Citation: Zhang Shaofei, Yang Jiandong, Liu Mingzhu, Lü Shaoyu, Gao Chunmei, Wu Can, Zhu Zhaoyan. Synthesis of Peptide Dendrimers and Their Application in the Drug Delivery System[J]. Acta Chimica Sinica, ;2016, 74(5): 401-409. doi: 10.6023/A16020096
-
Dendrimers are a novel polymer material, which have received more and more attention due to the functional groups on their surface, hydrophobic cavity and adjustable sizes. Thus, dendrimers have been widely used in many fields. Peptide dendrimer is a sort of dendritic polymer, which contains peptide bonds in the structure. Owing to the globular structure similar to the protein, excellent water solubility, biocompatibility, biodegradability and low toxicity, peptide dendrimer could be used as drug delivery carrier. In addition, hydrophobic cavity can be used to solubilize hydrophobic drugs, in which the drugs can be released slowly. The present review highlights the current status of synthesis of peptide dendrimers, and it also summarizes and forecasts the interaction mechanism between drug molecules and peptide dendrimers, and the application of peptide dendrimers in drug delivery system.
-
Keywords:
- polymer material,
- peptide dendrimers,
- globular structure,
- drug delivery,
- carrier
-
-
[1]
Tomalia, D.; Baker, H.; Dewald, J.; Hall, M.; Kallos, G.; Martin, S.; Roeck, J.; Ryder, J.; Smith, P. Polym. J. 1985, 17, 117. doi: 10.1295/polymj.17.117
-
[2]
Newkome, G. R.; Yao, Z.; Baker, G. R.; Gupta, V. K. J. Org. Chem. 1985, 50, 2003. doi: 10.1021/jo00211a052
-
[3]
Tian, W.; Ma, Y. Chem. Soc. Rev. 2013, 42, 707.
-
[4]
Nanjwade, B. K.; Bechra, H. M.; Derkar, G. K.; Manvi, F. V.; Nanjwade, V. K. Eur. J. Pharm. Sci. 2009, 38, 189.
-
[5]
Surendra, T.; Malay, K. D. J. Appl. Pharm. Sci. 2013, 3, 143.
-
[6]
Klajnert, B.; Bryszewskar, M. Acta Biochim. Pol. 2001, 48, 203.
-
[7]
Prashant, K.; Keerti, J.; Narendra, K. J. Prog. Polym. Sci. 2014, 39, 276.
-
[8]
Li, J.; Zeng, Y.; Zhang, X.; Yu, T.; Chen, J.; Li, Y. Acta Chim. Sinica 2014, 72, 1158.
-
[9]
Li, J.; Zeng, Y.; Zhang, X.; Yu, T.; Chen, J.; Li, Y. Acta Chim. Sinica 2015, 73, 827.
-
[10]
Elizabeth, R.; Gillies, J.; Fréchet, M. J. Drug Discov. Today 2005, 10, 38.
-
[11]
Marie, V.; Walter; Michael, M. Chem. Soc. Rev. 2012, 41, 4593. doi: 10.1039/c2cs35062a
-
[12]
Elham, A.; Sedigheh, F. A.; Abolfazl, A.; Morteza, M.; Hamid, T. N.; Sang, W. J.; Younes, H.; Kazem, N.-K.; Roghiyeh, P.-A. Nanoscale Res. Lett. 2014, 9, 248. doi: 10.1186/1556-276X-9-248
-
[13]
Laia, C.; Glòria, S.; Miquel, P.; Ernest, G.; Miriam, R.; Fernando, A. Chem. Rev. 2005, 105, 1670.
-
[14]
She, W. C.; Xu, X. H.; Wang, G.; Luo, K.; Gu, Z. W. Mater. China 2012, 31, 21.
-
[15]
Gu, Z. W.; Luo, K.; She, W. C.; Wu, Y.; He, B. Scientia Sinica Chimica 2010, 40, 210.
-
[16]
Xu, X.; Yuan, H.; Chang, J.; He, B.; Gu, Z. Angew. Chem. Int. Ed. 2012, 124, 3185.
-
[17]
Wang, F.; Xu, L.; Chu, G.; Shi, J.; Guo, Q. Chin. J. Org. Chem. 2016, 36, 218. doi: 10.6023/cjoc201505014
-
[18]
Merrifield, R. B. J. Am. Chem. Soc. 1964, 3, 1385.
