SCOPUS 정보 검색 플랫폼

European Journal of Medicinal Chemistry

Volumn 46, Issue 6, 2011, Pages 2609-2616

Synthesis and evaluation of heterobivalent tacrine derivatives as potential multi-functional anti-Alzheimer agents

(7) Luo, Wen a Li, Yan Ping a He, Yan a Huang, Shi Liang a Li, Ding a Gu, Lian Quan a Huang, Zhi Shu a

a SUN YAT SEN UNIVERSITY (China)

Author keywords

Amyloid; Alzheimer's disease; Antioxidant; Cholinesterase; Tacrine

Indexed keywords

2 ((8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYLAMINO)METHYL)PHENOL; 2 METHOXY 4 ((6 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)HEXYL AMINO)METHYL)PHENOL; 2 METHOXY 4 ((8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYLAMINO)METHYL)PHENOL; 2,6 DIMETHOXY 4 ((8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYLAMINO)METHYL)PHENOL; 3 ((8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYLAMINO)METHYL)PHENOL; 4 ((6 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)HEXYLAMINO)METHYL)PHENOL; 4 ((8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYLAMINO)METHYL)PHENOL; ACETYLCHOLINESTERASE; AMYLOID BETA PROTEIN; CHOLINESTERASE; CURCUMIN; N (8 (1,2,3,4 TETRAHYDROACRIDIN 9 YLAMINO)OCTYL)ISONICOTINAMIDE; N 1 (3,4 DIMETHOXYBENZYL) N 4 (1,2,3,4 TETRAHYDROACRIDIN 9 YL)BUTANE 1,4 DIAMINE; N 1 (3,4 DIMETHOXYBENZYL) N 5 (1,2,3,4 TETRAHYDROACRIDIN 9 YL)PENTANE 1,5 DIAMINE; N 1 (4 METHOXYBENZYL) N 8 (1,2,3,4 TETRAHYDROACRIDIN 9 YL)OCTANE 1,8 DIAMINE; N 1 (PYRIDIN 4 YLMETHYL) N 8 (1,2,3,4 TETRAHYDROACRIDIN 9 YL)OCTANE 1,8 DIAMINE; TACRINE DERIVATIVE; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; ANTIOXIDANT ACTIVITY; ARTICLE; CATALYSIS; DRUG DESIGN; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; MOLECULAR MODEL; PROTEIN AGGREGATION;

ACETYLCHOLINESTERASE; ALZHEIMER DISEASE; AMYLOID BETA-PEPTIDES; ANTIOXIDANTS; BUTYRYLCHOLINESTERASE; CHOLINESTERASE INHIBITORS; CRYSTALLOGRAPHY, X-RAY; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PEPTIDE FRAGMENTS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TACRINE;

EID: 79955589991 PISSN: 02235234 EISSN: 17683254 Source Type: Journal
DOI: 10.1016/j.ejmech.2011.03.058 Document Type: Article

Times cited : (68)

References (36)

1
- 0035915387
- H.F. Kung, C.W. Lee, Z.P. Zhuang, M.P. Kung, C. Hou, K. Plossl, J. Am. Chem. Soc. 123 (2001) 12740-12741.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 12740-12741
- Kung, H.F.¹ Lee, C.W.² Zhuang, Z.P.³ Kung, M.P.⁴ Hou, C.⁵ Plossl, K.⁶

2
- 79959870547
- Springer, Berlin
- L.-F. Lau, M.A. Brodney (Eds.), Topics in Medicinal Chemistry: Alzheimer's Disease, vol. 2, Springer, Berlin, 2008, pp. 1-24.
- (2008) Topics in Medicinal Chemistry: Alzheimer's Disease , vol.2 , pp. 1-24
- Lau, L.-F.¹ Brodney, M.A.²

3
- 43949112301
- S. Rizzo, C. Riviere, L. Piazzi, A. Bisi, S. Gobbi, M. Bartolini, V. Andrisano, F. Morroni, A. Tarozzi, J.P. Monti, A. Rampa, J. Med. Chem. 51 (2008) 2883-2886.
- (2008) J. Med. Chem. , vol.51 , pp. 2883-2886
- Rizzo, S.¹ Riviere, C.² Piazzi, L.³ Bisi, A.⁴ Gobbi, S.⁵ Bartolini, M.⁶ Andrisano, V.⁷ Morroni, F.⁸ Tarozzi, A.⁹ Monti, J.P.¹⁰ Rampa, A.¹¹

4
- 35848962080
- J.L. Cummings, R. Doody, C. Clark, Neurology 69 (2007) 1622-1634.
- (2007) Neurology , vol.69 , pp. 1622-1634
- Cummings, J.L.¹ Doody, R.² Clark, C.³

