New antituberculosis drugs targeting the respiratory chain
-
* Corresponding author.
E-mail address: luxy2016@jnu. edu. cn (X. Lu).
Citation:
Li Qian, Lu Xiaoyun. New antituberculosis drugs targeting the respiratory chain[J]. Chinese Chemical Letters,
;2020, 31(6): 1357-1365.
doi:
10.1016/j.cclet.2020.04.007
T. Wirth, F. Hildebrand, C. Allix-Beguec, et al., PLoS Pathog4 (2008)e1000160.
doi: 10.1371/journal.ppat.1000160
World Health Organization, Global Tuberculosis Report 2019 (WHO), https://www.who.int/tb/publications/global_report/en/.
L. Pitance, L. Vecellio, T. Leal, et al., J. Aerosol. Med. Pulm. D. 23 (2010) 389-396.
doi: 10.1089/jamp.2010.0816
K. Andries, P. Verhasselt, J. Guillemont, et al., Science 307 (2005) 223-227.
doi: 10.1126/science.1106753
A. H. Diacon, P. R. Donald, A. Pym, et al., Antimicrob Agents Ch. 56 (2012) 3271-3276.
doi: 10.1128/AAC.06126-11
E. Cox, K. Laessig, N. Engl. J. Med. 371 (2014) 689-691.
doi: 10.1056/NEJMp1314385
M. T. Gler, V. Skripconoka, E. Sanchez-Garavito, et al., N. Engl. J. Med. 366 (2012) 2151-2160.
doi: 10.1056/NEJMoa1112433
C. D. Tweed, R. Dawson, D. A. Burger, et al., Lancet Respir. Med. 7 (2019) 1048-1058.
doi: 10.1016/S2213-2600(19)30366-2
C. G. Mohan, Impact of Target-Based Drug Design in Anti-bacterial Drug Discovery for the Treatment of Tuberculosis, Springer, 2019, pp. 307-346.
