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- Title
Three-Arm, Biotin-Tagged Carbazole-Dicyanovinyl-Chlorambucil Conjugate: Simultaneous Tumor Targeting, Sensing, and Photoresponsive Anticancer Drug Delivery.
- Authors
Venkatesh, Yarra; Karthik, S.; Rajesh, Y.; Mandal, Mahitosh; Jana, Avijit; Singh, N. D. Pradeep
- Abstract
The design, synthesis, and in vitro biological studies of a biotin-carbazole-dicyanovinyl-chlorambucil conjugate (Bio-CBZ-DCV-CBL; 6) are reported. This conjugate ( 6) is a multifunctional single-molecule appliance composed of a thiol-sensor DCV functionality, a CBZ-derived phototrigger as well as fluorescent reporter, and CBL as the anticancer drug, and Bio as the cancer-targeting ligand. In conjugate 6, the DCV bond undergoes a thiol-ene click reaction at pH<7 with intracellular thiols, thereby shutting down internal charge transfer between the donor CBZ and acceptor DCV units, resulting in a change of the fluorescence color from green to blue, and thereby, sensing the tumor microenvironment. Subsequent photoirradiation results in release of the anticancer drug CBL in a controlled manner.
- Subjects
CARBAZOLE derivatives; THIOLS; ANTINEOPLASTIC agents; HOMOCYSTEINE; DRUG delivery systems; THERAPEUTICS
- Publication
Chemistry - An Asian Journal, 2016, Vol 11, Issue 24, p3482
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201601264