5
- 39149091398
- A. Cavalli, M.L. Bolognesi, A. Minarini, M. Rosini, V. Tumiatti, M. Recanatini, C. Melchiorre, J. Med. Chem. 51 (2008) 347-372.
- (2008) J. Med. Chem. , vol.51 , pp. 347-372
- Cavalli, A.¹ Bolognesi, M.L.² Minarini, A.³ Rosini, M.⁴ Tumiatti, V.⁵ Recanatini, M.⁶ Melchiorre, C.⁷

6
- 0034718232
- M.A. Smith, C.A. Rottkamp, A. Nunomura, A.K. Raina, G. Perry, Biochim. Biophys. Acta 1502 (2000) 139-144.
- (2000) Biochim. Biophys. Acta , vol.1502 , pp. 139-144
- Smith, M.A.¹ Rottkamp, C.A.² Nunomura, A.³ Raina, A.K.⁴ Perry, G.⁵

7
- 33747861696
- A. Nunomura, R.J. Castellani, X. Zhu, P.I. Moreira, G. Perry, M.A. Smith, J. Neuropathol. Exp. Neurol. 65 (2006) 631-641.
- (2006) J. Neuropathol. Exp. Neurol. , vol.65 , pp. 631-641
- Nunomura, A.¹ Castellani, R.J.² Zhu, X.³ Moreira, P.I.⁴ Perry, G.⁵ Smith, M.A.⁶

8
- 70849097441
- H.P. Lee, G. Casadesus, X. Zhu, H.G. Lee, G. Perry, M.A. Smith, K. Gustaw-Rothenberg, A. Lerner, Expert Rev. Neurother 9 (2009) 1615-1621.
- (2009) Expert Rev. Neurother , vol.9 , pp. 1615-1621
- Lee, H.P.¹ Casadesus, G.² Zhu, X.³ Lee, H.G.⁴ Perry, G.⁵ Smith, M.A.⁶ Gustaw-Rothenberg, K.⁷ Lerner, A.⁸

9
- 0024472693
- B.A. Yankner, L.R. Dawes, S. Fisher, L. Villa-Komaroff, M.L. Oster-Granite, R.L. Neve, Science 245 (1989) 417-420.
- (1989) Science , vol.245 , pp. 417-420
- Yankner, B.A.¹ Dawes, L.R.² Fisher, S.³ Villa-Komaroff, L.⁴ Oster-Granite, M.L.⁵ Neve, R.L.⁶

10
- 0028982103
- L.L. Iversen, R.J. Mortishire-Smith, S.J. Pollack, M.S. Shearman, Biochem. J. 311 (Pt 1) (1995) 1-16.
- (1995) Biochem. J. , vol.311 , Issue.PART 1 , pp. 1-16
- Iversen, L.L.¹ Mortishire-Smith, R.J.² Pollack, S.J.³ Shearman, M.S.⁴

11
- 0033860546
- E.D. Thorsett, L.H. Latimer, Curr. Opin. Chem. Biol. 4 (2000) 377-382.
- (2000) Curr. Opin. Chem. Biol. , vol.4 , pp. 377-382
- Thorsett, E.D.¹ Latimer, L.H.²

12
- 0031915681
- M.S. Wolfe, M. Citron, T.S. Diehl, W. Xia, I.O. Donkor, D.J. Selkoe, J. Med. Chem. 41 (1998) 6-9.
- (1998) J. Med. Chem. , vol.41 , pp. 6-9
- Wolfe, M.S.¹ Citron, M.² Diehl, T.S.³ Xia, W.⁴ Donkor, I.O.⁵ Selkoe, D.J.⁶

13
- 20044370990
- F. Yang, G.P. Lim, A.N. Begum, O.J. Ubeda, M.R. Simmons, S.S. Ambegaokar, P.P. Chen, R. Kayed, C.G. Glabe, S.A. Frautschy, G.M. Cole, J. Biol. Chem. 280 (2005) 5892-5901.
- (2005) J. Biol. Chem. , vol.280 , pp. 5892-5901
- Yang, F.¹ Lim, G.P.² Begum, A.N.³ Ubeda, O.J.⁴ Simmons, M.R.⁵ Ambegaokar, S.S.⁶ Chen, P.P.⁷ Kayed, R.⁸ Glabe, C.G.⁹ Frautschy, S.A.¹⁰ Cole, G.M.¹¹

14
- 0035503597
- G.P. Lim, T. Chu, F. Yang, W. Beech, S.A. Frautschy, G.M. Cole, J. Neurosci. 21 (2001) 8370-8377.
- (2001) J. Neurosci. , vol.21 , pp. 8370-8377
- Lim, G.P.¹ Chu, T.² Yang, F.³ Beech, W.⁴ Frautschy, S.A.⁵ Cole, G.M.⁶