K. Mdluli, T. Kaneko, A. Upton, Cold Spring Harb. Perspect. Med. 5 (2015) a021154.
doi: 10.1101/cshperspect.a021154
S. L. Tran, G. M. Cook, J. Bacteriol. 187 (2005) 5023-5028.
doi: 10.1128/JB.187.14.5023-5028.2005
G. Sotgiu, G. Sulis, A. Matteelli, Microbiol. Spectr. 5 (2017) TNMI7-0036-2016.
D. Bald, A. Koul, FEMS Microbiol. Lett. 308 (2010) 1-7.
doi: 10.1111/j.1574-6968.2010.01959.x
S. Kerscher, S. Dröse, V. Zickermann, U. Brandt, ResultsProbl. CellDiffer. 45 (2008) 185-222.
E. A. Weinstein, T. Yano, L. S. Li, et al., Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 4548-4553.
doi: 10.1073/pnas.0500469102
G. Unden, J. Bongaerts, Biochim. Biophys. Acta 1320 (1997) 217-234.
doi: 10.1016/S0005-2728(97)00034-0
S. P. S. Rao, S. Alonso, L. Rand, T. Dick, K. Pethe, Proc. Natl. Acad. Sci. U. S. A. 105 (2008) 11945-11950.
doi: 10.1073/pnas.0711697105
L. Miesel, T. R. Weisbrod, J. A. Marcinkeviciene, R. Bittman, W. R. Jacobs Jr., J. Bacteriol. 180 (1998) 2459-2467.
doi: 10.1128/JB.180.9.2459-2467.1998
D. Bald, C. Villellas, P. Lu, A. Koul, mBio 8 (2017) e00272-17.
C. Pidathala, R. Amewu, B. Pacorel, et al., J. Med. Chem. 55 (2012) 1831-1843.
R. Cox, G. Cook, Curr. Mol. Med. 7 (2007) 231-245.
doi: 10.2174/156652407780598584
L. G. Matsoso, B. D. Kana, P. K. Crellin, et al., J. Bacteriol. 187 (2005) 6300-6308.
doi: 10.1128/JB.187.18.6300-6308.2005
H. Gong, J. Li, A. Xu, et al., Science 362 (2018) eaat8923.
doi: 10.1126/science.aat8923
K. A. Abrahams, J. A. Cox, V. L. Spivey, et al., PLoS One 7 (2012) e52951.
doi: 10.1371/journal.pone.0052951
P. A. Mak, S. P. Rao, M. P. Tan, et al., ACS Chem. Biol. 7 (2012) 1190-1197.
doi: 10.1021/cb2004884
S. Kang, R. Y. Kim, M. J. Seo, et al., J. Med. Chem. 57 (2014) 5293-5305.
K. Pethe, P. Bifani, J. Jang, et al., Nat. Med. 19 (2014) 1157-1160.
V. B. Borisov, R. Murali, M. L. Verkhovskaya, et al., Proc. Natl. Acad. Sci. U. S. A. 108 (2011) 17320.
doi: 10.1073/pnas.1108217108
V. B. Borisov, R. B. Gennis, J. Hemp, M. I. Verkhovsky, Biochim. Biophys. Acta 1807 (2011) 1398-1413.
doi: 10.1016/j.bbabio.2011.06.016
L. Shi, C. D. Sohaskey, B. D. Kana, et al., Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 15629.
doi: 10.1073/pnas.0507850102
P. Lu, M. Heineke, A. Koul, et al., Sci. Rep. 5 (2015) 10333.
doi: 10.1038/srep10333
K. Arora, B. Ochoa-Montano, P. S. Tsang, et al., Antimicrob. Agents Chemother. 58 (2014) 6962-6965.
doi: 10.1128/AAC.03486-14
C. von Ballmoos, G. Cook, P. Dimroth, Ann. Rev. Biophys. 37 (2008) 43-64.
doi: 10.1146/annurev.biophys.37.032807.130018
D. Pogoryelov, O. Yildiz, J. D. Faraldo-Gomez, T. Meier, Nat. Struct. Mol. Biol. 16 (2009) 1068-1073.
doi: 10.1038/nsmb.1678
M. Diez, B. Zimmermann, M. Börsch, et al., Nat. Struct. Mol. Biol. 11 (2004) 135-141.
doi: 10.1038/nsmb718
H. Noji, R. Yasuda, M. Yoshida, K. Kinosita Jr., Nature 386 (1997) 299-302.
doi: 10.1038/386299a0
J. K. Hakulinen, A. L. Klyszejko, J. Hoffmann, et al., Proc. Natl. Acad. Sci. U. S. A. 109 (2012) e2050-2056.
doi: 10.1073/pnas.1203971109
A. C. Haagsma, I. Podasca, A. Koul, et al., PLoS One 6 (2011) e23575.
doi: 10.1371/journal.pone.0023575
A. Koul, N. Dendouga, K. Vergauwen, et al., Nat. Chem. Biol. 3 (2007) 323-324.
doi: 10.1038/nchembio884
D. Ordway, M. Viveiros, C. Leandro, et al., L. Antimicrob Agents Chemother. 47 (2003) 917-922.
doi: 10.1128/AAC.47.3.917-922.2003
S. Sellamuthu, M. Singh, A. Kumar, S. K. Singh, Expert. Opin. Ther. Tar. 21 (2017) 559-570.
doi: 10.1080/14728222.2017.1327577
