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Title: | Synthesis, photochromic and biological activities of spiropyran derivatives |
Authors: | Rumaisa binti Nordin (P60809) |
Supervisor: | Mohamad Azwani Shah Mat Lazim, Dr. |
Keywords: | Spiropyran derivatives Pharmaceutical chemistry |
Issue Date: | 10-Apr-2014 |
Description: | A series of photochromic spiropyran (SP) have been synthesized by one-step reaction of substitute dihydroxyl benzaldehyde and Fisher base derivatives using reflux heating and gamma radiation techniques. The products obtained were characterized by Fourier Transform Infra Red-Near Infra Red (FTIR-NIR), Nuclear Magnetic Resonance (NMR) and Mass Spectroscopy (MS). Only SP (A) derivative was chosen for the photochromic and biological activities study due to the high yield (76%) obtained. In photochromic study, SP (A) was able to undergo isomerization into its colored merocyanine form after being induced by irradiation under UV light (265 nm). This merocyanine form can be distinguished from spiropyran by confirming the emergence of new C=O bond and disappearance of Cspiro-O bond in the spectrum. Meanwhile, in metallochromic activity, all divalent metal ions exhibited strong absorption peaks range from 400-460 nm due to the new formation of complex MC-M. This remarkable metallochromic effects have also been reported to detect up to 1 x 10-1 M (detection limit) of each metal ions. As for the ionochromic activity, the acidic environment was preferred for the isomerization to take place. Thus, this proves that the changes in molecular environment can also promote the transformation and specific interaction on spiropyran state form. Another subsequent approache that has been evaluated was immobilizing the spiropyran within polymethylmethylane (PMMA) in order to observe their potential application on detection of metal ions. SP-PMMA film was observed through Scanning Electronic Microscopy (SEM) which showed the porosity was increased and formed a honeycomb like film after the isomerization of spiropyran to merocyanice system. Finally, in biological activity, the viability towards both prostate and colon cancer cell line presented the idea of SP (A) to be a moderate potent activity (IC50 ± 15 µg/ml) towards both cell lines.,Master |
Pages: | 121 |
Call Number: | QD715.R844 2014 tesis |
Publisher: | UKM, Bangi |
Appears in Collections: | Faculty of Science and Technology / Fakulti Sains dan Teknologi |
Files in This Item:
File | Description | Size | Format | |
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ukmvital_75482+Source01+Source010.PDF Restricted Access | 3.33 MB | Adobe PDF | View/Open |
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