Study on anti-HIV activity of diarylaniline derivative compounds by using quantitative structure-activity relationship (QSAR) -(4′-Cyanophenyl)-5-(4″-cyanovinyl-2″,6″-dimethyl-phenoxy)-4-hydroxyethylbenzene-1,2-diamine). Keywords: diarylaniline; anti-HIV; QSAR ABSTRAK Telah dilakukan kajian terhadap aktivitas anti-HIV dari senyawa turunan diaril anilina menggunakan model hubungan kuantitatif struktur-aktivitas (HKSA). Struktur senyawa dan aktivitas anti-HIV

In this study, we make QSAR models from 29 of BA derivatives’ HIV maturation inhibition activities against their 3D descriptors. The best model involve 5 descriptors as follows: 1/log EC50 = -462.275 + (69.213 × TDB6u) + (723.745 × TDB6e) + (-0.576 × FPSA-3) + (0.849 × RDF140u) + (0.302 × RDF80e) r2 training = 0.7918; Q2 test = 0.9644; r2test = 0.9798; and r2m-test = 0.9445 TDB6u and TDB6e are the 3d topological distance-based autocorrelation-lag 6 /unweighted and weighted by Sanderson electronegati-vities, respectively. FPSA-3 is the value of charge weighted partial positive surface area / total molecular surface area. RDF140u is radial distribution function-140 / unweighted. RDF80e is radial distribution function-080/weighted by relative Sanderson electronegativities. The QSAR model was then used to design and predict some of the new BA derivatives’ HIV maturation activities. The best predicted compound had pEC50 value of -0.838 and EC50 value of 0.064 nM with the chemical IUPAC name of 4‐[(1R, 3aR, 5aR, 5bR, 7aS, 11aR, 11bS, 13aS,13bS)‐5a, 5b, 8, 8, 11b pentamethyl‐1‐(prop‐1‐en‐2‐yl)‐3a[({2‐[4‐(pyrimidin2yl)piperazin-1-yl]ethyl}amino) methyl]‐icosahydro‐1H-cyclopenta[a]chrysen‐9‐yl]benzoic acid. We also suggest the synthetic route to the proposed compound.

Study on cytotoxicity of diarylaniline derivatives by using quantitative structure-activity relationship (QSAR) has been done. The structures and cytotoxicities of diarylaniline derivatives were obtained from the literature. Calculation of molecular and electronic parameters was conducted using Austin Model 1 (AM1), Parameterized Model 3 (PM3), Hartree-Fock (HF), and density functional theory (DFT) methods. Artificial neural networks (ANN) analysis used to produce the best equation with configuration of input data-hidden node-output data = 5-8-1, value of r 2 = 0.913; PRESS = 0.069. The best equation used to design and predict new diarylaniline derivatives. The result shows that compound N1-(4′-Cyanophenyl)-5-(4″-cyanovinyl-2″,6″-dimethyl-phenoxy)-4-dimethylether benzene-1,2-diamine) is the best-proposed compound with cytotoxicity value (CC 50 ) of 93.037 μM.Keywords : diarylaniline, cytotoxicity, QSAR, ANN ABSTRAK Kajian terhadap sitotoksisitas turunan diarilanilina menggunakan hubungan kuantitatif strukturaktifitas (HKSA) telah dilakukan. Struktur dan sitotoksisitas dari turunan diarilanilina diperoleh dari literatur. Perhitungan parameter molekuler dan elektronik dilakukan dengan metode Austin Model 1 (AM1), Parameterized Model 3 (PM3), Hartree-Fock (HF), dan density functional theory (DFT). Analisis jaringan syaraf tiruan (JST) digunakan untuk menghasilkan persamaan terbaik dengan konfigurasi dari input data-hidden node-output data = 5-8-1, nilai r 2 = 0,913; PRESS = 0,069. Persamaan terbaik tersebut kemudian digunakan untuk merancang dan memprediksi senyawa-senyawa turunan diarilanilina yang baru. Hasil yang diperoleh menunjukkan bahwa senyawa N 1 -(4′-sianofenil)-5-(4″-sianofinil-2″,6″-dimetil-fenoksi)-4-dimetileter benzena-1,2-diamina) adalah senyawa usulan terbaik dengan nilai sitotoksisitas (CC 50 ) sebesar 93,037 μM.

Modeling of the relationship between structure and cytotoxicity has helped in the process of designing safer new drug compounds. In this study, modeling was carried out between the structures of 29 betulinic acid derivatives with their cytotoxicity. The modeling is done by using multiple linear regression (MLR) techniques. In the model, an equation is obtained by involving five descriptors and has statistical parameters as r2training of 0.776; Fcal/Ftab of 4.503; r2test of 0.985; r2m of 0.971. The five descriptors involved in the equation are TDB2e (3D topological distance-based autocorrelation-lag 2/weighted by Sanderson electronegativities), TDB9s (3D topological distance-based autocorrelation-lag 9/weighted by I-state), RDF50m (radial distribution function-050/weighted by relative mass), RDF140m (radial distribution function-140/weighted by relative mass), and RDF10s (radial distribution function-010/weighted by relative I-state). The equation could be used to design the new betulinic acid derivatives with lower predicted cytotoxicities regarding the coefficients of the descriptors. In this case, the new substituent is chosen to enhance the value of RDF140m and RDF10s, while also to make the value of TDB23, TDB9s, and RDF50m getting lower, so the CC50 value will rise (the compound become less toxic to the normal cell).

This research predicts electronic properties (HOMO ILUMO energy diagram, UV-Vis spectrum, and the density of the HOMO / LUMO orbital) of cyanidin and petunidin organic dye compounds supported by TiO2. This system is modelled by interacting dyestuff compounds with the simplest TiO2 units to predict the effect of these dyes so that they can be applied in cells solar dye. A dye-sensitized solar cell is one generation of solar cells that has been widely studied to date. This solar cell uses substances colour as a sensitizer and become very interesting to be developed because of this requires low production costs but is able to produce performance pretty good. In this study computational calculations are performed using Gaussian 09W software with TD-DFT method (theory and base set B3LYP / 6-3 1G (d, p) for all atoms. The UV-Vis spectrum of cyanidin and petunidin compounds computed by computation light at wavelengths of 458.82 nm (cyanidin), 813.13 nm (cyanidin-TiO2) and 462.35 nm (petunidin), 782.83 nm (petunidin-TiO2). HOMO / LUMO energy diagram for cyanidin and cyanidin-TiO2 gives band gap of 1.9203 eV and 1.458 eV, respectively. Whereas petunidin and petunidin-TiO2 give band gap respectively of 1.9010 eV and 1.5477 eV.