Photoinduced synthesis of new diisochromenochromen-4-ones and their antimicrobial activities
- PMID: 22666175
- PMCID: PMC3361334
- DOI: 10.1100/2012/954934
Photoinduced synthesis of new diisochromenochromen-4-ones and their antimicrobial activities
Abstract
The diisochromenochromen-4-one 3a-3b, 4a-4c, 5a-6a & 7 have been prepared from the photocyclization reaction of bischromen-4-one 2a-2e. The later compounds are obtained from the O-alkylation of the suitable 3-hydroxy-2-aryl-4H-chromen-4-one 1a-1e with 4,4'-bischloromethyl-diphenyl in dry acetone, anhydrous K₂CO₃, and PTC (Bu₄N⁺I⁻) under refluxing conditions. The structures of compounds 2a-2e, 3a-3b, 4a-4c, 5a-6a & 7 have been characterized from the rigorous analysis of their IR, ¹H-NMR, ¹³C-NMR, ESI-Mass, and elemental analysis. The antibacterial and antifungal activities of the synthesized products were also evaluated against the Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Aspergillus janus and Penicillium glabrum, respectively. Some of the tested compounds showed significant activity against the above-said microorganisms.
Figures
Similar articles
-
Efficient synthesis, spectral analysis and antimicrobial studies of nitrogen and sulfur containing spiro heterocycles from 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones.Bioorg Med Chem Lett. 2010 Nov 15;20(22):6637-43. doi: 10.1016/j.bmcl.2010.09.021. Epub 2010 Sep 15. Bioorg Med Chem Lett. 2010. PMID: 20933408
-
Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles.Bioorg Med Chem Lett. 2010 Mar 15;20(6):1933-8. doi: 10.1016/j.bmcl.2010.01.126. Epub 2010 Feb 1. Bioorg Med Chem Lett. 2010. PMID: 20172722
-
Synthesis and antimicrobial evaluation of some novel 2-aminothiazole derivatives of 4-hydroxy-chromene-2-one.Arch Pharm (Weinheim). 2008 Aug;341(8):491-6. doi: 10.1002/ardp.200700215. Arch Pharm (Weinheim). 2008. PMID: 18623301
-
Synthesis of biologically active 1'-(2-oxo-2H-benzopyran-6-yl)- 5'-hydroxy-2'-methylindole-3'-amido-2"-phenyl-thiazolidene-4"-ones.Acta Pol Pharm. 2011 Jan-Feb;68(1):49-55. Acta Pol Pharm. 2011. PMID: 21485701
-
Design and synthesis of some substituted thiazolo[3,2-a]pyrimidine derivatives of potential biological activities.Saudi Pharm J. 2016 Mar;24(2):119-32. doi: 10.1016/j.jsps.2013.12.016. Epub 2013 Dec 28. Saudi Pharm J. 2016. PMID: 27013904 Free PMC article. Review.
References
-
- Wojcicki A, Shuchart CE. Transiton-metal-propargyl complexes: versatile reagents in synthesis. Coordination Chemistry Reviews. 1990;105:35–60.
-
- Fleming I. 2.2-allylsilanes, allylstannanes and related systems. Comprehensive Organic Synthesis . 1991;2:563–593.
-
- Gupta AS, Prabhu BS, Phull MS. Synthesis of 3-amino-(N-aryl substituted)-6-bromo-2H-1-benzopyran-2-ones and 6-bromo-3-phenoxy substituted-2H-1-benzopyran-2-ones as potential antitubercular agents—part I. Indian Journal of Chemistry Section B. 1996;35(2):170–171.
-
- Liu R-S. Synthesis of oxygen heterocycles via alkynyltungsten compounds. Pure and Applied Chemistry. 2001;73(2):265–269.
-
- Schmidt B. An olefin metathesis/double bond isomerization sequence catalyzed by an in situ generated ruthenium hydride species. European Journal of Organic Chemistry. 2003;(5):816–819.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources