BENİDİPİNİN HOMA VE BIRD AROMATİKLİK ENDEKSLERİ, NLO VE NBO ÖZELLİKLERİNİN HESAPLANMASI

Year 2024, Volume: 23 Issue: 46, 373 - 389, 27.12.2024

Fatma Kandemirli , Derya Hilal Tuncel , Fatma Genç

https://doi.org/10.55071/ticaretfbd.1480229

Abstract

1,4-dihidropiridin'in türevi olan benidipin hidroklorür, bir kalsiyum kanal bloker antihipertansif ilaçtır. Benidipin (BEN) ve BENHCl bileşiklerinin aromatiklik, doğal bağ orbital (NBO) ve Doğrusal Olmayan Optik (NLO) parametrelerinin özellikleri, yoğunluk fonksiyonel teorisi (DFT) elektronik yapı yöntemi kullanılarak teorik olarak araştırıldı. Ortak aromatiklik indeksi değerlerinden Harmonik Osilatör Aromatiklik Modeli (HOMA) ve elektronik delokalizasyon için BIRD's (Aromatiklik İndeksi), BEN ve BENHCl bileşiklerinde nitrofenil grubunun aromatikliğinin daha yüksek olduğunu, ayrıca gaz fazındaki aromatik de su, oktanol ve DMF fazındakinden daha yüksektir. BEN bileşiğinde ortamın dielektrik sabiti arttıkça aromatiklik farkının bir miktar arttığı gözlendi. BEN bileşiğinde nitrofenil grubu için HOMA değerleri ile aromatik dalgalanma indeksi (FLU), para delokalizasyon indeksi (PDI) ve para-lineer yanıt (PLR) arasındaki korelasyon katsayısı fenil grubuna göre daha yüksektir. Donör-alıcı geçişleri, stabilizasyon enerjileri, molekül içi yük transferi ve doğal popülasyon analizleri ile belirlendi. BEN ve BENHCl bileşiğinin dipol momenti, polarizasyon ve birinci dereceden hiperpolarizasyon değerleri gibi NLO parametreleri de incelenmiştir.

Keywords

NLO, Benidipin, HOMA, BIRD, doğal bağ orbital

CALCULATION OF HOMA AND BIRD AROMATICITY INDICES, NLO AND NBO PROPERTIES OF BENIDIPINE

Abstract

Benidipine hydrochloride, being the derivate of 1,4-dihydropyridine is a calcium channel blocker antihypertensive drug. The aromaticity, natural bond orbital (NBO) and Nonlinear Optical (NLO) parameters properties of Benidipine (BEN) and BENHCl compounds were theoretically investigated using density functional theory (DFT) electronic structure method. Among the values of common aromaticity indices, the Harmonic Oscillator Aromaticity Model (HOMA) and BIRD's (Aromaticity Index) for electronic delocalization show that the aromaticity of the nitrophenyl group is higher in BEN and BENHCl compounds, and also the aromaticity in the gas phase is higher than that in water, octanol and DMF phase. In compound BEN, it was observed that as the dielectric constant of the medium increased, the aromaticity difference increased slightly. In the compound BEN, the correlation coefficient between HOMA values and aromatic fluctuation index (FLU), para delocalization index (PDI) and para-linear response (PLR) for the nitrophenyl group is higher than that the phenyl group. Donor-acceptor transitions, stabilization energies, intramolecular charge transfer were determined by natural population analyses. NLO parameters such as dipole moment, polarisibility and first order hyperpolarizability values of the BEN and BENHCl compound were also studied.

Keywords

Benidipidine, HOMA, BIRD, natural bond orbital, NLO

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