Drug-polymer inclusion complex as a new pharmaceutical solid form
- Corresponding author: Huang Yanbin, yanbin@tsinghua.edu.cn
Citation: Yang Xiaotong, Zhong Zhi, Xu Jun, Huang Yanbin. Drug-polymer inclusion complex as a new pharmaceutical solid form[J]. Chinese Chemical Letters, ;2017, 28(11): 2099-2104. doi: 10.1016/j.cclet.2017.09.049
C.C. Sun, J. Pharm. Sci. 98(2009) 1671-1687.
doi: 10.1002/jps.21552
C.R. Gardner, C.T. Walsh, O. Almarsson, Nat. Rev. Drug Discov. 3(2004) 926-934.
doi: 10.1038/nrd1550
H. Williams, N. Trevaskis, S. Charman, et al., Pharmacol. Rev. 65(2013) 315-499.
doi: 10.1124/pr.112.005660
G. Bolla, A. Nangia, Chem. Commun. 52(2016) 8342-8360.
doi: 10.1039/C6CC02943D
S.R. Vippagunta, H.G. Brittain, D.J.W. Grant, Adv. Drug Deliv. Rev. 48(2001) 3-26.
doi: 10.1016/S0169-409X(01)00097-7
A.D. Bond, Curr. Opin Solid State Mater. Sci. 13(2009) 91-97.
doi: 10.1016/j.cossms.2009.06.004
J. Bernstein, Cryst. Growth Des. 11(2011) 632-650.
doi: 10.1021/cg1013335
G.R. Desiraju, Cryst. Growth Des. 8(2008) 3-5.
doi: 10.1021/cg701000q
B.C. Hancock, G. Zografi, J. Pharm. Sci. 86(1997) 1-12.
doi: 10.1021/js9601896
L. Yu, Adv. Drug Deliv. Rev. 48(2001) 27-42.
doi: 10.1016/S0169-409X(01)00098-9
J.A. Baird, B. Van Eerdenbrugh, L.S. Taylor, J. Pharm. Sci. 99(2010) 3787-3806.
doi: 10.1002/jps.22197
M.D. Ediger, P. Harrowell, J. Chem. Phys. 137(2012) 080901.
doi: 10.1063/1.4747326
N. Schultheiss, A. Newman, Cryst. Growth Des. 9(2009) 2950-2967.
doi: 10.1021/cg900129f
C.C. Sun, Expert Opin. Drug Deliv. 10(2013) 201-213.
doi: 10.1517/17425247.2013.747508
J.W. Steed, Trends Pharmacol. Sci. 34(2013) 185-193.
doi: 10.1016/j.tips.2012.12.003
N.K. Duggirala, M.L. Perry, Ö. Almarsson, M.J. Zaworotko, Chem. Commun 52(2016) 640-655.
doi: 10.1039/C5CC08216A
E. Grothe, H. Meekes, E. Vlieg, J.H. Ter Horst, R. De Gelder, Cryst. Growth Des.16(2016) 3237-3243.
doi: 10.1021/acs.cgd.6b00200
A. Nangia, G.R. Desiraju, Chem. Commun. 7(1999) 605-606.
R.K. Khankari, D.J.W. Grant, Thermochim. Acta 248(1995) 61-79.
doi: 10.1016/0040-6031(94)01952-D
A.T.M. Serajuddin, Adv. Drug Deliv. Rev. 59(2007) 603-616.
doi: 10.1016/j.addr.2007.05.010
A. Avdeef, Adv. Drug Deliv. Rev. 59(2007) 568-590.
doi: 10.1016/j.addr.2007.05.008
S.L. Childs, G.P. Stahly, A. Park, Mol. Pharm. 4(2007) 323-338.
doi: 10.1021/mp0601345
G.P. Stahly, Cryst. Growth Des. 7(2007) 1007-1026.
doi: 10.1021/cg060838j
S.J. Dengale, H. Grohganz, T. Rades, K. Löbmann, Adv. Drug Deliv. Rev. 100(2016) 116-125.