T. Yano, L. S. Li, E. Weinstein, J. S. Teh, H. Rubin, J. Biol. Chem. 281 (2006) 11456-11463.
doi: 10.1074/jbc.M508844200
M. Viveiros, S. Bosne-David, L. Amaral, Int. J. Antimicrob. Agents 16 (2000) 69-71.
doi: 10.1016/S0924-8579(00)00199-0
E. A. Dunn, M. Roxburgh, L. Larsen, et al., Bioorg. Med. Chem. 22 (2014) 5320-5328.
doi: 10.1016/j.bmc.2014.07.050
B. Lechartier, S. T. Cole, AntimicrobAgentsChemother 59 (2015) 4457-4463.
T. Yano, S. Kassovska-Bratinova, J. Teh, et al., J. Biol. Chem. 286 (2011) 10276-10287.
doi: 10.1074/jbc.M110.200501
J. H. Grosset, S. Tyagi, D. V. Almeida, et al., Am. J. Respir. Crit. Care Med. 188 (2013) 608-612.
doi: 10.1164/rccm.201304-0753OC
D. A. Lamprecht, P. M. Finin, M. A. Rahman, et al., Nat. Commun. 7 (2016) 12393-12393.
doi: 10.1038/ncomms12393
D. Zhang, Y. Lu, K. Liu, et al., J. Med. Chem. 55 (2012) 8409-8417.
D. Zhang, Y. Liu, C. Zhang, et al., Molecules 19 (2014) 4380-4394.
doi: 10.3390/molecules19044380
J. Xu, B. Wang, L. Fu, et al., Antimicrob. Agents Chemother. 63 (2019) e02155-02118.
P. Shirude, B. Paul, N. Choudhury, et al., ACS Med. Chem. Lett. 3 (2012) 736-740.
doi: 10.1021/ml300134b
M. B. Harbut, B. Yang, R. Liu, et al., Angew. Chem. Int. Ed. Engl. 57 (2018) 3478-3482.
doi: 10.1002/anie.201800260
G. C. Moraski, L. D. Markley, P. A. Hipskind, et al., ACS Med. Chem. Lett. 2 (2011) 466-470.
doi: 10.1021/ml200036r
S. Kang, R. Y. Kim, M. J. Seo, et al., J. Med. Chem. 57 (2014) 5293-5305.
N. P. Kalia, E. J. Hasenoehrl, N. B. Ab Rahman, et al., Proc. Natl. Acad. Sci. U. S. A. 114 (2017) 7426-7431.
doi: 10.1073/pnas.1706139114
P. Lu, A. Asseri, M. Kremer, et al., Sci. Rep. 8 (2018) 2625.
doi: 10.1038/s41598-018-20989-8
T. O'Malley, T. Alling, J. V. Early, et al., Antimicrob. Agents Chemother. 62 (2018) e02439-17.
G. C. Moraski, L. D. Markley, J. Cramer, et al., ACS Med. Chem. Lett. 4 (2013) 675-679.
doi: 10.1021/ml400088y
Y. Cheng, G. C. Moraski, J. Cramer, M. J. Miller, J. S. Schorey, PLoS One 9 (2014) e87483.
doi: 10.1371/journal.pone.0087483
G. C. Moraski, P. A. Miller, M. A. Bailey, et al., ACS Infect. Dis. 1 (2015) 85-90.
Z. Wu, Y. Lu, L. Li, et al., ACS Med. Chem. Lett. 7 (2016) 1130-1133.
doi: 10.1021/acsmedchemlett.6b00330
J. Tang, B. Wang, T. Wu, et al., ACS Med. Chem. Lett. 6 (2015) 814-818.
doi: 10.1021/acsmedchemlett.5b00176
X. Lu, J. Tang, Z. Liu, et al., Bioorg. Med. Chem. 26 (2016) 5916-5919.
doi: 10.1016/j.bmcl.2016.11.003
X. Lu, Z. Williams, K. Hards, et al., ACS Infect. Dis. 5 (2019) 239-249.
doi: 10.1021/acsinfecdis.8b00225
A. M. Upton, S. Cho, T. J. Yang, et al., Antimicrob. Agents Chemother. 59 (2015) 136-144.
doi: 10.1128/AAC.03823-14
X. Hu, B. Wan, Y. Liu, et al., ACS Med. Chem. Lett. 10 (2015) 295-299.
J. Rybniker, A. Vocat, C. Sala, et al., Nat. Commun. 6 (2015) 7659.
doi: 10.1038/ncomms8659
L. Ballell, R. H. Bates, R. J. Young, et al., ChemMedChem 8 (2013) 313-321.
doi: 10.1002/cmdc.201200428
C. S. Foo, A. Lupien, M. Kienle, et al., mBio. 9 (2018) e01276-18.
L. A. T. Cleghorn, P. C. Ray, J. Odingo, et al., J. Med. Chem. 61 (2018) 6592-6608.
R. van der Westhuyzen, S. Winks, C. R. Wilson, et al., J. Med. Chem. 58 (2015) 9371-9381.
N. S. Chandrasekera, T. Alling, M. A. Bailey, et al., J. Med. Chem. 58 (2015) 7273-7285.
A. E. M. B. Gregory, A. Harrison, M. Singh, et al., mSphere 4 (2019) e00606-19.
A. Lupien, C. S. Y. Foo, S. Savina, et al., PLoS Pathog. 16 (2020) e1008270.
doi: 10.1371/journal.ppat.1008270
L. Preiss, J. D. Langer, Ö. Yildiz, et al., Sci. Adv. 1 (2015) e1500106.
doi: 10.1126/sciadv.1500106
