SCOPUS 정보 검색 플랫폼

Volumn 20, Issue 19, 2012, Pages 5965-5979

Synthesis and antiplasmodial activity of new heteroaryl derivatives of 7-chloro-4-aminoquinoline

(6) Casagrande, Manolo a Barteselli, Anna a Basilico, Nicoletta a Parapini, Silvia a Taramelli, Donatella a Sparatore, Anna a

a UNIVERSITY OF MILAN (Italy)

Author keywords

4 Aminoquinoline derivatives; Antimalarial agents; Chloroquine; Plasmodium falciparum

Indexed keywords

4 AMINOQUINOLINE; 7 CHLORO 4 N [(1 METHYL 4 PHENYL 1H IMIDAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [(1H BENZO[D]IMIDAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [(1H IMIDAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [(4 P TOLYL 1H IMIDAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [(4 PHENYL 1H IMIDAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [(4 PHENYLOXAZOL 2 YL)METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [5 (PYRROLIDIN 1 YLMETHYL)THIOPHEN 2 YL]AMINOQUINOLINE; 7 CHLORO 4 N [5 [(DIETHYLAMINO)METHYL]THIOPHEN 2 YL]AMINOQUINOLINE; 7 CHLORO 4 N [[1 METHYL 4 PHENYL 5 (PYRROLIDIN 1 YLMETHYL) 1H IMIDAZOL 2 YL]METHYL]QUINOLIN 4 AMINE; 7 CHLORO 4 N [[4 (4 CHLOROPHENYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 (4 CHLOROPHENYL) 5 (PYRROLIDIN 1 YLMETHYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 (4 CHLOROPHENYL) 5 [(DIETHYLAMINO)METHYL] 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 (4 FLUOROPHENYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 (4 FLUOROPHENYL) 5 (PYRROLIDIN 1 YLMETHYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 [3 (DIMETHYLAMINO)PHENYL] 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 [4 (DIMETHYLAMINO)PHENYL] 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 [4 (PYRROLIDIN 1 YL)PHENYL] 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[4 PHENYL 5 (PYRROLIDIN 1 YLMETHYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[5 (PYRROLIDIN 1 YLMETHYL) 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[5 (PYRROLIDIN 1 YLMETHYL) 4 P TOLYL 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[5 [(DIETHYLAMINO)METHYL] 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO 4 N [[5 [(DIETHYLAMINO)METHYL] 4 PHENYL 1H IMIDAZOL 2 YL]METHYL]AMINOQUINOLINE; 7 CHLORO N (HETEROARYL) 4 AMINOQUINOLINE; 7 CHLORO N (HETEROARYL)METHYL 4 AMINOQUINOLINE; ANTIMALARIAL AGENT; CHLOROQUINE; FUNCTIONAL GROUP; METHYLENIC GROUP; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG EFFECT; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENDOTHELIUM CELL; GROWTH INHIBITION; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; NONHUMAN; PARASITE DEVELOPMENT; PLASMODIUM FALCIPARUM; STRUCTURE ACTIVITY RELATION;

AMINOQUINOLINES; ANTIMALARIALS; CELL LINE; CELL SURVIVAL; HUMANS; MALARIA, FALCIPARUM; PLASMODIUM FALCIPARUM;

PLASMODIUM FALCIPARUM;

EID: 84866360704 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2012.07.040 Document Type: Article

Times cited : (28)

References (36)

1
- 45249099771
- C. Wongsrichanalai, and S.R. Meshnick Emerg. Infect. Dis. 14 2008 716
- (2008) Emerg. Infect. Dis. , vol.14 , pp. 716
- Wongsrichanalai, C.¹ Meshnick, S.R.²

2
- 77949568358
- A.M. Dondorp, S. Yeung, L. White, C. Nguon, N.P.J. Day, D. Socheat, and L. Von Seidlein Nat. Rev. Microbiol. 8 2010 272
- (2010) Nat. Rev. Microbiol. , vol.8 , pp. 272
- Dondorp, A.M.¹ Yeung, S.² White, L.³ Nguon, C.⁴ Day, N.P.J.⁵ Socheat, D.⁶ Von Seidlein, L.⁷

