Evaluation of In-vitro Antimicrobial Activity of some Newly Synthe-sized2-amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromens Derivatives

Journal of Chemical Health Risks

مقاله 7، دوره 9، شماره 1، خرداد 2019، صفحه 69-74   

نوع مقاله: Original Article

شناسه دیجیتال (DOI): 10.22034/jchr.2019.545977

نویسندگان

Farzaneh Manouchehri¹؛ Bahareh Sadeghi^{* 1}؛ Farhood Najafi²؛ Mohammad Hossein Mosslemin¹

¹Department of Chemistry, Yazd Branch, Islamic Azad University, Yazd, Iran

²Department of Resin and Additives, Institute for Color Science and Technology, P.O. BOX: 16765-654, Tehran, Iran

چکیده

In this study, some chromens derivatives were synthesized as mentioned in our previous report.The synthesized compounds were evaluated for their antibacterial effect against three different bacterial species, using Disk Diffusion Agar test and microdilution broth (MIC) method against the S. aureus, E. coli, P. aeruginosabacterias according to the National Committee for Clinical Laboratory Standards (NCCLS) recommendations. The results indicated that 4-nitro compound has considerable antibacterial activity against S. aureusbacteria. Moreover, compound 3-chloro has antibacterial properties  againstE. coli standard strain and none of 4H-Chromens derivatives have antibacterial effect on P. aeruginosa  strains.

کلیدواژه‌ها

antibacterial activity؛ 4H-Chromens deriva-tives؛ Microdilutionbroth؛ Disk Diffusion Agar test

مراجع

1.Andrews J.M., 2001. Determination of minimum inhibitory concentrations.JAntimicrobChemother. 48(suppl-1), 5-16.

2.Sabir R., Danish Alvi S.F., Fawwad A., 2013.Antimicrobial susceptibility pattern of aerobic microbial isolates in a clinical laboratory in Karachi-Pakistan.Pak J Med Sci.29(3), 851–855.

3.Kirilmis C., Ahmedzade M., Servi  S., Koca M., Kizirgil A., Kazaz C., 2008. Synthesis and antimicrobial activity of some novel derivatives of benzofuran: Part 2. The synthesis and antimicrobial activity of some novel 1-(1-benzofuran-2-yl)-2-mesitylethanone derivatives.Eur J Med Chem. 43(2), 300-308

4.Talas Z.S., Gok Y., Ozdemir I., Ates B., Gunal S., Yilmaz I., 2015.Synthesis, antioxidant and anti-microbial properties of two organoselenium compounds. Pak J Pharm Sci. 28 (2), 611-616.

5.Selamoglu Z., Duran A., Gulhan M., Erdemli M., 2015. Effects of propolis on biochemical and microbiological parameters in carp (Cyprinuscarpio) fillets exposed to arsenic. Iran J Fish Sci. 14(4), 896-907.

6. Mohr S.J., Chirigos M.A., Fuhrman F.S., Pryor J.W., 1975. Pyran copolymer as an effective adjuvant to chemotherapy against a murine leukemia and solid tumor. Cancer Res. 35(12), 3750-3754.

7. El-Agrody A.M., Abd El-Latif M.S., El-Hady N.A., Fakery A.H., Bedair A.H., 2001. Heteroaromatization with 4-Hydroxycoumarin Part II: Synthesis of Some New Pyrano [2, 3-d] pyrimidines,[1, 2, 4] triazolo [1, 5-c] pyrimidines and Pyrimido [1, 6-b]-[1, 2, 4] triazine Derivatives. Molecules.(6), 519-527.

8. Bedair A.H., El-Hady N.A., El-Latif M.A., Fakery A.H., El-Agrody A.M., 2000. 4-Hydroxycoumarin in heterocyclic synthesis: Part III. Synthesis of some new pyrano [2, 3-d] pyrimidine, 2-substituted [1, 2, 4] triazolo [1, 5-c] pyrimidine and pyrimido [1, 6-b][1, 2, 4] triazine derivatives. IlFarmaco. 55(11-12), 708-714.

9. El-AgrodyA.M., El-Hakim  M.H., El-Latif  M.A., Fakeri  A.H., El-Sayed  E.S., El-Ghareab K.A., 2000. Synthesis of pyrano [2, 3-d] pyrimidine and pyrano [3, 2-e][1, 2, 4] triazolo [2, 3-c] pyrimidine derivatives with promising antibacterial activities. Acta Pharm. 50(2), 111-120.

10. Martínez-Grau  A., Marco J., 1997. Friedländer reaction on 2-amino-3-cyano-4H-pyrans: Synthesis of derivatives of 4H-pyran [2, 3-b] quinoline, new tacrine analogues. J Bioorg Med ChemLett.7(24), 3165-3170.

11. Smith P.W., Sollis S.L., Howes P.D., Cherry P.C., Starkey I.D., Cobley K.N., Weston H., Scicinski J., Merritt A., Whittington A., Wyatt P., 1998. Dihydropyrancarboxamides related to zanamivir: A new series of inhibitors of influenza virus sialidases. 1. Discovery, synthesis, biological activity, and structure− activity relationships of 4-guanidino-and 4-amino-4 H-pyran-6-carboxamides. JMed Chem. 41(6), 787-797.

12. Hiramoto K., Nasuhara A., Michikoshi K., Kato T., Kikugawa K., 1997. DNA strand-breaking activity and mutagenicity of 2, 3-dihydro-3, 5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP), a Maillard reaction product of glucose and glycine.Mutat Res Genet Toxicol Environ Mutagen. 395(1), 47-56.

13.Bianchi G.,Tava A., 1987. Synthesis of (2 R)-(+)-2, 3-dihydro-2, 6-dimethyl-4 H-pyran-4-one, a homologue of pheromones of a species in the hepialidaefamily.AgricBiol Chem. 51(7), 2001-2002.

14. Eiden F., Denk F., 1991. Synthesis of CNS-activity of pyran derivatives: 6, 8-dioxabicyclo (3, 2, 1) octane. Arch Pharm. 324(6), 353-354.

 15.Fairlamb I.J., Marrison L.R., Dickinson J.M., Lu F.J., SchmidtJ.P., 2004.2-Pyrones possessing antimicrobial and cytotoxic activities.Bioorg Med Chem. 12(15), 4285-4299.

16.Aytemir M.D., Calis U., OzalpM., 2004.Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substitute 4h-pyran – 4-one derivatives.Arch Pharm (Weinheim). 337(5), 281-288.

17.Manouchehri F., Sadeghi B., Najafi F., Mosslemin M.H., 2018. Preparation and characterization of SbCl₅ supported on coconut shell as nanocatalyst for the synthesis of novel 2-amino-3-phenylsulfonyl-4-aryl-4H-benzo [h] chromens. J Iran Chem Soc. 15(8), 1673-1683.

18.Ashafa A.,Olajuyigbe O.,2014. Chemical Composition and Antibacterial Activity of Essential Oil of Cosmos
bipinnatus Cav. Leaves from South Africa. Iran J Pharm Res. 13,1417–1423.