.1038/s44160-023-00477-2 (2024) (Online).Google Scholar15. Hou W, Dong H, Yao Y et al. Clickable selenylation - a paradigm for seleno-medicinal chemistry. ChemMedChem. 17(17), e202200324 (2022).Medline CASGoogle Scholar16. Amporndanai K, Meng X, Shang W et al. Inhibition mechanism of SARS-CoV-2 main protease by ebselen and its derivatives. Nat. Commun. 12(1), 3061 (2021).Medline CASGoogle Scholar17. Xu H, Gu Y, Zhang S et al. A chemistry for incorporation of selenium into DNA-encoded libraries. Angew. Chem. Int. Ed. 59(32), 13273–13280 (2020).Medline CASGoogle Scholar18. Xu H, Wang Y, Dong H et al. Selenylation chemistry suitable for on-plate parallel and on-DNA library synthesis enabling high-throughput medicinal chemistry. Angew. Chem. Int. Ed. 61(35), e202206516 (2022).Medline CASGoogle Scholar19. Zhou Z, Gu Y, Wu L et al. Organo-Se BTSAs-enabled performance: from racemic and asymmetric synthesis to click chemistry application. Chem. 9(11), 3335–3346 (2023).CASGoogle Scholar20. Brenner S, Lerner RA. Encoded combinatorial chemistry. Proc. Natl Acad. Sci. USA 89(12), 5381–5383 (1992).Medline CASGoogle Scholar21. Ma P, Zhang S, Huang Q et al. Evolution of chemistry and selection technology for DNA-encoded library. Acta Pharm. Sin. B. 14(2), 492–516 (2024).Medline CASGoogle ScholarFiguresReferencesRelatedDetails Vol. 16, No. 6 STAY CONNECTED Metrics Downloaded 57 times History Received 5 February 2024 Accepted 6 February 2024 Published online 20 February 2024 Published in print March 2024 Information© 2024 Expert Publishing Science Ltd trading as Taylor & FrancisKeywordsbiocompatibleDNA-encoded libraryparallel synthesisseleniumAuthor contributionsW Hou and L Cui wrote the draft manuscript. HT Xu and W Hou revised the draft. HT Xu on behalf of all authors, submitted this manuscript. All authors have approved the submission of the manuscript.Financial disclosureThis work was supported by the Natural Science Foundation of China (numbers 21977070, 21907085 and U19A2011) and Fundamental Research Funds for the Provincial Universities of Zhejiang, China (No. RFA2022008). The authors have no other relevant affiliations or financial involvement with any organization or entity with a financial interest in or financial conflict with the subject matter or materials discussed in the manuscript apart from those disclosed.Competing interests disclosureThe authors have no competing interests or relevant affiliations with any organization or entity with the subject matter or materials discussed in the manuscript. This includes employment, consultancies, honoraria, stock ownership or options, expert testimony, grants or patents received or pending or royalties.Writing disclosureNo writing assistance was utilized in the production of this manuscript.PDF download
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