3
- 47349091840
- M. Casagrande, N. Basilico, S. Parapini, S. Romeo, D. Taramelli, and A. Sparatore Bioorg. Med. Chem. 16 2008 6813
- (2008) Bioorg. Med. Chem. , vol.16 , pp. 6813
- Casagrande, M.¹ Basilico, N.² Parapini, S.³ Romeo, S.⁴ Taramelli, D.⁵ Sparatore, A.⁶

4
- 77956343713
- M. Casagrande, N. Basilico, C. Rusconi, D. Taramelli, and A. Sparatore Bioorg. Med. Chem. 18 2010 6625
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 6625
- Casagrande, M.¹ Basilico, N.² Rusconi, C.³ Taramelli, D.⁴ Sparatore, A.⁵

5
- 84860228530
- C. Roux, and C. Biot Future Med. Chem. 4 2012 783
- (2012) Future Med. Chem. , vol.4 , pp. 783
- Roux, C.¹ Biot, C.²

6
- 84855268494
- C. Biot, F. Nosten, L. Fraisse, D. Ter-Minassian, J. Khalife, and D. Dive Parasite 18 2011 207
- (2011) Parasite , vol.18 , pp. 207
- Biot, C.¹ Nosten, F.² Fraisse, L.³ Ter-Minassian, D.⁴ Khalife, J.⁵ Dive, D.⁶

7
- 84866377743
- M.A. Blackie, V. Yardley, and K. Chibale Bioorg. Med. Chem. Lett. 1078 2010 20
- (2010) Bioorg. Med. Chem. Lett. , vol.1078 , pp. 20
- Blackie, M.A.¹ Yardley, V.² Chibale, K.³

8
- 0036009904
- R.A. Forsch, J.E. Wright, and A. Rosowsky Bioorg. Med. Chem. 10 2002 2067
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 2067
- Forsch, R.A.¹ Wright, J.E.² Rosowsky, A.³

9
- 84866381968
- W.O. Foye, and J.J. Hefferren J. Am. Pharm. Assoc. 43 1954 602
- (1954) J. Am. Pharm. Assoc. , vol.43 , pp. 602
- Foye, W.O.¹ Hefferren, J.J.²

10
- 0036898274
- S. Park, and Y. Kang Heterocycles 57 2002 2393
- (2002) Heterocycles , vol.57 , pp. 2393
- Park, S.¹ Kang, Y.²

11
- 40949162824
- S. Salvadori, S. Fiorini, C. Trapella, and F. Porreca Bioorg. Med. Chem. 16 2008 3032
- (2008) Bioorg. Med. Chem. , vol.16 , pp. 3032
- Salvadori, S.¹ Fiorini, S.² Trapella, C.³ Porreca, F.⁴

12
- 59449099630
- C. Herbivo, A. Comel, G. Kirsch, and M.M.M. Raposo Tetrahedron 65 2009 2079
- (2009) Tetrahedron , vol.65 , pp. 2079
- Herbivo, C.¹ Comel, A.² Kirsch, G.³ Raposo, M.M.M.⁴

13
- 0037423155
- J.M. Kauffman, and G. Moyna J. Org. Chem. 68 2003 839
- (2003) J. Org. Chem. , vol.68 , pp. 839
- Kauffman, J.M.¹ Moyna, G.²

14
- 35349015186
- T. Shie, C. Lin, S. Lin, and D. Yang Eur. J. Org. Chem. 2007 4831
- (2007) Eur. J. Org. Chem. , pp. 4831
- Shie, T.¹ Lin, C.² Lin, S.³ Yang, D.⁴

15
- 0023902147
- R. Young, R. Mitchell, and T. Brown J. Med. Chem. 31 1988 656
- (1988) J. Med. Chem. , vol.31 , pp. 656
- Young, R.¹ Mitchell, R.² Brown, T.³

16
- 67650759608
- S. Awasthi, N. Mishra, B. Kumar, M. Sharma, A. Bhattacharya, L.C. Mishra, and V.K. Bhasin Med. Chem. Res. 18 2009 407
- (2009) Med. Chem. Res. , vol.18 , pp. 407
- Awasthi, S.¹ Mishra, N.² Kumar, B.³ Sharma, M.⁴ Bhattacharya, A.⁵ Mishra, L.C.⁶ Bhasin, V.K.⁷