E. B. Chahine, L. R. Karaoui, H. Mansour, Ann. Pharmacother. 48 (2014) 107-115.
doi: 10.1177/1060028013504087
A. K. Kakkar, N. Dahiya, Tuberculosis (Edinb) 94 (2014) 357-362.
doi: 10.1016/j.tube.2014.04.001
H. Patel, R. Pawara, K. Pawara, et al., Tuberculosis (Edinb) 117 (2019) 79-84.
doi: 10.1016/j.tube.2019.06.005
J. Guillemont, C. Meyer, A. Poncelet, X. Bourdrez, K. Andries, Future Med. Chem. 3 (2011) 1345-1360.
doi: 10.4155/fmc.11.79
A. S. T. Tong, P. J. Choi, A. Blaser, et al., ACS Med. Chem. Lett. 8 (2011) 1019-1024.
P. J. Choi, H. S. Sutherland, A. S. T. Tong, et al., Bioorg. Med. Chem. 27 (2017) 5190-5196.
doi: 10.1016/j.bmcl.2017.10.042
H. S. Sutherland, A. S. T. Tong, P. J. Choi, et al., Bioorg. Med. Chem. 26 (2018) 1797-1809.
doi: 10.1016/j.bmc.2018.02.026
A. Blaser, H. S. Sutherland, A. S. T. Tong, et al., Bioorg. Med. Chem. 27 (2019) 1283-1291.
doi: 10.1016/j.bmc.2019.02.025
H. S. Sutherland, A. S. T. Tong, P. J. Choi, et al., Bioorg. Med. Chem. 27 (2019) 1292-1307.
doi: 10.1016/j.bmc.2019.02.026
H. S. Sutherland, A. S. T. Tong, P. J. Choi, et al., Bioorg. Med. Chem. 28 (2020) 115213.
doi: 10.1016/j.bmc.2019.115213
J. P. Sarathy, P. Ragunathan, J. Shin, et al., Antimicrob. Agents Chemother. 63 (2019) e01191-01119.
S. J. Tantry, S. D. Markad, V. Shinde, et al., J. Med. Chem. 60 (2017) 1379-1399.
S. Kumar, R. Mehra, S. Sharma, et al., Tuberculosis (Edinb). 108 (2018) 56-63.
doi: 10.1016/j.tube.2017.10.008
S. Singh, K. K. Roy, S. R. Khan, et al., Bioorg. Med. Chem. 23 (2015) 742-752.
doi: 10.1016/j.bmc.2014.12.060
Jia-Mei Qin , Xue Li , Wei Lang , Fu-Hao Zhang , Qian-Yong Cao . An AIEgen nano-assembly for simultaneous detection of ATP and H2S. Chinese Chemical Letters, 2024, 35(6): 108925-. doi: 10.1016/j.cclet.2023.108925
Xiaohong Wen , Mei Yang , Lie Li , Mingmin Huang , Wei Cui , Suping Li , Haiyan Chen , Chen Li , Qiuping Guo . Enzymatically controlled DNA tetrahedron nanoprobes for specific imaging of ATP in tumor. Chinese Chemical Letters, 2024, 35(8): 109291-. doi: 10.1016/j.cclet.2023.109291
Qihang Wu , Hui Wen , Wenhai Lin , Tingting Sun , Zhigang Xie . Alkyl chain engineering of boron dipyrromethenes for efficient photodynamic antibacterial treatment. Chinese Chemical Letters, 2024, 35(12): 109692-. doi: 10.1016/j.cclet.2024.109692
Huiju Cao , Lei Shi . sp1-Hybridized linear and cyclic carbon chain. Chinese Chemical Letters, 2025, 36(4): 110466-. doi: 10.1016/j.cclet.2024.110466
Zhu Shu , Xin Lei , Yeye Ai , Ke Shao , Jianliang Shen , Zhegang Huang , Yongguang Li . ATP-induced supramolecular assembly based on chromophoric organic molecules and metal complexes. Chinese Chemical Letters, 2024, 35(11): 109585-. doi: 10.1016/j.cclet.2024.109585
Linghui Zou , Meng Cheng , Kaili Hu , Jianfang Feng , Liangxing Tu . Vesicular drug delivery systems for oral absorption enhancement. Chinese Chemical Letters, 2024, 35(7): 109129-. doi: 10.1016/j.cclet.2023.109129
Fengjie Liu , Fansu Meng , Zhenjiang Yang , Huan Wang , Yuehong Ren , Yu Cai , Xingwang Zhang . Exosome-biomimetic nanocarriers for oral drug delivery. Chinese Chemical Letters, 2024, 35(9): 109335-. doi: 10.1016/j.cclet.2023.109335
Yifei Zhang , Yuncong Xue , Laiwei Gao , Rui Liao , Feng Wang , Fei Wang . Merging non-covalent and covalent crosslinking: En route to single chain nanoparticles. Chinese Chemical Letters, 2024, 35(6): 109217-. doi: 10.1016/j.cclet.2023.109217
