Synthesis of Monastrol, Kinesin-5 inhibitör and ınvestigation of its charge transfer complexes

Year 2016, Volume: 20 Issue: 3, 425 - 431, 01.12.2016

Mustafa Arslan Nurcan Berber

https://doi.org/10.16984/saufenbilder.67697

Abstract

Monastrol which is a kinesin-5 inhibitor have been synthesized using 3-hydroxybenzaldehyde, thiourea and ethylasetoasetate in the presence of Alumina Sulphonic Acid (ASA) catalyst in solvent free system. Charge transfer complexes between monastrol as a donor and acceptors such as tetracyanoquinomethane (TCNQ) and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) have been studied spectrophotometrically in acetonitrile at 21 ^oC. The stoichiometry of the complexes was found to be 1:1 ratio by the Job method between donor and acceptors with the maximum absorption band at a wavelength of 742nm and 546nm respectively. The equilibrium constants were determined by Benesi-Hildebrand and thermodynamic parameters of the complexes by Van’t Hoff equation.

Keywords

Spectrophotometer, charge transfer complexes, monastrol, TCNQ, DDQ

Kinesin-5 inhibitörü olan Monastrol bileşiğinin sentezi ve yük transferi kompleks etkileşmelerinin incelenmesi

Abstract

Kinesin-5 inhibitörü olarak kullanılan Monastrol, çözücüsüz ortamda alümina sülfonik asit (ASA) katalizörü varlığında 3-hidroksibenzaldehit, tiyoüre ve etilasetoasetat kullanılarak sentezlenmiştir. Elektron verici (Donör, D) olarak monastrol, elektron alıcı (Akseptör, A) olarak tetrasiyanoquinometan (TCNQ) kullanılmış ve bunlar ile 2,3-dikloro-5,6-disiyano-p-benzokinon (DDQ) bileşikleri arasındaki yük transfer kompleksleri asetonitril içinde 21 °C'de spektrofotometrik olarak incelenmiştir. Komplekslerin stokiyometrisi, Job yöntemi kullanılarak incelenmiş, elektron verici ve alıcılar arasında TCNQ ile 742 nm ve DDQ ile 546 nm dalga boyunda maksimum absorbsiyon bandında 1:1 oranında olduğu bulunmuştur. Komplekslerin denge sabiti Benesi-Hildebrand ve termodinamik parametreleri Van't Hoff denklemi ile belirlenmiştir.

Keywords

Spektrofotometre, yük transfer kompleksleri, monastrol, TCNQ, DDQ

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