-
[19]
Daniel, K. S.; Sahar, M.; Ulrik, B. Tetrahedron Lett. 2014, 55, 3942. doi: 10.1016/j.tetlet.2014.04.127
-
[20]
Laia, C.; Glòria, S.; Beatriz, M.; Ricardo, P. T.; Miriam, R.; Miquel, P.; Fernando, A.; Ernest, G. J. Am. Chem. Soc. 2002, 124, 8878.
-
[21]
Kitamatsu, M.; Kitabatake, M.; Noutoshi, Y.; Ohtsuki, T. Biopolymers 2013, 100, 65.
-
[22]
Lin, X. F.; Wang, Y. G. J. Org. Chem. 2005, 25, 1157.
-
[23]
Denkewalter, R. G.; Kole, J.; Lukasavage, W. J. US 4289872, 1981 [Chem. Abstr. 1981, 102, 79324].
-
[24]
Feng, Y.; He, Y. M.; Zhao, L. W.; Huang, Y. Y.; Fan, Q. H. Org. Lett. 2007, 9, 2261. doi: 10.1021/ol0705393
-
[25]
Joon, S. C.; Dong, K. J.; Chang, H. K.; Kwan, K.; Jong, S. P. J. Am. Chem. Soc. 2000, 122, 475.
-
[26]
Hu, J.; He, J.; Zhang, M.; Ni, P. Acta Polymerica Sinica 2013, (3), 300.
-
[27]
John, E. M.; Adam, D. M. Chem. Soc. Rev. 2007, 36, 1250.
-
[28]
Mehmet, A. T.; Baris, K.; Yusuf, Y. Prog. Polym. Sci. 2016, 52, 19. doi: 10.1016/j.progpolymsci.2015.09.003
-
[29]
Dirk, T. S. R.; Wilma, E. G.; Remco, M.; Arwin, J. B.; Hans, J. F. J.; Roland, J. P.; Rob, M. J. L. Chem. Commun. 2005, 36, 4582.
-
[30]
Yim, C. B.; Boerman, O. C.; Visser, M.; Jong, M.; Dechesne, A. C.; Rijkers, D. T. S.; Liskamp, R. M. J. Bioconjugate Chem. 2009, 20, 1323. doi: 10.1021/bc900052n
-
[31]
Pu, Y. J.; Yuan, H.; Yang, M.; He, B.; Gu, Z. W. Chin. Chem. Lett. 2013, 24, 917. doi: 10.1016/j.cclet.2013.06.015
-
[32]
Li, N.; Li, N.; Yi, Q.; Luo, K.; Guo, C.; Pan, D.; Gu, Z. Biomaterials 2014, 35, 9533.
-
[33]
Pan, D.; She, W.; Guo, C.; Luo, K.; Yi, Q.; Gu, Z. Biomaterials 2014, 35, 10081.
-
[34]
Zhang, C.; Pan, D.; Luo, K.; Li, N.; Guo, C.; Zheng, X.; Gu, Z. 2014, 5, 5228.
-
[35]
Reddy, N.; Reddy, R.; Jiang, Q. Trends Biotechnol. 2015, 33, 362. doi: 10.1016/j.tibtech.2015.03.008
-
[36]
Domeradzka, N.; Werten, M.; Wolf, F.; Vries, R. Curr. Opin. Biotechnol. 2016, 39, 61.
-
[37]
Li, C. Y.; Wang, H. J.; Cao, J. M.; Zhang, J.; Yu, X. Q. Eur. J. Med. Chem. 2014, 87, 414.
-
[38]
Buhleier, E.; Wehner, W.; Vögtle, F. Synthesis 1978, 2, 155.
-
[39]
Lin, Y.; Weng, L.; Qi, Q. The Scientific World J. 2015, 2015, 5.
-
[40]
Hawker, C. J.; Frechet, J. M. J. Am. Chem. Soc. 1990, 112, 7638. doi: 10.1021/ja00177a027
-
[41]
Scott, M. G.; Jean, M. J. F. Chem. Rev. 2001, 101, 3819. doi: 10.1021/cr990116h
-
[42]
Zhu, R.; Jiang, W.; Pu, Y.; Luo, K.; Wu, Y.; He, B.; Gu, Z. J. Mater. Chem. 2011, 21, 5466.
