SCOPUS 정보 검색 플랫폼

Volumn 14, Issue 7, 2016, Pages 2318-2326

A fragment merging approach towards the development of small molecule inhibitors of Mycobacterium tuberculosis EthR for use as ethionamide boosters

(8) Nikiforov, Petar O a Surade, Sachin a Blaszczyk, Michal a Delorme, Vincent b Brodin, Priscille b Baulard, Alain R b Blundell, Tom L a Abell, Chris a

a UNIVERSITY OF CAMBRIDGE (United Kingdom)

b UNIV LILLE (France)

Author keywords

[No Author keywords available]

Indexed keywords

BINS; DISEASE CONTROL; DRUG PRODUCTS; HYDROPHOBICITY; MERGING;

BINDING POCKETS; FRAGMENT MOLECULES; HYDROPHOBIC CAVITIES; MYCOBACTERIUM TUBERCULOSIS; NOVEL STRATEGIES; SMALL MOLECULE INHIBITOR; THERAPEUTIC STRATEGY; TRANSCRIPTIONAL REPRESSORS;

MOLECULES;

ETHIONAMIDE; ETHR PROTEIN, MYCOBACTERIUM TUBERCULOSIS; MOLECULAR LIBRARY; REPRESSOR PROTEIN;

CHEMICAL PHENOMENA; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; IC50; MOLECULAR LIBRARY; MYCOBACTERIUM TUBERCULOSIS; PHARMACOLOGY; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; ETHIONAMIDE; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; INHIBITORY CONCENTRATION 50; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; REPRESSOR PROTEINS; SMALL MOLECULE LIBRARIES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84959018166 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c5ob02630j Document Type: Article

Times cited : (41)

References (22)

1
- 84893257773
- World Health Organisation, Global tuberculosis report, 2015
- (2015) Global Tuberculosis Report
- World Health Organisation¹

2
- 84962167243
- World Health Organisation, Global tuberculosis control: WHO report, 2011
- (2011) Global Tuberculosis Control: WHO Report
- World Health Organisation¹

3
- 70349638608
- World Health Organisation, Treatment of tuberculosis: guidelines, 2010
- (2010) Treatment of Tuberculosis: Guidelines
- World Health Organisation¹

4
- 79251589638
- The challenge of new drug discovery for tuberculosis
- A. Koul E. Arnoult N. Lounis N. Guillemont K. Andries The challenge of new drug discovery for tuberculosis Nature 2011 469 483 490
- (2011) Nature , vol.469 , pp. 483-490
- Koul, A.¹ Arnoult, E.² Lounis, N.³ Guillemont, N.⁴ Andries, K.⁵

5
- 19944429772
- A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis
- K. Andries P. Verhasselt J. Guillemont H. W. H. Goehlmann J.-M. Neefs H. Winkler J. Van Gestel P. Timmermann M. Zhu E. Lee P. Williams D. de Chaffoy E. Huitric S. Hoffner E. Cambau C. Truffot-Pernot N. Lounis V. Jarlier A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis Science 2005 307 223 227
- (2005) Science , vol.307 , pp. 223-227
- Andries, K.¹ Verhasselt, P.² Guillemont, J.³ Goehlmann, H.W.H.⁴ Neefs, J.-M.⁵ Winkler, H.⁶ Van Gestel, J.⁷ Timmermann, P.⁸ Zhu, M.⁹ Lee, E.¹⁰ Williams, P.¹¹ De Chaffoy, D.¹² Huitric, E.¹³ Hoffner, S.¹⁴ Cambau, E.¹⁵ Truffot-Pernot, C.¹⁶ Lounis, N.¹⁷ Jarlier, V.¹⁸

