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ChemComm
Page 4 of 4
DOI: 10.1039/C8CC04275F
COMMUNICATION
Journal Name
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mL . However, PPhA-Py assemblies, P[5]A/PPhA-Py vesicles
and P[5]A/PPhA-Py/Bt-Py vesicles at concentration ranging
Notes and references
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1
2
3
Lucky, S. S.; Soo, K. C.; Zhang, Y. Chem. Rev., 2015, 115,
from 0.04 μg mL to 5 μg mL (calculated for PPhA
concentration) did not cause obvious dark cytotoxicity after 24
h incubation compared with the control group, which
indicated the formation of assemblies could effectively
decrease the dark cytotoxicity of free PPhA.
1
990.
Fan, W.; Huang, P.; Chen, X. Chem. Soc. Rev., 2016, 45,
6
488.
(a) Voskuhl, J.; Kauscher, U.; Gruener, M.; Frisch, H.;
Wibbeling, B.; Strassert, C. A.; Ravoo, B. J. Soft Matter,
2013, 9, 2453. (b) Ethirajan, M.; Chen, Y.; Joshi, P.; Pandey,
R. K. Chem. Soc. Rev., 2011, 40, 340. (c) Zhou, Z.; Song, J.;
Nie, L.; Chen, X. Chem. Soc. Rev., 2016, 45, 6597.
PPhA
PPhA-Py
PPhA-Py/P[5]A
PPhA-Py/P[5]A/Bt-Py
PPhA
PPhA-Py
PPhA-Py/P[5]A
PPhA-Py/P[5]A/Bt-Py
125
A
B 1
20
100
90
7
5
4
5
(a) Kim, K. S.; Kim, J.; Lee, J. Y.; Matsuda, S.; Hideshima, S.;
Mori, Y.; Osaka, T.; Na, K. Nanoscale, 2016, 8, 11625. (b)
Qin, S.-Y.; Peng, M.-Y.; Rong, L.; Jia, H.-Z.; Chen, S.; Cheng,
S.-X.; Feng, J.; Zhang, X.-Z. Nanoscale, 2015, 7, 14786.
Galstyan, A.; Kauscher, U.; Block, D.; Ravoo, B. J.; Strassert,
C. A. ACS Appl. Mater. Interfaces, 2016, 8, 12631.
6
0
50
25
30
0
0
0
0.04 0.08 0.16 0.31 0.63 1.25 2.5
5.0
0
0.02
0.04 0.08 0.16 0.31
0.63 1.25
g mL
-1)
2.50 5.0
-
1)
Concentration
(ꢁg mL
Concentration
(
ꢁ
6
7
Lu, K.; He, C.; Lin, W. J. Am. Chem. Soc., 2015, 137, 7600.
Ren, H.; Liu, J.; Su, F.; Ge, S.; Yuan, A.; Dai, W.; Wu, J.; Hu, Y.
ACS Appl. Mater. Interfaces, 2017, 9, 3463.
Fig.4 In vitro dark cytotoxicity (A) and phototoxicity (B) of free PPhA,
PPhA-Py assemblies, P[5]A/PPhA-Py supramolecular vesicles and
P[5]A/PPhA-Py/Bt-Py supramolecular vesicles against HeLa cells.
8
9
(a) Liu, Z.; Nalluri, S. K. M.; Stoddart, J. F. Chem. Soc. Rev.,
2
017, 46, 2459. (b) Guo, S.; Liang, T.; Song, Y.; Cheng, M.;
For the phototoxicity, after 20 min light irradiation, all
groups exhibited significant PSs concentration-dependent
cytotoxicity towards HeLa cells (Fig. 4B). It was notable that
P[5]A/PPhA-Py vesicles led to higher cell mortality rate
compared with free PPhA and PPhA-Py assemblies, indicating
that PDT activity of PPhA had been effectively improved by
water-soluble P[5]A via the formation of host-guest
complexes. Moreover, P[5]A/PPhA-Py/Bt-Py vesicles showed
highest phototoxicity among four groups with an IC50 of 3.5 μg
Hu, X.-Y.; Zhu, J.-J.; Wang, L. Polym. Chem., 2017, 8, 5718.
(a) Tong, H.; Du, J.; Li, H.; Jin, Q.; Wang, Y.; Ji, J. Chem.
