Diketopyrrolopyrrole-Triphenylamine Organic Nanoparticles as Multifunctional Reagents for Photoacoustic Imaging-Guided Photodynamic/Photothermal Synergistic Tumor Therapy

被引:406
作者
Cai, Yu [1 ,2 ]
Liang, Pingping [1 ,2 ]
Tang, Qianyun [1 ,2 ]
Yang, Xiaoyan [1 ,2 ]
Si, Weili [1 ,2 ]
Huang, Wei [1 ,2 ]
Zhang, Qi [3 ]
Dong, Xiaochen [1 ,2 ]
机构
[1] Nanjing Tech Univ NanjingTech, Key Lab Flexible Elect KLOFE, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[2] Nanjing Tech Univ NanjingTech, IAM, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[3] Nanjing Tech Univ NanjingTech, Sch Pharmaceut Sci, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
multifunctional reagents; photoacoustic imaging; phototherapy; organic nanoparticles; tumor; IRON-OXIDE NANOPARTICLES; PHOTODYNAMIC THERAPY; PHOTOTHERMAL THERAPY; HEAT CONVERSION; PHOTOTHERMAL/PHOTODYNAMIC THERAPY; TARGETED DELIVERY; GOLD NANOSHELLS; DRUG-DELIVERY; CANCER; NANOMATERIALS;
D O I
10.1021/acsnano.6b07927
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, a donor-acceptor-donor (D-A-D) structured small molecule (DPP-TPA) is designed and synthesized for photoacoustic imaging (PAI) guided photo dynamic/photothermal synergistic therapy. In the diketopyrrolopyrrole (DPP) molecule, a thiophene group is contained to increase the intersystem crossing (ISC)-ability through the heavy atom effect. Simultaneously, triphenylamine (TPA) is introduced for bathochromic shift absorption as well as charge transport capacity enhancement. After formation of nanoparticles (NPs, similar to 76 nm) by reprecipitation, the absorption of DPP-TPA NPs further displays obvious bathochromic-shift with the maximum absorption peak at 660 nm. What's more, the NPs architecture enhances the D-A-D structure, which greatly increases the charge transport capacity and impels the charge to generate heat by light. DPP-TPA NPs present high photothermal conversion efficiency (eta = 34.5%) and excellent singlet oxygen (102) generation (Phi(Delta) = 33.6%) under 660 nm laser irradiation. PM, with high spatial resolution and deep biotissue penetration, indicates DPP-TPA NPs can rapidly target the tumor sites within 2 h by the enhanced permeability and retention (EPR) effect. Importantly, DPP-TPA NPs could effectively hinder the tumor growth by photodynamic/photothermal synergistic therapy in vivo even at a low dosage (0.2 mg/kg) upon laser irradiation (660 nm 1.0 W/cm(2)). This study illuminates the photothermal conversion mechanism of small organic NPs and demonstrates the promising application of DPP-TPA NPs in PM guided phototherapy.
引用
收藏
页码:1054 / 1063
页数:10
相关论文
共 63 条
[41]   Light-into-heat conversion in La2O3:Er3+-Yb3+ phosphor: an incandescent emission [J].
Singh, A. K. ;
Singh, S. ;
Kumar, D. ;
Rai, D. K. ;
Rai, S. B. ;
Kumar, K. .
OPTICS LETTERS, 2012, 37 (05) :776-778
[42]   Degradable Molybdenum Oxide Nanosheets with Rapid Clearance and Efficient Tumor Homing Capabilities as a Therapeutic Nanoplatform [J].
Song, Guosheng ;
Hao, Jiali ;
Liang, Chao ;
Liu, Teng ;
Gao, Min ;
Cheng, Liang ;
Hu, Junqing ;
Liu, Zhuang .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (06) :2122-2126
[43]   Ultrasmall Gold Nanorod Vesicles with Enhanced Tumor Accumulation and Fast Excretion from the Body for Cancer Therapy [J].
Song, Jibin ;
Yang, Xiangyu ;
Jacobson, Orit ;
Huang, Peng ;
Sun, Xiaolian ;
Lin, Lisen ;
Yan, Xuefeng ;
Niu, Gang ;
Ma, Qingjie ;
Chen, Xiaoyuan .
ADVANCED MATERIALS, 2015, 27 (33) :4910-4917
[44]   Nano-assemblies of J-aggregates based on a NIR dye as a multifunctional drug carrier for combination cancer therapy [J].
Song, Xuejiao ;
Zhang, Rui ;
Liang, Chao ;
Chen, Qian ;
Gong, Hua ;
Liu, Zhuang .
BIOMATERIALS, 2015, 57 :84-92
[45]   Recent advances in the development of organic photothermal nano-agents [J].
Song, Xuejiao ;
Chen, Qian ;
Liu, Zhuang .
NANO RESEARCH, 2015, 8 (02) :340-354
[46]   J-Aggregates of Organic Dye Molecules Complexed with Iron Oxide Nanoparticles for Imaging-Guided Photothermal Therapy Under 915-nm Light [J].
Song, Xuejiao ;
Gong, Hua ;
Liu, Teng ;
Cheng, Liang ;
Wang, Chao ;
Sun, Xiaoqi ;
Liang, Chao ;
Liu, Zhuang .
SMALL, 2014, 10 (21) :4362-4370
[47]   One-Pot Synthesis of Gold Nanoshells with High Photon-to-Heat Conversion Efficiency [J].
Storti, Barbara ;
Elisei, Fausto ;
Abbruzzetti, Stefania ;
Viappiani, Cristiano ;
Latterini, Loredana .
JOURNAL OF PHYSICAL CHEMISTRY C, 2009, 113 (18) :7516-7521
[48]   Hydrophilic Cu9S5 Nanocrystals: A Photothermal Agent with a 25.7% Heat Conversion Efficiency for Photothermal Ablation of Cancer Cells in Vivo [J].
Tian, Qiwei ;
Jiang, Feiran ;
Zou, Rujia ;
Liu, Qian ;
Chen, Zhigang ;
Zhu, Meifang ;
Yang, Shiping ;
Wang, Jinglong ;
Wang, Jianhua ;
Hu, Junqing .
ACS NANO, 2011, 5 (12) :9761-9771
[49]   Hyaluronic acid-coated solid lipid nanoparticles for targeted delivery of vorinostat to CD44 overexpressing cancer cells [J].
Tuan Hiep Tran ;
Choi, Ju Yeon ;
Ramasamy, Thiruganesh ;
Duy Hieu Truong ;
Chien Ngoc Nguyen ;
Choi, Han-Gon ;
Yong, Chul Soon ;
Kim, Jong Oh .
CARBOHYDRATE POLYMERS, 2014, 114 :407-415
[50]   Rational design of diketopyrrolopyrrole-based oligomers with deep HOMO level and tunable liquid crystal behavior by modulating the sequence and strength of the donor moiety [J].
Wang, Jin-Liang ;
Chang, Zheng-Feng ;
Song, Xiao-Xin ;
Liu, Kai-Kai ;
Jing, Ling-Min .
JOURNAL OF MATERIALS CHEMISTRY C, 2015, 3 (38) :9849-9858