6
- 67349287483
- Synthetic EthR inhibitors boost antituberculous activity of ethionamide
- N. Willand B. Dirié X. Carette P. Bifani A. Singhal M. Desroses F. Leroux E. Willery V. Mathys R. Déprez-Poulain G. Delcroix F. Frénois M. Aumercier C. Locht V. Villeret B. Déprez A. R. Baulard Synthetic EthR inhibitors boost antituberculous activity of ethionamide Nat. Med. 2009 15 537 544
- (2009) Nat. Med. , vol.15 , pp. 537-544
- Willand, N.¹ Dirié, B.² Carette, X.³ Bifani, P.⁴ Singhal, A.⁵ Desroses, M.⁶ Leroux, F.⁷ Willery, E.⁸ Mathys, V.⁹ Déprez-Poulain, R.¹⁰ Delcroix, G.¹¹ Frénois, F.¹² Aumercier, M.¹³ Locht, C.¹⁴ Villeret, V.¹⁵ Déprez, B.¹⁶ Baulard, A.R.¹⁷

7
- 33846446699
- Mechanism of thioamide drug action against tuberculosis and leprosy
- F. Wang R. Langley G. Gulten L. G. Dover G. S. Besra W. R. Jacobs Jr. J. C. Sacchettini Mechanism of thioamide drug action against tuberculosis and leprosy J. Exp. Med. 2007 204 73 78
- (2007) J. Exp. Med. , vol.204 , pp. 73-78
- Wang, F.¹ Langley, R.² Gulten, G.³ Dover, L.G.⁴ Besra, G.S.⁵ Jacobs, W.R.⁶ Sacchettini, J.C.⁷

8
- 34250198660
- The Mycobacterium tuberculosis FAS-II condensing enzymes: their role in mycolic acid biosynthesis, acid-fastness, pathogenesis and in future drug development
- A. Bhatt V. Molle G. S. Besra W. R. Jacobs Jr. L. Kremer The Mycobacterium tuberculosis FAS-II condensing enzymes: their role in mycolic acid biosynthesis, acid-fastness, pathogenesis and in future drug development Mol. Microbiol. 2007 64 1442 1454
- (2007) Mol. Microbiol. , vol.64 , pp. 1442-1454
- Bhatt, A.¹ Molle, V.² Besra, G.S.³ Jacobs, W.R.⁴ Kremer, L.⁵

9
- 0034622924
- Activation of the pro-drug ethionamide is regulated in mycobacteria
- A. R. Baulard J. C. Betts J. Engohang-Ndong S. Quan R. A. McAdam P. J. Brennan C. Locht G. S. Besra Activation of the pro-drug ethionamide is regulated in mycobacteria J. Biol. Chem. 2000 275 28326 28331
- (2000) J. Biol. Chem. , vol.275 , pp. 28326-28331
- Baulard, A.R.¹ Betts, J.C.² Engohang-Ndong, J.³ Quan, S.⁴ McAdam, R.A.⁵ Brennan, P.J.⁶ Locht, C.⁷ Besra, G.S.⁸

10
- 0034662963
- Ethionamide activation and sensitivity in multidrug-resistant Mycobacterium tuberculosis
- A. E. DeBarber K. Mdluli M. Bosman L. G. Bekker C. E. Barry 3rd Ethionamide activation and sensitivity in multidrug-resistant Mycobacterium tuberculosis Proc. Natl. Acad. U. S. A. 2000 97 9677 9682
- (2000) Proc. Natl. Acad. U. S. A. , vol.97 , pp. 9677-9682
- DeBarber, A.E.¹ Mdluli, K.² Bosman, M.³ Bekker, L.G.⁴ Barry, C.E.⁵

11
- 0346964261
- EthR, a repressor of the TetR/CamR family implicated in ethionamide resistance in mycobacteria, octamerizes cooperatively on its operator
- J. Engohang-Ndong D. Baillat M. Aumercier F. Bellefontaine G. S. Besra C. Locht A. R. Baulard EthR, a repressor of the TetR/CamR family implicated in ethionamide resistance in mycobacteria, octamerizes cooperatively on its operator Mol. Microbiol. 2004 51 175 188
- (2004) Mol. Microbiol. , vol.51 , pp. 175-188
- Engohang-Ndong, J.¹ Baillat, D.² Aumercier, M.³ Bellefontaine, F.⁴ Besra, G.S.⁵ Locht, C.⁶ Baulard, A.R.⁷