doi: 10.1016/j.addr.2015.12.009
K. Löbmann, C. Strachan, H. Grohganz, et al., Eur. J. Pharm. Biopharm. 81(2012) 159-169.
doi: 10.1016/j.ejpb.2012.02.004
S.H. Lee, J.H. Bae, Y. Park, et al., Cryst. Growth Des. 15(2015) 3123-3130.
doi: 10.1021/acs.cgd.5b00074
S. Yamamura, H. Gotoh, Y. Sakamoto, Y. Momose, Int. J. Pharm. 241(2002) 213-221.
doi: 10.1016/S0378-5173(02)00195-3
S. Janssens, G. Van den Mooter, J. Pharm. Pharmacol. 61(2009) 1571-1586.
doi: 10.1211/jpp.61.12.0001
Y. Huang, W. Dai, Acta Pharma. Sinica B 4(2014) 18-25.
doi: 10.1016/j.apsb.2013.11.001
A.T.M. Serajuddin, J. Pharm. Sci. 88(1999) 1058-1066.
doi: 10.1021/js980403l
W.L. Chiou, S. Riegelmant, J. Pharm. Sci. 60(1971) 1281-1302.
doi: 10.1002/jps.2600600902
Z. Zhong, C. Guo, L. Chen, J. Xu, Y. Huang, Chem. Commun. 50(2014) 6375-6378.
doi: 10.1039/C4CC00159A
Z. Zhong, C. Guo, X. Yang, et al., Cryst. Growth Des. 16(2016) 1181-1186.
doi: 10.1021/acs.cgd.6b00010
X. Yang, Z. Zhong, Y. Huang, Int. J. Pharm. 508(2016) 51-60.
doi: 10.1016/j.ijpharm.2016.05.014
K.D.M. Harris, Chem. Soc. Rev. 26(1997) 279-289.
doi: 10.1039/cs9972600279
K.D.M. Harris, Supramol. Chem. 19(2007) 47-53.
doi: 10.1080/10610270600977706
K.D.M. Harris, J.M. J. Chem. Soc. Thomas, Faraday Trans. 86(1990) 2985-2996.
A. Chenite, F. Brisse, Macromolecules 24(1991) 2221-2225.
doi: 10.1021/ma00009a015
C. C. Sun, PCT Pat. Appl. (2006) 2006/024930 A1.
M. Dosiere, J. Macromol. Sci. Part B 35(1996) 303-328.
doi: 10.1080/00222349608220383
G. Guerra, C. Daniel, P. Rizzo, O. Tarallo, J. Polym. Sci. Part B:Polym. Phys. 50(2012) 305-322.
doi: 10.1002/polb.23035
G.R. Desiraju, Angew. Chem. Int. Ed. Eng. 34(1995) 2311-2327.
doi: 10.1002/(ISSN)1521-3773
G.R. Desiraju, J. Am. Chem. Soc. 135(2013) 9952-9967.
doi: 10.1021/ja403264c
A. Mukherjee, Cryst. Growth Des. 15(2015) 3076-3085.
doi: 10.1021/acs.cgd.5b00242
A.Y. Lee, D. Erdemir, A.S. Myerson, Annu. Rev. Chem. Biomol. Eng. 2(2011) 259-280.
doi: 10.1146/annurev-chembioeng-061010-114224
B.G. Pereira, F.D. Fonte-Boa, J.A.L.C. Resende, et al., Cryst. Growth Des. 7(2007) 2016-2023.
doi: 10.1021/cg0704495
M.J.L. Mariette, R.C. Mino, P.L. Antonie, G.D.V. Jakkie, J. Pharm. Sci. 76(1987) 744-752.
doi: 10.1002/jps.2600760914
D. Swern, Ind. Eng. Chem. 47(1955) 216-221.
doi: 10.1021/ie50542a023
G. Allegra, M. Farina, A. Immirzi, et al., J. Chem. Soc. B:Phys. Org. (1967) 1020-1028.
doi: 10.1039/j29670001020
H.R. Allcock, Acc. Chem. Res. 11(1978) 81-87.
doi: 10.1021/ar50123a001
H.R. Allcock, L.A. Siegel, J. Am. Chem. Soc. 80(1964) 5140-5144.
