Journal
CHEMMEDCHEM
Volume 15, Issue 9, Pages 733-737Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cmdc.202000070
Keywords
Bioconjugate; caffeine; drug delivery; lipoic acid; self-assembly
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Funding
- DST, New Delhi [DST/INT/Slovenia/P-14/2014]
- CSIR, New Delhi [09/964(0009)2K17]
- UGC, New Delhi
- INSA fellowship
- DBT-IISc
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This study reports a new amphiphilic bioconjugate (CAFF-LA) derived from the lipoylation of a hydroxyethyl derivative of caffeine. In water, CAFF-LA self-assembles into nanospheres with an average size of 155 nm, as evidenced from dynamic light scattering and electron microscopy studies. The nanospheres are stable in serum and could be disintegrated upon exposure to the reducing environment of dithiothreitol (DTT; 10 mM) and glutathione (GSH; 10 mM). These nanospheres easily encapsulate the chemotherapy medication, doxorubicin (DOX), and demonstrate an efficacious transport into doxorubicin-resistant cervical cancer (HeLa) cells, wherein a marked induction in apoptosis and significantly lower IC50 have been observed when compared to that of free drug. The in vitro assessment of cell viability and hemocompatibility present these nanospheres as potentially safe and efficient intracellular reduction stimulus-responsive drug-delivery vehicles.
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