17
- 0018575383
- D.N. Ridge, J.W. Hanifin, L.A. Harten, B.D. Johnson, J. Menschik, G. Nicolau, A.E. Sloboda, and D.E. Watts J. Med. Chem. 22 1979 1385
- (1979) J. Med. Chem. , vol.22 , pp. 1385
- Ridge, D.N.¹ Hanifin, J.W.² Harten, L.A.³ Johnson, B.D.⁴ Menschik, J.⁵ Nicolau, G.⁶ Sloboda, A.E.⁷ Watts, D.E.⁸

18
- 84866352152
- WO/2008/022945
- Kauffmann Hefner, I. WO/2008/022945, 2008.
- (2008)
- Kauffmann Hefner, I.¹

19
- 77954349655
- S.A. Galal, A.S. Abd El-All, K.H. Hegab, A.A. Magd-El-Din, N.S. Youssef, and H.I. El-Diwani Eur. J. Med. Chem. 45 2010 3035
- (2010) Eur. J. Med. Chem. , vol.45 , pp. 3035
- Galal, S.A.¹ Abd El-All, A.S.² Hegab, K.H.³ Magd-El-Din, A.A.⁴ Youssef, N.S.⁵ El-Diwani, H.I.⁶

20
- 77949400178
- Z. Xu, J.C. DiCesare, and P.W. Baures J. Comb. Chem. 12 2010 248
- (2010) J. Comb. Chem. , vol.12 , pp. 248
- Xu, Z.¹ Dicesare, J.C.² Baures, P.W.³

21
- 3142736529
- J.A. Ragan, M. Burmaster, and P.D. Hill Synlett 2004 1334
- (2004) Synlett , pp. 1334
- Ragan, J.A.¹ Burmaster, M.² Hill, P.D.³

22
- 0029125169
- K. Koerber-Ple, and G.J. Massiot Heteroc. Chem. 32 1995 1309
- (1995) Heteroc. Chem. , vol.32 , pp. 1309
- Koerber-Ple, K.¹ Massiot, G.J.²

23
- 1242272913
- G. Gerona-Navarro, M.A. Bonacke, M. Alias, M.J. Perez De Vega, M.T. García-López, P. López, C. Cativiela, and R. González-Muñiz Tetrahedron Lett. 45 2004 2193
- (2004) Tetrahedron Lett. , vol.45 , pp. 2193
- Gerona-Navarro, G.¹ Bonacke, M.A.² Alias, M.³ Perez De Vega, M.J.⁴ García-López, M.T.⁵ López, P.⁶ Cativiela, C.⁷ González-Muñiz, R.⁸

24
- 84866352153
- R. Kuwano, M. Takahoshi, and Y. Jto Tetrahedron Lett. 1017 1998 39
- (1998) Tetrahedron Lett. , vol.1017 , pp. 39
- Kuwano, R.¹ Takahoshi, M.² Jto, Y.³

25
- 19944429605
- T. Rueckle, M. Biamonte, T. Grippi-Vallotton, S. Arkinstall, Y. Cambet, M. Camps, C. Chabert, D.J. Church, S. Halazy, X. Jiang, I. Martinou, A. Nichols, W. Sauer, and J.P. Gotteland J.Med. Chem. 47 2004 6921
- (2004) J.Med. Chem. , vol.47 , pp. 6921
- Rueckle, T.¹ Biamonte, M.² Grippi-Vallotton, T.³ Arkinstall, S.⁴ Cambet, Y.⁵ Camps, M.⁶ Chabert, C.⁷ Church, D.J.⁸ Halazy, S.⁹ Jiang, X.¹⁰ Martinou, I.¹¹ Nichols, A.¹² Sauer, W.¹³ Gotteland, J.P.¹⁴

26
- 0027281689
- M.T. Makler, J.M. Ries, J.A. Williams, J.E. Bancroft, R.C. Piper, B.L. Gibbins, and D.J.J. Hinrichs Am. J. Trop. Med. Hyg. 48 1993 739
- (1993) Am. J. Trop. Med. Hyg. , vol.48 , pp. 739
- Makler, M.T.¹ Ries, J.M.² Williams, J.A.³ Bancroft, J.E.⁴ Piper, R.C.⁵ Gibbins, B.L.⁶ Hinrichs, D.J.J.⁷

