Investigation of Structural, Spectral, Biological Activity of Monohydrous Dihydrogen Phosphate Salt of Ciprofloxacin: Computational and Molecular Docking Study

Öz

The present study describes the synthesis, spectroscopic and biological activity of Monohydrous Dihydrogen Phosphate Salt of Ciprofloxacin (MDPSC). The asymmetrical part of the unit cell contains one ciprofloxacin cation, one dihydrogen phosphate anion and one water molecule. The techniques used for the characterization are single crystal X-ray diffraction and spectroscopic method (IR, UV) and thermal analysis. The molecular structure was theoretically optimized using DFT/B3LYP/6-31G(d,p) methods for ground state, and compared with experimental values. Scaled theoretical vibrational frequencies are compared with experimental values. The UV-Vis results that experimentally obtained are compared with the calculated electronic properties such as HOMO and LUMO energies and the MEP are also investigated. The vibrational frequences has been studied by comparing the characteristic bands related to the functional groups of the compound and the ciprofloxacin. Thermal properties have been investigated with TGA. Biological study of the complex against Staphylococcus aerous, Escherichia coli, Candida Albicans, Bacillus Subtilis, Pseudomonas aeruginosa and Aspergillus Flavus showed very strong antibacterial activity with MIC values ranging from 512 µg mL^-1 to 1 µg mL^-1. The optimized complex is docked to the 5J9B, 5BMM, 5HTG, 1ZUV, 4F0V and 4YNU. 

Anahtar Kelimeler

• Ciprofloxacin,X-ray diffraction,Spectral analysis,Antimicrobial activity,Molecular Modelling

Siprofloksasinin Monohidröz Dihidrojen Fosfat Tuzunun Yapısal, Spektral, Biyolojik aktivitesinin araştırılması: Hesaplamalı ve Moleküler Yerleştirme Çalışması

Öz

Bu çalışma, Siprofloksasinin Monohidöz Dihidrojen Fosfat Tuzunun (MDPSC) sentezini, spektroskopik ve biyolojik aktivitesini açıklar. Birim hücrenin asimetrik kısmı bir siprofloksasin katyonu, bir dihidrojen fosfat anyonu ve bir su molekülü içerir. Karakterizasyon için kullanılan teknikler, tek kristalli X-ışını kırınımı ve spektroskopik yöntem (IR, UV) ve termal analizdir. Moleküler yapı teorik olarak taban durumu için DFT/B3LYP/6-31G(d, p) yöntemleri kullanılarak optimize edildi ve deneysel değerlerle karşılaştırıldı. Ölçekli teorik titreşim frekansları deneysel değerlerle karşılaştırıldı. Deneysel olarak elde edilen UV-Vis sonuçları, HOMO ve LUMO enerjileri ve MEP gibi hesaplanan elektronik özelliklerle karşılaştırıldı. Titreşim frekansları, bileşiğin ve siprofloksasinin fonksiyonel gruplarıyla ilgili karakteristik bantların karşılaştırılmasıyla çalışılmıştır. TGA ile termal özellikler incelenmiştir. Kompleksin Staphylococcus aerous, Escherichia coli, Candida Albicans, Bacillus Subtilis, Pseudomonas aeruginosa ve Aspergillus Flavus'a karşı yapılan biyolojik çalışma, MIC değerleri 512 µg mL^-1 ila 1 µg mL^-1 arasında değişen çok güçlü bir antibakteriyel aktivite göstermiştir. Optimize edilmiş kompleks, 5J9B, 5BMM, 5HTG, 1ZUV, 4F0V ve 4YNU’ya yerleştirilmiştir. 

Anahtar Kelimeler

• Siprofloksasin,X ışını kırınımı,Spektral analiz,Antimikrobiyal aktivite,Moleküler Modelleme

Kaynakça

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