Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 21, Pages 3459-3469Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob42600a
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Funding
- DST (SERB)
- CSIR (India)
- UGC (India)
- IIT KGP
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newsworthy class of carboxylate esters based on the (benzo[a]acridin-12-yl) methyl (BAM) chromophore has been shown to perform dual functions as a pH sensitive fluorescent probe and a phototrigger for acids. The photophysical properties of all the BAM ester conjugates were investigated and found to be highly sensitive to solvent polarity, H-bonding capability and pH of the environment. On irradiation using UV light (>= 410 nm), BAM ester conjugates underwent heterolytic cleavage of C-O bonds resulting in efficient release of carboxylic and amino acids. Interestingly, the newly synthesized BAM chromophore was also explored for the construction of a drug delivery system (DDS). In the current DDS, the BAM chromophore plays two important roles: (i) a fluorophore for cell imaging and (ii) a phototrigger for the drug release. In vitro biological studies revealed that the newly developed BAM based DDS has a good biocompatibility, cellular uptake properties and efficient photoregulated anticancer drug release ability.
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