-
[43]
Pierre, M.; Gilles, Q.; Ling, P. Tetrahedron Lett. 2015, 56, 4043. doi: 10.1016/j.tetlet.2015.05.036
-
[44]
Olga, F.; Alexander, G.; Vladimir, R. J. Am. Chem. Soc. 2003, 125, 4885.
-
[45]
Dykes, M. G.; Brierley, J. L.; Smith, K. D.; McGrail, P. T.; Seeley, G. J. Chem. Eur. J, 2001, 7, 4731.
-
[46]
Al-Jamal, K. T.; Al-Jamal, W.; Wang, J. T.; Rubio, N.; Buddle, J.; Gathercole, D.; Zloh, M.; Kostarelos, K. ACS Nano 2013, 7, 1905. doi: 10.1021/nn305860k
-
[47]
Li, Y.; Han, S.; Toshiyuki, U. Sen-i Gakkaishi 2015, 71, 13.
-
[48]
Yuan, H.; Luo, K.; Lai, Y.; Pu, Y.; He, B.; Wang, G.; Wu, Y.; Gu, Z. Mol. Pharm. 2010, 7, 957.
-
[49]
Pu, Y.; Chang, S.; Yuan, H.; Wang, G.; He, B.; Gu, Z. Biomaterials 2013, 34, 3659.
-
[50]
Glòria, S.; Laia, C.; Ernest, G. M. R.; Fernando, A. Pept. Sci. 2004, 76, 284.
-
[51]
Torres, Á.; Albericio, F.; Royo, M. Eur. J. Org. Chem. 2013, 36, 8280.
-
[52]
Emanuele, A.; Attwood, D. Adv. Drug Delivery Rev. 2005, 57, 2147. doi: 10.1016/j.addr.2005.09.012
-
[53]
He, X.; Alves, S. C.; Oliveira, N.; Rodrigues, J.; Zhu, J.; BÁnyai, I.; TomÁs, H.; Shi, X. Colloids Surf. B: Biointerfaces 2015, 125, 83.
-
[54]
Gillies, E.; Fréchet, J. Drug Discov. Today 2005, 10, 35. doi: 10.1016/S1359-6446(04)03276-3
-
[55]
Boas, U.; Karlsson, A.; Waal, B. F. M.; Meijer, E. W. J. Org. Chem. 2001, 66, 2136. doi: 10.1021/jo001573x
-
[56]
Aulenta, F.; Hayes, W. S. Eur. Polym. J. 2003, 39, 1741. doi: 10.1016/S0014-3057(03)00100-9
-
[57]
Tyssen, D.; Henderson, S. A.; Johnson, A. PLoS One 2010, 5, 5.
-
[58]
Fox, M. E.; Guillaudeu, S.; Fréchet, J. M. J.; Jerger, K.; Macaraeg, N.; Szoka, F. C. Mol. Pharm. 2009, 6, 1563.
-
[59]
Craik, D. J.; Fairlie, D.; Liras, P. S.; Price, D. Chem. Biol. Drug Des. 2013, 81, 136. doi: 10.1111/cbdd.2012.81.issue-1
-
[60]
Zhang, X.; Zhang, Z.; Xu, X.; Li, Y.; Li, Y.; Jian, Y.; Gu, Z. Angew. Chem. Int. Ed. 2015, 54, 4289. doi: 10.1002/anie.201500683
-
[61]
Zhang, C.; Pan, D.; Luo, K.; She, W.; Guo, C.; Yang, Y.; Gu, Z. Adv. Healthcare Mater. 2014, 3, 1299. doi: 10.1002/adhm.v3.8
-
[62]
Kaminskas, L. M.; Kelly, B. D.; McLeod, V. M.; Sberna, G.; Owen, D. J.; Boyd, B. J.; Porter, C. J. H. J. Control. Release 2011, 152, 338.
