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

Year 2020, Volume: 32 Issue: 1, 42 - 51, 31.03.2020

Tuğba Aycan , Filiz Öztürk , Nilgün Özdemir Hümeyra Paşaoğlu

https://doi.org/10.7240/jeps.580978

Abstract

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. 

Keywords

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

Supporting Institution

Ondokuz Mayıs Üniversitesi

Project Number

PYO.FEN.1904.15.022

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

Abstract

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. 

Keywords

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

Project Number

PYO.FEN.1904.15.022

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