SYNTHESIS and ANTIMICROBIAL ACTIVITY of SOME NOVEL QUINOXALINE HYDRAZONES
Öz
A new class of 10 novel quinoxaline hydrazones was synthesized to examine their antimicrobial activity. The structural of the compounds was confirmed by IR, 1H-NMR, and MS spectral data and elemental analyses. Antimicrobial activity of the compounds was evaluated against 3 fungal and 7 bacterial strains by Micro-broth dilution assay. All of the synthesized compounds indicated showed significant antibacterial activity against Pseudomonas aeruginosa. Furthermore, antibacterial activity of the 2,4-difluoro substituted compound 4b displayed two fold better activity than chloramphenicol against this bacterial strain.
Anahtar Kelimeler
Quinoxaline, Hydrazone, Antimicrobial activity, Micro-broth dilution, Pseudomonas aeruginosa
Kaynakça
- Akhand, S.S., Pettit, R.S., Gardner, T.E., Anderson, G.G. (2014). New treatments in development for Pseudomonas aeruginosa Infections in the Lungs of Individuals with Cystic Fibrosis. Orphan Drugs Research and Reviews 4.
- Backes, G.L., Neumann, D.M., Jursic, B.S. (2014). Synthesis and Antifungal Activity of Substituted Salicylaldehyde Hydrazones, Hydrazides and Sulfohydrazides. Bioorganic & Medicinal Chemistry 22(17), 4629–4636.
- Becker, I. (2008). Preparation of derivatives of 1-(2-pyrimidinyl) Piperazine as Potential Antianxiety, Antidepressant, and Antipsychotic Agents. Journal of Heterocyclic Chemistry 45: 1005-1022.
- Carta, A., Paglietti, G., Nikookar, M.E.R., Sanna, P., Sechi, L., Zanetti, S. (2002). Novel Substituted Quinoxaline 1,4-dioxides with in vitro Antimycobacterial and Anticandidal Activity. European Journal of Medicinal Chemistry 37(5), 355–366.
- Chen, C.Y., Lin, T.P., Chen, C.K., Lin, S.C., Tseng, M.C., Wen, Y.S., Sun, S.S. (2008). New Chromogenic and Fluorescent Probes for Anion Detection: Formation of a [2+2] Supramolecular Complex on Addition of Fluoride with Positive Homotropic Cooperativity. Journal of Organic Chemistry 73(3), 900-911.
- CLSI. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically Approved Standard, CLSI Document M7-A7, seventhed. (2006). ISBN1-56238-587-9.
- El-Faham, A., El-Massry, A.M., Amer, A., Gohar, Y.M. (2002). A Versatile Synthetic Route to Chiral Quinoxaline Derivatives from Aminoacids Precursors. Letters Peptide Science 9(1), 49–54.
- El-Sabbagh, OI., El-Sadek, M.E., Lashine, S.M., Yassin, S.H., El-Nabtity, S.M. (2009). Synthesis of new 2(1H)-Quinoxalinone Derivativesfor Antimicrobial and Antiinflammatory Evaluation. Medicinal Chemistry Research 18(9), 782–797.
- Ishikawa, H., Sugiyama, T., Kurita, K., Yokoyama, A. (2012). Synthesis and Antimicrobial Activity of 2,3Bis(bromomethyl)quinoxaline Derivatives. Bioorganic Chemistry 41:1–5.
- Ishikawa, H., Sugiyama, T., Yokoyama, A. (2013). Synthesis of 2,3bis(halomethyl)quinoxaline Derivatives and Evaluation of Their Antibacterial and Antifungal Activities. Chemical and Pharmaceutical Bulletin 61(4), 438–444.