Uji Aktivitas Antibakteri 1-[(Kuinazolin-4-on-2-il)metil]piridin-1-ium Bromida dan 2-Bromometilkuinazolin-4-on

Authors

Hayun Hayun, Fakultas Farmasi Universitas Indonesia, Depok. 16424Follow
Arif Arrahman, Fakultas Farmasi Universitas Indonesia, Depok. 16424
Herman Suryadi, Fakultas Farmasi Universitas Indonesia, Depok. 16424
Arry Yanuar, Fakultas Farmasi Universitas Indonesia, Depok. 16424

Abstract

Antibacterial activity tests of quinazolin-4-one derivates: 1-[(6-nitroquinazolin-4one-2-yl)methyl]piridin-1-ium bromide (1), 1-[(6-aminoquinazolin-4-on-2-yl)methyl] piridin-1-um bromide (2), 2-bromomethylquinazolin-4-one (3) and 2-bromomethyl-6nitroquinazolin-4-one(4) with trimethoprim (5) as a positive standard were conducted. The antibacterial activity tests were carried out using disc diffusion method againts E.coli, S.aureus and S.thyposa, and determination of minimum inhibitory concentration (MIC). The results showed that compounds 1 and 2 are inactive as antibacterial, whereas compounds 3 and 4 are active.The activities to E.coli were ¼ times the activity of trimethoprim (MIC : 5 x 102 µg/ml compared to 1.25 x 102 µg/ml ). The activity to S. typhosa were ½-1 times the activity of trimethoprim (MIC: 2.5 and 1.25x102 µg/ml compared to 1.25x102 µg/ml); but they are not active to S. aureus. Trimethoprim active to S. aureus with MIC : 0.62 x102 µg/ ml.

Bahasa Abstract

Telah dilakukan uji aktivitas antibakteri dari senyawa turunan kuinazolin-4-on: 1-[(6-nitrokuinazolin-4-on-2-il)metil]piridin-1-ium bromida (1), 1-[(6-aminokuinazolin-4-on-2-il)metil]piridin-1-ium bromida (2), 2-bromometilkuinazolin-4-on (3) dan 2-bromometil-6-nitrokuinazolin-4-on (4) dengan trimetoprim (5) sebagai standar positif. Uji aktivitas antibakteri dilakukan dengan metoda difusi cakram terhadap E. coli, S. thyposa dan S. aureus, dan menentukan kadar hambat minimal (KHM). Hasil penelitian menunjukkan bahwa senyawa 1 dan 2 tidak aktif sebagai antibakteri, sedangkan senyawa 3 dan 4 aktif. Aktivitas pada E. coli ¼ kali aktivitas trimetoprim (KHM: 5 x102 µg/ml dibanding 1,25 x102 µg/ml). Aktivitas pada S. typhosa ½-1 kali aktivitas trimetoprim (KHM berturut-turut: 2,5 dan 1,25 x102 µg/ml dibanding 1,25 x102 µg/ml); tetapi tidak aktif pada S. aureus. Trimetoprim aktif pada S. aureus dengan KHM: 0,62 x102 µg/ml.

References

Alptüzün, V., Parlar, S., Taşlı, H. and Erciyas, E. (2009). Synthesis and Antimicrobial Activity of Some Pyridinium Salts. Molecules, 14, 5203-5215

Alagarsamy, V., Shankar, D., Solomon, V.R., Parthiban, P., and J.C., Singh, J.C.H. (2010). Synthesis of 4-(2-ethylphenyl)-1-substituted (1,2,4) triazoloquinazolin-5(4H)-ones for their H1-Antihistamine Activity. International Journal Drug Design and Discovery, 1 (1), 49-56

Hameed, S., Saeed, M., Khan, A., Ahmed, M., Nizami, S.S., Kazmi, M.H. (1994). Synthesis and Antibacterial Activity of Picolin Derivatives. Journal of Islamic Academic of Sciences, 7(1), 26-29

Hayun., Hudiyono, S., Hanafi, M., and Yanuar, A. (2012). Synthesis and COX-2 Inhibitory Activity of 4-[(E)-2-(4-Oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)ethenyl]benzene-1-sulfonamideand Its Analogs. Pharmaceuticals, 5, 1282-1290

Hayun., Arrahman, A., Suryadi, H., and Yanuar, A. (2014). Microwave Assisted Synthesis of Pyridin-1-ium Salt of 6-Nitroquinazolin-4-one and Synthesis of its 6-Amino Analog under Ultrasonic Irradiation. Asian Journal Chemistry, 26 (23), 7904-06

Jayatissa, R.N., Perera, R.P., Hettiarachchi, C.M., Weerawarna, P.M. (2012). In Vitro Antibacterial Activity of 4-Phenyl-1-(2-phenylallyl)pyridinium bromide: A Novel Class of Pyridinium Based Antibacterial Compounds. Indian Journal Microbiology, 52(1), 83–87

Johnson, T. and C, Case. (1995). "Chemical Methods of Control," adapted from Laboratory Experiments in Microbiology, Brief Edition, 4th ed. Redwood City, CA: Benjamin/Cummings Publishing Co., available online from The NationalHealth Museum, Access Excellence Activities Exchange [accessed October 19, 2014] http://www.accessexcellence.org/AE/AEC/CC/chance_activity.html.

Pattan, S.R, Reddy, V.V.K., Manvi, F.V., Desai, B.G and Bhat, A.R.(2006). Synthesis of N-3(4-(4-chlorophenyl thiazol-2-yl-)-(2-(amino)methyl)-quinazolin-4(3H)-one and their Derivatives for Antitubercular Activity. Indian Journal of Chemistry, 45B, 1778-1781.

Srivastav, M., Salahuddin, M.D., and Shantakumar, S.M. (2009). Synthesis and anti-inflamatory Activity of Some Novel 3-(6-Substituted-1,3-benzothiazole-2-yl)-2-[{(4-substituted phenyl)amino}methyl]quinazolin-4(3H)-ones. E-Journal of Chemistry, 6(4), 1055-1062.

Thorsteinsson, T., Masson, M., Kristinsson, K.G., Hjalmarsdottir, Hilmarsson & Loftsson. (2003). Soft Antimicrobial Agents: Synthesis and Activity of Labile Environmentally Friendly Long Chain Quarternary Ammonium Compounds. Journal of Medicinal Chemistry, 46, 4173-4181.

Wilkinson, J.M. (2006). Modern Phytomedicine: Methods for Testing The Antimicrobial Activity of Extracts. Weinheim:Wiley-VCH Verlag GmbH & Co. KgaA.

Recommended Citation

Hayun, Hayun; Arrahman, Arif; Suryadi, Herman; and Yanuar, Arry (2014) "Uji Aktivitas Antibakteri 1-[(Kuinazolin-4-on-2-il)metil]piridin-1-ium Bromida dan 2-Bromometilkuinazolin-4-on," Pharmaceutical Sciences and Research: Vol. 1: No. 1, Article 1.
DOI: 10.7454/psr.v1i1.3303
Available at: https://scholarhub.ui.ac.id/psr/vol1/iss1/1