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Doctoral Thesis
DOI
10.11606/T.46.1991.tde-12112014-113312
Document
Author
Full name
Dalva Lucia Araujo de Faria
E-mail
Institute/School/College
Knowledge Area
Date of Defense
Published
São Paulo, 1991
Supervisor
Committee
Santos, Paulo Sergio (President)
Alves, Oswaldo Luiz
Gushikem, Yoshitaka
Nascimento, Otaciro Rangel
Toma, Henrique Eisi
Title in Portuguese
Investigação espectroquimica de difosfato de cloroquina e de difosfato de primaquina
Keywords in Portuguese
Anti maláricos
Cloroquina
Espectroscopia
Físico-química
Primaquina
Raman
Abstract in Portuguese
Difosfato de Primaquina, seu cátion radical e difosfato de Cloroquina foram estudados por espectroscopia no visível/UV, de emissão, vibracional (Raman, IV e IVP) e RPE além de captação de oxigênio, espectroeletroquímica e termogravimetria; um cálculo semiempírico usando o programa MOPAC também foi realizado. Concluiu-se que a forma duplamente protonada do DPQ. é oxidada a um radical que absorve fortemente no visível (552 nm). Tal espécie é altamente reativa e é possível que a principal causa de seu decaimento com o tempo seja a reação com outras moléculas da droga. A forte dependência do espectro eletrônico do DPQ com o pH pode ser atribuído ao aumento na basicidade no estado excitado, o que daria à banda de menor energia do espectro, um certo caráter de transferência de carga interna. Cloroquina foi estudada adsorvida em um eletrodo de prata e pode-se mostrar que a espécie adsorvida é a monoprotonada e que a interação se dá inicialmente pelo átomo de ni trogênio quinolínico mas, à medida em que o potencial é variado ela tende ao posicionamento paralelo à superfície do eletrodo, o que pode ser detectado pelos deslocamentos nas frequências do espectro SER
Title in English
Spectrochemical investigation of chloroquine diphosphate and primaquine diphosphate
Keywords in English
Chloroquin
Physical chemistry
Primaquine
Raman
Spectroscopy
Abstract in English
Primaquine diphosphate, its cation radical and chloroquine diphosphate have been studied by vis-UV, emission, vibrational (IR and NIR) and EPR spectroscopy as well as oxygen uptake, spectroelectrochemistry and thermogravimetry; . a semiempirical calculation was performed too. It was shown that the doubly protonated form of DPQ is oxidized to a radical that absorbs in the visible region (552 nm). Such a species is highly reactive and its time decay is mainly due to its interaction with the non-oxidized drug. The strong dependence of the DPQ absorption spectra wi th the pH can be assigned . to a high enhancement of the drug basicity and a certain degree of internal charge transfer occur. Choroquine was studied adsorbed on a silver electrode where it was shown that the adsorption occurs by means of the single protonated form and initially through the quinolinic ni trogen atom but increasing the applied potential i t goes to a flat posi tion what can be inferred from frequencies shifts in the SER spectra
 
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Publishing Date
2014-11-12
 
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