Haoran Shi , Jiaxin Wang , Yuqin Zhu , Hongyang Li , Guodong Ju , Lanlan Zhang , Chao Wang . Highly selective α-C(sp3)-H arylation of alkenyl amides via nickel chain-walking catalysis. Chinese Chemical Letters, 2024, 35(7): 109333-. doi: 10.1016/j.cclet.2023.109333
Yao HUANG , Yingshu WU , Zhichun BAO , Yue HUANG , Shangfeng TANG , Ruixue LIU , Yancheng LIU , Hong LIANG . Copper complexes of anthrahydrazone bearing pyridyl side chain: Synthesis, crystal structure, anticancer activity, and DNA binding. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 213-224. doi: 10.11862/CJIC.20240359
Yujie Li , Ya-Nan Wang , Yin-Gen Luo , Hongcai Yang , Jinrui Ren , Xiao Li . Advances in synthetic biology-based drug delivery systems for disease treatment. Chinese Chemical Letters, 2024, 35(11): 109576-. doi: 10.1016/j.cclet.2024.109576
Shaoqing Du , Xinyong Liu , Xueping Hu , Peng Zhan . Targeting novel sites represents an effective strategy for combating drug resistance. Chinese Chemical Letters, 2025, 36(1): 110378-. doi: 10.1016/j.cclet.2024.110378
Qijie Gong , Jian Song , Yihui Song , Kai Tang , Panpan Yang , Xiao Wang , Min Zhao , Liang Ouyang , Li Rao , Bin Yu , Peng Zhan , Saiyang Zhang , Xiaojin Zhang . New techniques and strategies in drug discovery (2020–2024 update). Chinese Chemical Letters, 2025, 36(3): 110456-. doi: 10.1016/j.cclet.2024.110456
Jian Han , Li-Li Zeng , Qin-Yu Fei , Yan-Xiang Ge , Rong-Hui Huang , Fen-Er Chen . Recent advances in remote C(sp3)–H functionalization via chelating group-assisted metal-catalyzed chain-walking reaction. Chinese Chemical Letters, 2024, 35(11): 109647-. doi: 10.1016/j.cclet.2024.109647
Ningyue Xu , Jun Wang , Lei Liu , Changyang Gong . Injectable hydrogel-based drug delivery systems for enhancing the efficacy of radiation therapy: A review of recent advances. Chinese Chemical Letters, 2024, 35(8): 109225-. doi: 10.1016/j.cclet.2023.109225
Yihan Zhou , Duo Gao , Yaying Wang , Li Liang , Qingyu Zhang , Wenwen Han , Jie Wang , Chunliu Zhu , Xinxin Zhang , Yong Gan . Worm-like micelles facilitate the intestinal mucus diffusion and drug accumulation for enhancing colorectal cancer therapy. Chinese Chemical Letters, 2024, 35(6): 108967-. doi: 10.1016/j.cclet.2023.108967
Xin Zhang , Junyu Chen , Xiang Pei , Linxin Yang , Liang Wang , Luona Chen , Guangmei Yang , Xibo Pei , Qianbing Wan , Jian Wang . Drug-loading ZIF-8 for modification of microporous bone scaffold to promote vascularized bone regeneration. Chinese Chemical Letters, 2024, 35(6): 108889-. doi: 10.1016/j.cclet.2023.108889
Liping Zhao , Xixi Guo , Zhimeng Zhang , Xi Lu , Qingxuan Zeng , Tianyun Fan , Xintong Zhang , Fenbei Chen , Mengyi Xu , Min Yuan , Zhenjun Li , Jiandong Jiang , Jing Pang , Xuefu You , Yanxiang Wang , Danqing Song . Novel berberine derivatives as adjuvants in the battle against Acinetobacter baumannii: A promising strategy for combating multi-drug resistance. Chinese Chemical Letters, 2024, 35(10): 109506-. doi: 10.1016/j.cclet.2024.109506
Zhilong Xie , Guohui Zhang , Ya Meng , Yefei Tong , Jian Deng , Honghui Li , Qingqing Ma , Shisong Han , Wenjun Ni . A natural nano-platform: Advances in drug delivery system with recombinant high-density lipoprotein. Chinese Chemical Letters, 2024, 35(11): 109584-. doi: 10.1016/j.cclet.2024.109584
Fukui Shen , Yuqing Zhang , Guoqing Luan , Kaixue Zhang , Zhenzhen Wang , Yunhao Luo , Yuanyuan Hou , Gang Bai . Revealing drug targets with multimodal bioorthogonal AMPD probes through visual metabolic labeling. Chinese Chemical Letters, 2024, 35(12): 109646-. doi: 10.1016/j.cclet.2024.109646