Z. Zhong, X. Yang, B. Guo, J. Xu, Y. Huang, Cryst. Growth Des.17(2017) 355-362.
doi: 10.1021/acs.cgd.6b01578
D.J. Good, N. Rodri'guez-Hornedo, Cryst. Growth Des. 9(2009) 2252-2264.
doi: 10.1021/cg801039j
N.J. Babu, A. Nangia, Cryst. Growth Des. 11(2011) 2662-2679.
doi: 10.1021/cg200492w
R. Thakuria, A. Delori, W. Jones, et al., Int. J. Pharm. 453(2013) 101-125.
doi: 10.1016/j.ijpharm.2012.10.043
S.L. Childs, L.J. Chyall, J.T. Dunlap, et al., J. Am. Chem. Soc. 126(2004) 13335-13342.
doi: 10.1021/ja048114o
Z. Zhong, X. Yang, X. Fu, et al., Chin. Chem. Lett. 28(2017) 1268-1275.
doi: 10.1016/j.cclet.2017.04.001
Shunshun Jiang , Ji Zhang , Jing Wang , Shan-Tao Zhang . Excellent energy storage properties in non-stoichiometric Bi0.5Na0.5TiO3-based relaxor ferroelectric ceramics. Chinese Chemical Letters, 2024, 35(7): 108955-. doi: 10.1016/j.cclet.2023.108955
Bo Yang , Pu-An Lin , Tingwei Zhou , Xiaojia Zheng , Bing Cai , Wen-Hua Zhang . Facile surface regulation for highly efficient and thermally stable perovskite solar cells via chlormequat chloride. Chinese Chemical Letters, 2024, 35(10): 109425-. doi: 10.1016/j.cclet.2023.109425
Kezhen Qi , Shu-yuan Liu , Ruchun Li . Selective dissolution for stabilizing solid electrolyte interphase. Chinese Chemical Letters, 2024, 35(5): 109460-. doi: 10.1016/j.cclet.2023.109460
Hong Chen , Mao-Yin Ran , Long-Hua Li , Xin-Tao Wu , Hua Lin . [Cs14Cl][Tm71Se110]: An unusual salt-inclusion chalcogenide containing different valent Tm centers and ultralow thermal conductivity. Chinese Journal of Structural Chemistry, 2024, 43(10): 100397-100397. doi: 10.1016/j.cjsc.2024.100397
Xinzhi Ding , Chong Liu , Jing Niu , Nan Chen , Shutao Xu , Yingxu Wei , Zhongmin Liu . Solid-state NMR study of the stability of MOR framework aluminum. Chinese Journal of Structural Chemistry, 2024, 43(4): 100247-100247. doi: 10.1016/j.cjsc.2024.100247
Shehla Khalid , Muhammad Bilal , Nasir Rasool , Muhammad Imran . Photochemical reactions as synthetic tool for pharmaceutical industries. Chinese Chemical Letters, 2024, 35(9): 109498-. doi: 10.1016/j.cclet.2024.109498
Juan Guo , Mingyuan Fang , Qingsong Liu , Xiao Ren , Yongqiang Qiao , Mingju Chao , Erjun Liang , Qilong Gao . Zero thermal expansion in Cs2W3O10. Chinese Chemical Letters, 2024, 35(7): 108957-. doi: 10.1016/j.cclet.2023.108957
Jingyuan Yang , Xinyu Tian , Liuzhong Yuan , Yu Liu , Yue Wang , Chuandong Dou . Enhancing stability of diradical polycyclic hydrocarbons via P=O-attaching. Chinese Chemical Letters, 2024, 35(8): 109745-. doi: 10.1016/j.cclet.2024.109745
Ting Wang , Xin Yu , Yaqiang Xie . Unlocking stability: Preserving activity of biomimetic catalysts with covalent organic framework cladding. Chinese Chemical Letters, 2024, 35(6): 109320-. doi: 10.1016/j.cclet.2023.109320
Tao LIU , Yuting TIAN , Ke GAO , Xuwei HAN , Ru'nan MIN , Wenjing ZHAO , Xueyi SUN , Caixia YIN . A photothermal agent with high photothermal conversion efficiency and high stability for tumor therapy. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1622-1632. doi: 10.11862/CJIC.20240107
