Comparative Study
doi: 10.1016/j.bmcl.2004.06.083.
2-Substituted benzoxazinone analogues as anti-human coronavirus (anti-HCoV) and ICAM-1 expression inhibition agents
Affiliations
- PMID: 15324901
- PMCID: PMC7126427
- DOI: 10.1016/j.bmcl.2004.06.083
Item in Clipboard
Comparative Study
2-Substituted benzoxazinone analogues as anti-human coronavirus (anti-HCoV) and ICAM-1 expression inhibition agents
Bioorg Med Chem Lett.
.
Abstract
A series of 2-substituted benzoxazinones were synthesized and subjected to anti-human coronavirus and ICAM-1 expression inhibition assays. Among them, compounds 1, 3, 4, 5, 6, and 7 exhibited significant anti-HCoV activities, and the IC(50) value of these compounds are 6.08, 5.06, 6.83, 1.92, 7.59, and 5.79 microg/mL, respectively. Furthermore, compounds 1 and 6 showed significant inhibitory effect on ICAM-1 expression, the ED(50) values of 1 and 6 are 1.00 and 0.50 microg/mL, respectively.
Figures
Dianthramides skeleton transformation.
The compounds 1–10 synthesized.
Similar articles
-
Synthesis and pharmacological evaluations of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives as a new class of anti-cancer agents.Eur J Med Chem. 2011 Oct;46(10):4887-96. doi: 10.1016/j.ejmech.2011.07.045. Epub 2011 Aug 3. Eur J Med Chem. 2011. PMID: 21862183
-
Syntheses of 1-[(2-hydroxyethoxy)methyl]- and 1-[(1,3-dihydroxy-2-propoxy)methyl]- derivatives of 5-substituted-2,4-difluorobenzene: unnatural acyclo thymidine mimics for evaluation as anticancer and antiviral agents.Nucleosides Nucleotides Nucleic Acids. 2000 Sep;19(9):1397-411. doi: 10.1080/15257770008033850. Nucleosides Nucleotides Nucleic Acids. 2000. PMID: 11092311
-
4-benzyl- and 4-benzoyl-3-dimethylaminopyridin-2(1H)-ones, a new family of potent anti-HIV agents: optimization and in vitro evaluation against clinically important HIV mutant strains.J Med Chem. 2004 Oct 21;47(22):5501-14. doi: 10.1021/jm0407658. J Med Chem. 2004. PMID: 15481987
-
Antipicornavirus activity of substituted phenoxybenzenes and phenoxypyridines.J Med Chem. 1986 Mar;29(3):427-33. doi: 10.1021/jm00153a020. J Med Chem. 1986. PMID: 3005578
-
Spirobipyridopyrans, spirobinaphthopyrans, indolinospiropyridopyrans, indolinospironaphthopyrans and indolinospironaphtho-1,4-oxazines: synthesis, study of X-ray crystal structure, antitumoral and antiviral evaluation.Bioorg Med Chem. 2004 Mar 1;12(5):1037-45. doi: 10.1016/j.bmc.2003.12.010. Bioorg Med Chem. 2004. PMID: 14980617
Cited by
-
Recent Progress in the Synthesis of Benzoxazin-4-Ones, Applications in N-Directed Ortho-Functionalizations, and Biological Significance.Molecules. 2024 Dec 3;29(23):5710. doi: 10.3390/molecules29235710. Molecules. 2024. PMID: 39683871 Free PMC article. Review.
-
Antiviral Activity of Medicinal Plants against Human Coronavirus: a systematic scoping review of and experimentations.J Tradit Chin Med. 2022 Jun;42(3):332-343. doi: 10.19852/j.cnki.jtcm.2022.03.002. J Tradit Chin Med. 2022. PMID: 35610002 Free PMC article.
-
Facile cleavage of C-C bond: conversion of pyrane derivative to 1,3-oxazin derivative.Tetrahedron. 2012 Aug 19;68(33):6759-6764. doi: 10.1016/j.tet.2012.05.089. Epub 2012 May 30. Tetrahedron. 2012. PMID: 32287425 Free PMC article.
-
Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity.Molecules. 2017 Dec 21;23(1):8. doi: 10.3390/molecules23010008. Molecules. 2017. PMID: 29267237 Free PMC article.
-
Design and syntheses of 7-nitro-2-aryl-4H-benzo[d][1,3]oxazin-4-ones as potent anticancer and antioxidant agents.J Mol Struct. 2020 Aug 15;1214:128252. doi: 10.1016/j.molstruc.2020.128252. Epub 2020 Apr 13. J Mol Struct. 2020. PMID: 32292211 Free PMC article.
References
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Miscellaneous