-
[63]
Kaminskas, L. M.; Kelly, B. D.; McLeod, V. M.; Boyd, B. J.; Krippne, G. Y.; Williams, E. D.; Porter, C. J. H. Mol. Pharmaceutics 2009, 6, 1190. doi: 10.1021/mp900049a
-
[64]
Kaminskas, L. M.; Kelly, B. D.; McLeod, V. M.; Sberna, G.; Boyd, B. J.; Owen, D. J.; Porter, C. J. H. Mol. Pharmaceutics 2011, 8, 338. doi: 10.1021/mp1001872
-
[65]
Jain, K.; Gupta, U.; Jain, N. K. Eur. J. Pharm. Biopharm. 2014, 87, 503.
-
[66]
Bhadra, D.; Bhadra, S.; Jain, N. K. Pharm. Res. 2006, 23, 628.
-
[67]
Agrawal, P.; Gupta, U.; Jain, N. K. Biomaterials 2007, 28, 3349. doi: 10.1016/j.biomaterials.2007.04.004
-
[1]
-
-
[1]
Ruiqing LIU , Wenxiu LIU , Kun XIE , Yiran LIU , Hui CHENG , Xiaoyu WANG , Chenxu TIAN , Xiujing LIN , Xiaomiao FENG . Three-dimensional porous titanium nitride as a highly efficient sulfur host. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 867-876. doi: 10.11862/CJIC.20230441
-
[2]
Qi Li , Pingan Li , Zetong Liu , Jiahui Zhang , Hao Zhang , Weilai Yu , Xianluo Hu . Fabricating Micro/Nanostructured Separators and Electrode Materials by Coaxial Electrospinning for Lithium-Ion Batteries: From Fundamentals to Applications. Acta Physico-Chimica Sinica, 2024, 40(10): 2311030-. doi: 10.3866/PKU.WHXB202311030
-
[3]
Yang YANG , Pengcheng LI , Zhan SHU , Nengrong TU , Zonghua WANG . Plasmon-enhanced upconversion luminescence and application of molecular detection. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 877-884. doi: 10.11862/CJIC.20230440
-
[4]
Yuhao SUN , Qingzhe DONG , Lei ZHAO , Xiaodan JIANG , Hailing GUO , Xianglong MENG , Yongmei GUO . Synthesis and antibacterial properties of silver-loaded sod-based zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 761-770. doi: 10.11862/CJIC.20230169
-
[5]
Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036
-
[6]
Peng XU , Shasha WANG , Nannan CHEN , Ao WANG , Dongmei YU . Preparation of three-layer magnetic composite Fe3O4@polyacrylic acid@ZiF-8 for efficient removal of malachite green in water. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 544-554. doi: 10.11862/CJIC.20230239
-
[7]
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
-
[8]
Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO2 reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
-
[9]
Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two LnⅢ3 complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
-
[10]
Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
-
[11]
Peng ZHOU , Xiao CAI , Qingxiang MA , Xu LIU . Effects of Cu doping on the structure and optical properties of Au11(dppf)4Cl2 nanocluster. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1254-1260. doi: 10.11862/CJIC.20240047
-
[12]
Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
-
[13]
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
-
[14]
Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
-
[15]
Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
-
[16]
Liang MA , Honghua ZHANG , Weilu ZHENG , Aoqi YOU , Zhiyong OUYANG , Junjiang CAO . Construction of highly ordered ZIF-8/Au nanocomposite structure arrays and application of surface-enhanced Raman spectroscopy. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1743-1754. doi: 10.11862/CJIC.20240075
-
[17]
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
-
[18]
Chunmei GUO , Weihan YIN , Jingyi SHI , Jianhang ZHAO , Ying CHEN , Quli FAN . Facile construction and peroxidase-like activity of single-atom platinum nanozyme. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1633-1639. doi: 10.11862/CJIC.20240162
-
[19]
Xinxin JING , Weiduo WANG , Hesu MO , Peng TAN , Zhigang CHEN , Zhengying WU , Linbing SUN . Research progress on photothermal materials and their application in solar desalination. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1033-1064. doi: 10.11862/CJIC.20230371
-
[20]
Doudou Qin , Junyang Ding , Chu Liang , Qian Liu , Ligang Feng , Yang Luo , Guangzhi Hu , Jun Luo , Xijun Liu . Addressing Challenges and Enhancing Performance of Manganese-based Cathode Materials in Aqueous Zinc-Ion Batteries. Acta Physico-Chimica Sinica, 2024, 40(10): 2310034-. doi: 10.3866/PKU.WHXB202310034
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(2526)
- HTML views(353)