Ruizhi Yang , Xia Li , Weiping Guo , Zixuan Chen , Hongwei Ming , Zhong-Zhen Luo , Zhigang Zou . New thermoelectric semiconductors Pb5Sb12+xBi6-xSe32 with ultralow thermal conductivity. Chinese Journal of Structural Chemistry, 2024, 43(3): 100268-100268. doi: 10.1016/j.cjsc.2024.100268
Chaozheng He , Pei Shi , Donglin Pang , Zhanying Zhang , Long Lin , Yingchun Ding . First-principles study of the relationship between the formation of single atom catalysts and lattice thermal conductivity. Chinese Chemical Letters, 2024, 35(6): 109116-. doi: 10.1016/j.cclet.2023.109116
Yi Herng Chan , Zhe Phak Chan , Serene Sow Mun Lock , Chung Loong Yiin , Shin Ying Foong , Mee Kee Wong , Muhammad Anwar Ishak , Ven Chian Quek , Shengbo Ge , Su Shiung Lam . Thermal pyrolysis conversion of methane to hydrogen (H2): A review on process parameters, reaction kinetics and techno-economic analysis. Chinese Chemical Letters, 2024, 35(8): 109329-. doi: 10.1016/j.cclet.2023.109329
Rongliang Deng , Yihang Chen , Xiaotong Fan , Guolong Chen , Shuli Wang , Changzhi Yu , Xiao Yang , Tingzhu Wu , Zhong Chen , Yue Lin . Break of thermal equilibrium between optical and acoustic phonon branches of CsPbI3 under continuous-wave light excitation and cryogenic temperature. Chinese Chemical Letters, 2024, 35(7): 109346-. doi: 10.1016/j.cclet.2023.109346
Hang Chen , Chengzhi Cui , Hebo Ye , Hanxun Zou , Lei You . Enhancing hydrolytic stability of dynamic imine bonds and polymers in acidic media with internal protecting groups. Chinese Chemical Letters, 2024, 35(5): 109145-. doi: 10.1016/j.cclet.2023.109145
Xiping Dong , Xuan Wang , Zhixiu Lu , Qinhao Shi , Zhengyi Yang , Xuan Yu , Wuliang Feng , Xingli Zou , Yang Liu , Yufeng Zhao . Construction of Cu-Zn Co-doped layered materials for sodium-ion batteries with high cycle stability. Chinese Chemical Letters, 2024, 35(5): 108605-. doi: 10.1016/j.cclet.2023.108605
Jingxuan Liu , Shiqi Zhao , Xiang Wu . Flexible electrochemical capacitor based NiMoSSe electrode material with superior cycling and structural stability. Chinese Chemical Letters, 2024, 35(7): 109059-. doi: 10.1016/j.cclet.2023.109059
Bin Dong , Ning Yu , Qiu-Yue Wang , Jing-Ke Ren , Xin-Yu Zhang , Zhi-Jie Zhang , Ruo-Yao Fan , Da-Peng Liu , Yong-Ming Chai . Double active sites promoting hydrogen evolution activity and stability of CoRuOH/Co2P by rapid hydrolysis. Chinese Chemical Letters, 2024, 35(7): 109221-. doi: 10.1016/j.cclet.2023.109221
Qiyan Wu , Ruixin Zhou , Zhangyi Yao , Tanyuan Wang , Qing Li . Effective approaches for enhancing the stability of ruthenium-based electrocatalysts towards acidic oxygen evolution reaction. Chinese Chemical Letters, 2024, 35(10): 109416-. doi: 10.1016/j.cclet.2023.109416
Jing JIN , Zhuming GUO , Zhiyin XIAO , Xiujuan JIANG , Yi HE , Xiaoming LIU . Tuning the stability and cytotoxicity of fac-[Fe(CO)3I3]- anion by its counter ions: From aminiums to inorganic cations. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 991-1004. doi: 10.11862/CJIC.20230458