12
- 79955422439
- Ethionamide boosters: synthesis, biological activity, and structure - activity relationships of a series of 1,2,4-oxadiazole EthR inhibitors
- M. Flipo M. Desroses N. Lecat-Guillet B. Dirié X. Carette F. Leroux C. Piveteau F. Demirkaya Z. Lens P. Rucktooa V. Villeret T. Christophe H. K. Jeon C. Locht P. Brodin B. Déprez A. R. Baulard N. Willand Ethionamide boosters: synthesis, biological activity, and structure - activity relationships of a series of 1,2,4-oxadiazole EthR inhibitors J. Med. Chem. 2011 54 2994 3010
- (2011) J. Med. Chem. , vol.54 , pp. 2994-3010
- Flipo, M.¹ Desroses, M.² Lecat-Guillet, N.³ Dirié, B.⁴ Carette, X.⁵ Leroux, F.⁶ Piveteau, C.⁷ Demirkaya, F.⁸ Lens, Z.⁹ Rucktooa, P.¹⁰ Villeret, V.¹¹ Christophe, T.¹² Jeon, H.K.¹³ Locht, C.¹⁴ Brodin, P.¹⁵ Déprez, B.¹⁶ Baulard, A.R.¹⁷ Willand, N.¹⁸

13
- 84855832075
- Ethionamide Boosters. 2. Combining bioisosteric replacement and structure-based drug design to solve pharmacokinetic issues in a series of potent 1,2,4-oxadiazole EthR inhibitors
- M. Flipo M. Desroses N. Lecat-Guillet B. Villemagne N. Blondiaux F. Leroux C. Piveteau V. Mathys M.-P. Flament J. Siepmann V. Villeret A. Wohlkönig R. Wintjens S. H. Soror T. Christophe H. K. Jeon C. Locht P. Brodin B. Déprez A. R. Baulard N. Willand Ethionamide Boosters. 2. Combining bioisosteric replacement and structure-based drug design to solve pharmacokinetic issues in a series of potent 1,2,4-oxadiazole EthR inhibitors J. Med. Chem. 2012 55 68 83
- (2012) J. Med. Chem. , vol.55 , pp. 68-83
- Flipo, M.¹ Desroses, M.² Lecat-Guillet, N.³ Villemagne, B.⁴ Blondiaux, N.⁵ Leroux, F.⁶ Piveteau, C.⁷ Mathys, V.⁸ Flament, M.-P.⁹ Siepmann, J.¹⁰ Villeret, V.¹¹ Wohlkönig, A.¹² Wintjens, R.¹³ Soror, S.H.¹⁴ Christophe, T.¹⁵ Jeon, H.K.¹⁶ Locht, C.¹⁷ Brodin, P.¹⁸ Déprez, B.¹⁹ Baulard, A.R.²⁰ Willand, N.²¹ more..

14
- 84902438461
- Ligand efficiency driven design of new inhibitors of Mycobacterium tuberculosis transcriptional repressor EthR using fragment growing, merging, and linking approaches
- B. Villemagne M. Flipo N. Blondiaux C. Crauste S. Malaquin F. Leroux C. Piveteau V. Villeret P. Brodin B. O. Villoutreix O. Sperandio S. H. Soror A. Wohlkönig R. Wintjens B. Déprez A. R. Baulard N. Willand Ligand efficiency driven design of new inhibitors of Mycobacterium tuberculosis transcriptional repressor EthR using fragment growing, merging, and linking approaches J. Med. Chem. 2014 57 4876 4888
- (2014) J. Med. Chem. , vol.57 , pp. 4876-4888
- Villemagne, B.¹ Flipo, M.² Blondiaux, N.³ Crauste, C.⁴ Malaquin, S.⁵ Leroux, F.⁶ Piveteau, C.⁷ Villeret, V.⁸ Brodin, P.⁹ Villoutreix, B.O.¹⁰ Sperandio, O.¹¹ Soror, S.H.¹² Wohlkönig, A.¹³ Wintjens, R.¹⁴ Déprez, B.¹⁵ Baulard, A.R.¹⁶ Willand, N.¹⁷