Commun., 2016, 52, 11935. (b) Wang, Y.; Li, D.; Wang, H.;
Chen, Y.; Han, H.; Jin, Q.; Ji, J. Chem. Commun., 2014, 50,
9
390. (c) Tu, C.; Zhu, L.; Li, P.; Chen, Y.; Su, Y.; Yan, D.; Zhu,
X.; Zhou, G. Chem. Commun., 2011, 47, 6063. (d) Zhou, J.;
Yu, G.; Huang, F. Chem. Soc. Rev., 2017, 46, 7021.
1
1
1
0
1
2
(a) Yasen, W.; Dong, R.; Zhou, L.; Huang, Y.; Guo, D.; Chen,
D.; Li, C.; Aini, A.; Zhu, X. Chem. Commun., 2017, 53, 12782.
-1
mL (calculated for PPhA concentration) which was largely
1
(
b) Dong, R.; Ravinathan, S. P.; Xue, L.; Li, N.; Zhang, Y.;
Zhou, L.; Cao, C.; Zhu, X. Chem. Commun., 2016, 52, 7950.
c) Yasen, W.; Dong, R.; Zhou, L.; Wu, J.; Cao, C.; Aini, A.;
2
attributed to improved O generation capability of PSs and
their excellent targeting ability towards HeLa cells. As a
consequence, P[5]A/PPhA-Py/Bt-Py vesicles could serve as
ideal supramolecular PSs because of their negligible dark
cytotoxicity, significant phototoxicity and excellent targeting
ability.
(
Zhu, X. ACS Appl. Mater. Interfaces, 2017, 9, 9006.
(a) Guo, S.; Liang, T.; Song, Y.; Cheng, M.; Hu, X.-Y.; Zhu, J.-
J.; Wang, L. Polym. Chem., 2017, 8, 5718. (b) Chen, J. F.; Lin,
Q.; Zhang, Y. M.; Yao, H.; Wei, T. B. Chem. Commun., 2017,
In conclusion, we developed a novel supramolecular PS with
1
improved O
5
3, 13296. (c) Lin, Q.; Zhong, K.-P.; Zhu, J.-H.; Ding, L.; Su, J.-
X.; Yao, H.; Wei, T.-B.; Zhang, Y.-M. Macromolecules, 2017
0, 7863.
(a) Yao, Y.; Chi, X.; Zhou, Y.; Huang, F. Chem. Sci., 2014, 5,
778. (b) Rui, L.; Xue, Y.; Wang, Y.; Gao, Y.; Zhang, W. Chem.
2
production for enhancing the efficacy of PDT. In
,
this supramolecular system, water-soluble P[5]A was first
applied to suppress the aggregation of PSs and targeting agent
biotin was introduced to improve the cellular uptake of PSs.
The higher fluorescence intensity and singlet oxygen
production of P[5]A/PPhA-Py assemblies clearly demonstrated
the aggregation of PPhA-Py could be effectively inhibited by
the formation of host-guest complexes between P[5]A and
PPhA-Py. Furthermore, the introduction of targeting biotin for
P[5]A/PPhA-Py complexes could increase cellar uptake of PSs,
and further enhance the efficacy of PDT. Thus, this water-
soluble P[5]A-based supramolecular system would provide a
strategy for enhancing the efficacy of PDT.
5
2
Commun., 2017, 53, 3126. (c) Zhang, Y.-M.; Zhu, W.; Qu,
W.-J.; Zhong, K.-P.; Chen, X.-P.; Yao, H.; Wei, T.-B.; Lin, Q.
Chem. Commun., 2018, 54, 4549.
1
1
3
4
Zhou, Y.; Jie, K.; Huang, F. Chem. Commun., 2017, 53, 8364.
Cao, Y.; Li, Y.; Hu, X.-Y.; Zou, X.; Xiong, S.; Lin, C.; Wang, L.
Chem. Mater., 2015, 27, 1110.
1
1
5
6
Chen, Y.; Rui, L.; Liu, L.; Zhang, W. Polym. Chem., 2016, 7,
3
268.
Laggoune, N.; Delattre, F.; Lyskawa, J.; Stoffelbach, F.;
Guigner, J. M.; Ruellan, S.; Cooke, G.; Woisel, P. Polym.
Chem., 2015, 6, 7389.
Acknowledge
1
7
Liu, G.; Qin, H.; Amano, T.; Murakami, T.; Komatsu, N. ACS
Appl. Mater. Interfaces, 2015, 7, 23402.
This work was financially supported by the National Natural Science
Foundation of China (No. 21574039), and the Fundamental
Research Funds for the Central Universities (222201814018).
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