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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Sikka, Manisha Chopra, Madhu Chhikara, Aruna Behl, Gautam |
| Description | Country affiliation: India Author Affiliation: Behl G ( Department of Chemistry, Dyal Singh College, University of Delhi, Lodhi Road, Delhi 110003, India.); Sikka M ( Dr. B.R. Ambedkar Center for Biomedical Research, University of Delhi, Delhi 110007, India.); Chhikara A ( Department of Chemistry, Dyal Singh College, University of Delhi, Lodhi Road, Delhi 110003, India. Electronic address: arunachhikara@gmail.com.); Chopra M ( Dr. B.R. Ambedkar Center for Biomedical Research, University of Delhi, Delhi 110007, India. Electronic address: mchopradu@gmail.com.) |
| Abstract | HYPOTHESIS: Click chemistry has found wide application in drug discovery, bioconjugation reactions, polymer chemistry and synthesis of amphiphilic materials with pharmaceutical and biomedical applications. Triazole substitution via a click reaction alters photophysical properties of coumarin. Both coumarin and triazole moieties participate in π-π stacking interactions. Hence it should be possible to prepare fluorescent self-assembly systems by conjugation of coumarin to poly (ethylene glycol) (PEG) via click reactions exhibiting hydrophilic, hydrophobic and π-π stacking interactions. Moreover, the materials can be suitable platforms to assess fluorescence modulation effect of triazole substitution on coumarins. EXPERIMENTS: PEG supported coumarin conjugates were synthesized and the fluorescence modulation effect of the formation of triazole on coumarin was assessed. Their aggregation properties were studied by surface tension measurements, dynamic light scattering (DLS), transmission electron microscopy (TEM), fluorescence and (1)H NMR spectroscopy. FINDINGS: The conjugates were found to form nanoaggregates in the size range of 100-120 nm with a negative free energy of micellization (~-27 kJ mol(-1)) confirming aggregation and self-assembly. The Quantum yield of 4-methyl-7-propargylcoumarin (7P4MC) was enhanced after triazole formation with azide functionalized PEG (methoxy-PEG350 azide). The conjugates were found to exhibit π-π stacking interactions in addition to hydrophilic and hydrophobic interactions. They were found to be biocompatible with human pancreatic cancer cells. |
| ISSN | 00219797 |
| Volume Number | 416 |
| e-ISSN | 10957103 |
| Journal | Journal of Colloid and Interface Science |
| Language | English |
| Publisher | Elsevier |
| Publisher Date | 2014-02-15 |
| Publisher Place | United States |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Coumarins Chemistry Drug Carriers Chemical Synthesis Nanostructures Polyethylene Glycols Triazoles Azides Biocompatible Materials Cell Line, Tumor Cell Survival Drug Effects Click Chemistry Pharmacology Flocculation Humans Hydrophobic And Hydrophilic Interactions Magnetic Resonance Spectroscopy Microscopy, Electron, Transmission Ultrastructure Thermodynamics Journal Article Research Support, Non-u.s. Gov't Discipline Colloid & Interface Science |
| Content Type | Text |
| Resource Type | Article |
| Subject | Surfaces, Coatings and Films Colloid and Surface Chemistry Biomaterials Electronic, Optical and Magnetic Materials |
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