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Self‐Assembly of Spherical Organic Molecules to Form Hollow Vesicular Structures in Water for Encapsulation of an Anticancer Drug and Its Release
Author(s) -
Sarkar Koushik,
Ahmed Sabir,
Dastidar Parthasarathi
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201900211
Subject(s) - vesicle , supramolecular chemistry , chemistry , dynamic light scattering , fluorescence , molecule , drug delivery , biophysics , fluorescence microscope , cationic polymerization , nanotechnology , nanoparticle , membrane , materials science , polymer chemistry , organic chemistry , biochemistry , biology , physics , quantum mechanics
Developing hierarchical supramolecular structures is important for better understanding of various biological functions and possibly generating new materials for biomedical applications. Herein, we report the first examples of functional vesicles derived from cationic spherical organic molecules ( C 1 ‐ C 3 ) which were readily synthesized by reacting a C 3 ‐symmetric tris‐benzimmidazole derivative (possessing a 1,3,5‐ethyl substituted aromatic core) with 1,3,5‐substituted tris‐bromomethyl benzene derivatives. Vesicle formation by C 1 ‐ C 3 was probed by high‐resolution microscopy (TEM and AFM), dynamic light scattering (DLS) and fluorescence microscopic imaging of calcein‐loaded vesicles. One of the vesicles [ Vesicle(C 3 ) ] displayed the ability to load the anticancer drug doxorubicin ( DOX ). The drug was subsequently released from DOX@Vesicle(C 3 ) in a stimuli‐responsive manner in presence of the well‐known vesicle destroyer Triton X‐100 , as revealed by in vitro cell migration assay carried out on a highly aggressive human breast cancer cell line ( MDA‐MB‐231 ).