15
- 4143121255
- Evaluation of fluorescence-based thermal shift assays for hit identification in drug discovery
- M.-C. Lo A. Aulabaugh G. Jin R. Cowling J. Bard M. Malamas G. Ellestad Evaluation of fluorescence-based thermal shift assays for hit identification in drug discovery Anal. Biochem. 2004 332 153 159
- (2004) Anal. Biochem. , vol.332 , pp. 153-159
- Lo, M.-C.¹ Aulabaugh, A.² Jin, G.³ Cowling, R.⁴ Bard, J.⁵ Malamas, M.⁶ Ellestad, G.⁷

16
- 27344436962
- Measurements of binding thermodynamics in drug discovery
- J. L. Holgate W. H. J. Ward Measurements of binding thermodynamics in drug discovery Drug Discovery Today 2005 10 1543 1550
- (2005) Drug Discovery Today , vol.10 , pp. 1543-1550
- Holgate, J.L.¹ Ward, W.H.J.²

17
- 84958977674
- Springer
- T. G. Davies and M. Hyvönen, Fragment-based drug discovery and X-ray crystallography, Topics in Current Chemistry 317, Springer, 2012
- (2012) Fragment-based Drug Discovery and X-ray Crystallography, Topics in Current Chemistry 317
- Davies, T.G.¹ Hyvönen, M.²

18
- 84894266263
- A structure-guided fragment-based approach for the discovery of allosteric inhibitors targeting the lipophilic binding site of transcription factor EthR
- S. Surade N. Ty N. Hengrung B. Lechartier S. T. Cole C. Abell T. L. Blundell A structure-guided fragment-based approach for the discovery of allosteric inhibitors targeting the lipophilic binding site of transcription factor EthR Biochem. J. 2014 458 387 394
- (2014) Biochem. J. , vol.458 , pp. 387-394
- Surade, S.¹ Ty, N.² Hengrung, N.³ Lechartier, B.⁴ Cole, S.T.⁵ Abell, C.⁶ Blundell, T.L.⁷

19
- 84938957406
- 20050234033
- S. K. Anandan, Z.-Y. Xiao, D. V. Patel and J. S. Ward, US Pat. Appl. Publ., US 20050234033, 2005
- (2005) US Pat. Appl. Publ., US
- Anandan, S.K.¹ Xiao, Z.-Y.² Patel, D.V.³ Ward, J.S.⁴

20
- 70349277032
- COMU: a safer and more effective replacement for benzotriazole-based uronium coupling reagents
- A. El-Faham R. S. Funosas R. Prohens F. Albericio COMU: a safer and more effective replacement for benzotriazole-based uronium coupling reagents Chem. - Eur. J. 2009 15 9404 9416
- (2009) Chem. - Eur. J. , vol.15 , pp. 9404-9416
- El-Faham, A.¹ Funosas, R.S.² Prohens, R.³ Albericio, F.⁴

21
- 79958807861
- Multicomponent assembly and diversification of novel heterocyclic scaffolds derived from 2-arylpiperidines
- S. Hardy S. F. Martin Multicomponent assembly and diversification of novel heterocyclic scaffolds derived from 2-arylpiperidines Org. Lett. 2011 13 3102 3105
- (2011) Org. Lett. , vol.13 , pp. 3102-3105
- Hardy, S.¹ Martin, S.F.²

22
- 29744457268
- Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl nitrofuranyl amides as novel antituberculosis agents
- R. P. Tangallapally R. Yendapally R. E. Lee A. J. M. Lenaerts R. E. Lee Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl nitrofuranyl amides as novel antituberculosis agents J. Med. Chem. 2005 48 8261 8269
- (2005) J. Med. Chem. , vol.48 , pp. 8261-8269
- Tangallapally, R.P.¹ Yendapally, R.² Lee, R.E.³ Lenaerts, A.J.M.⁴ Lee, R.E.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.