Host–Guest Complexation of a Lipoic Acid Conjugate
of Calix[4]arene with Pyridinium Moiety on Gold Nanorods for Mitochondrial
Tracking Followed by Cytotoxicity in HeLa Cells under 633 nm Laser
Light
Rahul Nag
Ravinder Kandi
Chebrolu Pulla Rao
10.1021/acssuschemeng.8b01231.s001
https://acs.figshare.com/articles/journal_contribution/Host_Guest_Complexation_of_a_Lipoic_Acid_Conjugate_of_Calix_4_arene_with_Pyridinium_Moiety_on_Gold_Nanorods_for_Mitochondrial_Tracking_Followed_by_Cytotoxicity_in_HeLa_Cells_under_633_nm_Laser_Light/6429281
A new
1,3-lower rim-lipoic acid appended calix[4]arene (<b>L</b>)
has been synthesized and characterized by different spectral techniques.
Lipoic acid functionality helps <b>L</b> to anchor onto a noble
metal surface, and in the present case these are the gold nanorods
(GNRs). As the conjugate of calix[4]arene acts as a host due to the
presence of its arene cavity, pyridinium containing guests have been
explored to study their complexation, since the pyridinium containing
molecules will accumulate in mitochondria in cells. The host–guest
complexation has been explored in solution by <sup>1</sup>H NMR, ESI-MS,
UV–vis, and fluorescence spectral titration studies. The loading
of host and the guest onto the GNR surface has been analyzed by spectroscopy
and microscopy and found that their combination results in nanocomplexation.
The presence of pyridinium functionality on the guest leads to targeted
delivery to mitochondria of GNR nanocomposites as shown by confocal
laser scanning microscopy imaging. The nanocomplex has been studied
for cancer cell imaging and laser-induced cell killing with the help
of plasmonic gold nanorods. When excited at the longitudinal SPR band
of GNRs using laser (λ = 633 nm), cancer cell killing was observed
due to laser-induced cell death. The flow cytometry studies supported
∼97% killing when the GNR-nanocomplex administered HeLa cells
were irradiated under laser light for 10 min, which is a ∼4
fold increase in their cell as compared to the study carried out in
the absence of laser light irradiation, and this has been partly attributed
to the greater internalization of these into cells.
2018-05-20 00:00:00
1 H NMR
GNR surface
laser-induced cell
arene cavity
combination results
ESI-MS
SPR band
gold nanorods
10 min
confocal laser scanning microscopy imaging
Gold Nanorods
host
metal surface
flow cytometry studies
Pyridinium Moiety
UV
633 nm Laser Light
HeLa cells
Mitochondrial Tracking Followed
HeLa Cells
guest
Lipoic acid functionality
laser light irradiation
cancer cell imaging
GNR nanocomposites
rim-lipoic acid
titration studies
pyridinium functionality
laser light
laser-induced cell death
plasmonic gold nanorods