27
- 35348978361
- S. D'Alessandro, M. Gelati, N. Basilico, E.A. Parati, R.K. Haynes, and D. Taramelli Toxicology 241 2007 66
- (2007) Toxicology , vol.241 , pp. 66
- D'Alessandro, S.¹ Gelati, M.² Basilico, N.³ Parati, E.A.⁴ Haynes, R.K.⁵ Taramelli, D.⁶

28
- 0031965067
- P.M. O'Neill, P.G. Bray, S.R. Hawley, S.A. Ward, and B.K. Park Pharmacol. Ther. 77 1998 29
- (1998) Pharmacol. Ther. , vol.77 , pp. 29
- O'Neill, P.M.¹ Bray, P.G.² Hawley, S.R.³ Ward, S.A.⁴ Park, B.K.⁵

29
- 85044009543
- D.C. Warhurst, J.C. Craig, I.S. Adagu, D.J. Meyer, and S.Y. Lee Malar. J. 2 2003 26
- (2003) Malar. J. , vol.2 , pp. 26
- Warhurst, D.C.¹ Craig, J.C.² Adagu, I.S.³ Meyer, D.J.⁴ Lee, S.Y.⁵

30
- 0034478079
- S. Parapini, N. Basilico, E. Pasini, T.J. Egan, P. Olliaro, and D. Taramelli Exp. Parasitol. 96 2000 249
- (2000) Exp. Parasitol. , vol.96 , pp. 249
- Parapini, S.¹ Basilico, N.² Pasini, E.³ Egan, T.J.⁴ Olliaro, P.⁵ Taramelli, D.⁶

31
- 33748456721
- T.J. Egan, J.Y. Chen, K.A. de Villiers, T.E. Mabotha, K.J. Naidoo, K.K. Ncokazi, S.J. Langford, D. McNaughton, S. Pandiancherri, and B.R. Wood FEBS Lett. 580 2006 5105
- (2006) FEBS Lett. , vol.580 , pp. 5105
- Egan, T.J.¹ Chen, J.Y.² De Villiers, K.A.³ Mabotha, T.E.⁴ Naidoo, K.J.⁵ Ncokazi, K.K.⁶ Langford, S.J.⁷ McNaughton, D.⁸ Pandiancherri, S.⁹ Wood, B.R.¹⁰

32
- 33846945465
- J.M. Pisciotta, I. Coppens, A.K. Tripathi, P.F. Scholl, J. Shuman, S. Bajad, V. Shulaev, and D.J. Sullivan Jr. Biochem. J. 402 2007 197
- (2007) Biochem. J. , vol.402 , pp. 197
- Pisciotta, J.M.¹ Coppens, I.² Tripathi, A.K.³ Scholl, P.F.⁴ Shuman, J.⁵ Bajad, S.⁶ Shulaev, V.⁷ Sullivan, Jr.D.J.⁸

33
- 0017311840
- W. Trager, and J.B. Jensen Science 193 1976 673
- (1976) Science , vol.193 , pp. 673
- Trager, W.¹ Jensen, J.B.²

34
- 23644460159
- A. Sparatore, N. Basilico, S. Parapini, S. Romeo, F. Novelli, F. Sparatore, and D. Taramelli Bioorg. Med. Chem. 13 2005 5338
- (2005) Bioorg. Med. Chem. , vol.13 , pp. 5338
- Sparatore, A.¹ Basilico, N.² Parapini, S.³ Romeo, S.⁴ Novelli, F.⁵ Sparatore, F.⁶ Taramelli, D.⁷

35
- 0026677532
- E.W. Ades, F.J. Candal, R.A. Swerlick, V.G. George, S. Summers, D.C. Bosse, and T.J. Lawley J. Invest. Dermatol. 99 1992 683
- (1992) J. Invest. Dermatol. , vol.99 , pp. 683
- Ades, E.W.¹ Candal, F.J.² Swerlick, R.A.³ George, V.G.⁴ Summers, S.⁵ Bosse, D.C.⁶ Lawley, T.J.⁷

36
- 0001938735
- H. Van de Waterbeemd, and B. Testa Adv. Drug Design 16 1987 85
- (1987) Adv. Drug Design , vol.16 , pp. 85
- Van De Waterbeemd, H.¹ Testa, B.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.