• Bambang Wijianto Faculty of Pharmacy, Universitas Gadjah Mada Yogyakarta 55281 and University of Tanjungpura, Pontianak, Indonesia
  • RITMALENI . Faculty of Pharmacy, Universitas Gadjah Mada Yogyakarta 55281 and University of Tanjungpura, Pontianak, Indonesia
  • HARI PURNOMO Faculty of Pharmacy, Universitas Gadjah Mada Yogyakarta 55281 and University of Tanjungpura, Pontianak, Indonesia
  • ARIEF NURROCHMAD Faculty of Pharmacy, Universitas Gadjah Mada Yogyakarta 55281 and University of Tanjungpura, Pontianak, Indonesia



In silico, In vitro,, 2,6-bis((E)-3,5-dibromo-4-hydroxybenzylidene)cyclohexan-1-one, Antibacterial


Objective: The objective of this research was to design a new analogue compound, hexagamavunon (HGV).

Methods: New design of analogue compound, HGV, was performed by QSAR study using BuildQSAR program. In this QSAR study, parameterized model (PM3) method using the Polak-Ribière algorithm was applied to calculate the optimal geometric structures of the used compounds. The new analogue compound, HGV had been synthesized using aldol condensation reaction. The assay of antibacterial activities was performed using the dilution method. Molecular operating environment (MOE) program was used for protocol docking.

Results: The results of QSAR study reveal the good relationship of antibacterial activities. The in vitro antibacterial activities of 2,6-bis((E)-3,5-dibromo-4-hydroxybenzylidene) cyclohexan-1-one (A113) indicates the good potential to against S. aureus, B. subtilis and E. coli with IC50 27.3 μg/ml, 30.9 μg/ml, 32 μg/ml respectively. This is in accordance with the in silico evaluation showing that 2,6-bis((E)-3,5-dibromo-4-hydroxybenzylidene) cyclohexan-1-one has lower docking score than both amoxicillin and cefoxitin do as the native ligand of receptor 3MZE.

Conclusion: Based on in silico and in vitro assay, 2,6-bis((E)-3,5-dibromo-4-hydroxybenzylidene) cyclohexan-1-one (A113) has good antibacterial activities against S. aureus, B. subtilis, and E. coli.


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Author Biography

Bambang Wijianto, Faculty of Pharmacy, Universitas Gadjah Mada Yogyakarta 55281 and University of Tanjungpura, Pontianak, Indonesia

I am a lecturer in Pharmacy Chemistry Department of Medical faculty of Tanjungpura University


Sardjiman, Reksohadiprojo MS, Hakim L, Van der Goot H, Timmerman H. 1,5-Diphenyl-1,4-pentadiene-3-ones and cyclic analogues as antioxidative agents. Synthesis and structure-activity relationship. Eur J Med Chem 1997;32:625-30.

Purwanggana A, Mumpuni E, Mulatsari E. In vitro and in silico antibacterial activity of 1.5-bis (3’-ethoxy-4’-hydroxyphenyl)-1-4-pentadiene-3-one. Int J Pharm Pharm Sci 2018;10:70-6.

Sardjiman, Yuliarti NN, Sasmito, Nugroho EA. Synthesis and evaluation of antioxidant and anti-inflammatory activities of 2-(4’-dimethylamino-benzylidenen)-6-benzylidene cyclohexanone. Indonesian J Pharm 2013;24:198-205.

McGhie EJ, Brawn LC, Hume PJ, Humphreys D, Koronakis V. Salmonella takes control: effector-driven manipulation of the host. Curr Opin Microbiol 2009;12:117-24.

Hai-long Z, Shimin C, Yalan L. Some Chinese folk prescriptions for wind-cold type common cold. J Tradit Complement Med 2015;5:135-7.

Ortayli N, Ringheim K, Collins L, Sladden T. Sexually transmitted infections: progress and challenges since the 1994 international conference on population and development (ICPD). Contraception 2014;90 Suppl 6:S22-S31.

Lenin HH, Lauro FV, Elodia GV, Maria LR, Socorro HM, Regina CC. Antibacterial activity exerted by some Diazabicyclo-steroid derivatives against Staphylococcus aureus and Streptococcus pneumoniae. Orient J Chem 2017;33:2647-67.

Michna RH, Zhu B, Mader U, Stulke J. Subti wiki 2.0--an integrated database for the model organism Bacillus subtilis. Nucleic Acid Res 2016;44:D654-D662.

Prawono HD, Tahir I, Widiatmoko A. Quantitative relationship of electronic structure and inhibition activity of curcumin analogs on ethoxyresorufin O-dealkylation (EROD) reaction. Indonesia J Chem 2010;7:78-82.

Istyastono EP, Martono S, Prawono HD, Tahir I. Quantitative structure-activity relationship analysis of curcumin and its derivatives as GST inhibitors based on computational chemistry calculation. Indonesia J Chem 2013;3:179-86.

Dharajiya D, Jasani H, Khatrani T, Kapuria M, Pachchigar K, Patel P. Evaluation of antibacterial and antifungal activity of fenugreek (Trigonella foenum-graecum) extracts. Int J Pharm Pharm Sci 2016;8:212-7.

Dharajiya D, Patel P, Patel M, Moitra N. In vitro antimicrobial activity and qualitative phytochemical analysis of Withania somnifera (L.) dunal extracts. Int J Pharm Sci Rev Res 2014;27:349-54.

Nicola G, Joshua T, Pratt RF, Nicholas RA, Davies C. Crystal structures of covalent complexes of β-lactam antibiotics with Escherichia coli penicillin-binding protein 5: toward an understanding of antibiotic specificity. Biochemistry 2010;49:8094-104.

Kubinyi H. Quantitative structure-activity relationships. 2. A mixed approach, based on hansch and free-wilson analysis. J Med Chem 1976;5:587-600.

Yuniarti N, Nugroho PA, Asyhar A, Sardjiman, Ikawati Z, Istyastono EP. In vitro and in silico studies on curcumin and its analogues as dual inhibitors for cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2). ITB J Sci 2012;44A:51-66.

Syahri J, Yuanita E, Nurohmah BA, Wathon MH, Syafri R, Armunanto R, et al. Chalcone analogue as potent anti-malarial compounds against Plasmodium falciparum: synthesis, biological evaluation, and docking simulation study. Orient J Chem 2017;33:29-40.

Korb O, Stutzle T, Exner TE. Empirical scoring functions for advanced protein-ligand docking with PLANTS. J Chem Inf Model 2009;49:84-96.

Kumar KM, Anitha P, Sivasakthi V, Bag S, Lavanya P, Anbarasu A, et al. In silico study on penicillin derivatives and cephalosporins for upper respiratory tract bacterial pathogens. 3 Biotech 2014;4:241-51.

Balavignesh V, Srinivasan E, Ramesh Babu NG, Saravanan N. Molecular docking study on NS5B polymerase of hepatitis c virus by a screening of volatile compounds from acacia concinna and ADMET prediction. Int J Pharm Life Sci 2013;4:2548-58.

Thangavelu P, Chellapa S, Thangavel S. Synthesis, evaluation and docking studies of novel formazan derivatives as an enoyl-ACP reductase inhibitor. Int J Pharm 2018;8:56-61.



How to Cite

Wijianto, B., R. ., H. PURNOMO, and A. NURROCHMAD. “IN SILICO AND IN VITRO ASSAY OF HGV ANALOGUE AS ANTIBACTERIAL”. International Journal of Pharmacy and Pharmaceutical Sciences, vol. 11, no. 3, Mar. 2019, pp. 78-85, doi:10.22159/ijpps.2019v11i3.30581.



Original Article(s)