15
- 0033563079
- D.R. Howlett, A.E. Perry, F. Godfrey, J.E. Swatton, K.H. Jennings, C. Spitzfaden, H. Wadsworth, S.J. Wood, R.E. Markwell, Biochem. J. 340 (Pt 1) (1999) 283-289.
- (1999) Biochem. J. , vol.340 , Issue.PART 1 , pp. 283-289
- Howlett, D.R.¹ Perry, A.E.² Godfrey, F.³ Swatton, J.E.⁴ Jennings, K.H.⁵ Spitzfaden, C.⁶ Wadsworth, H.⁷ Wood, S.J.⁸ Markwell, R.E.⁹

16
- 0036668810
- M. Ono, M.P. Kung, C. Hou, H.F. Kung, Nucl. Med. Biol. 29 (2002) 633-642.
- (2002) Nucl. Med. Biol. , vol.29 , pp. 633-642
- Ono, M.¹ Kung, M.P.² Hou, C.³ Kung, H.F.⁴

17
- 49449083763
- M. Rosini, E. Simoni, M. Bartolini, A. Cavalli, L. Ceccarini, N. Pascu, D.W. McClymont, A. Tarozzi, M.L. Bolognesi, A. Minarini, V. Tumiatti, V. Andrisano, I.R. Mellor, C. Melchiorre, J. Med. Chem. 51 (2008) 4381-4384.
- (2008) J. Med. Chem. , vol.51 , pp. 4381-4384
- Rosini, M.¹ Simoni, E.² Bartolini, M.³ Cavalli, A.⁴ Ceccarini, L.⁵ Pascu, N.⁶ McClymont, D.W.⁷ Tarozzi, A.⁸ Bolognesi, M.L.⁹ Minarini, A.¹⁰ Tumiatti, V.¹¹ Andrisano, V.¹² Mellor, I.R.¹³ Melchiorre, C.¹⁴

18
- 69949089936
- P. Camps, X. Formosa, C. Galdeano, D. Munoz-Torrero, L. Ramirez, E. Gomez, N. Isambert, R. Lavilla, A. Badia, M.V. Clos, M. Bartolini, F. Mancini, V. Andrisano, M.P. Arce, M.I. Rodriguez-Franco, O. Huertas, T. Dafni, F.J. Luque, J. Med. Chem. 52 (2009) 5365-5369.
- (2009) J. Med. Chem. , vol.52 , pp. 5365-5369
- Camps, P.¹ Formosa, X.² Galdeano, C.³ Munoz-Torrero, D.⁴ Ramirez, L.⁵ Gomez, E.⁶ Isambert, N.⁷ Lavilla, R.⁸ Badia, A.⁹ Clos, M.V.¹⁰ Bartolini, M.¹¹ Mancini, F.¹² Andrisano, V.¹³ Arce, M.P.¹⁴ Rodriguez-Franco, M.I.¹⁵ Huertas, O.¹⁶ Dafni, T.¹⁷ Luque, F.J.¹⁸

19
- 42949132291
- L. Fang, B. Kraus, J. Lehmann, J. Heilmann, Y. Zhang, M. Decker, Bioorg. Med. Chem. Lett. 18 (2008) 2905-2909.
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2905-2909
- Fang, L.¹ Kraus, B.² Lehmann, J.³ Heilmann, J.⁴ Zhang, Y.⁵ Decker, M.⁶

20
- 67651114110
- M.I. Fernandez-Bachiller, C. Perez, N.E. Campillo, J.A. Paez, G.C. Gonzalez-Munoz, P. Usan, E. Garcia-Palomero, M.G. Lopez, M. Villarroya, A.G. Garcia, A. Martinez, M.I. Rodriguez-Franco, ChemMedChem 4 (2009) 828-841.
- (2009) ChemMedChem , vol.4 , pp. 828-841
- Fernandez-Bachiller, M.I.¹ Perez, C.² Campillo, N.E.³ Paez, J.A.⁴ Gonzalez-Munoz, G.C.⁵ Usan, P.⁶ Garcia-Palomero, E.⁷ Lopez, M.G.⁸ Villarroya, M.⁹ Garcia, A.G.¹⁰ Martinez, A.¹¹ Rodriguez-Franco, M.I.¹²

21
- 34250165448
- H. Tang, F.X. Ning, Y.B. Wei, S.L. Huang, Z.S. Huang, A.S. Chan, L.Q. Gu, Bioorg. Med. Chem. Lett. 17 (2007) 3765-3768.
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 3765-3768
- Tang, H.¹ Ning, F.X.² Wei, Y.B.³ Huang, S.L.⁴ Huang, Z.S.⁵ Chan, A.S.⁶ Gu, L.Q.⁷

22
- 44849113496
- L. Pan, J.H. Tan, J.Q. Hou, S.L. Huang, L.Q. Gu, Z.S. Huang, Bioorg. Med. Chem. Lett. 18 (2008) 3790-3793.
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 3790-3793
- Pan, L.¹ Tan, J.H.² Hou, J.Q.³ Huang, S.L.⁴ Gu, L.Q.⁵ Huang, Z.S.⁶

23
- 77349095228
- B. Wang, Y.C. Mai, Y. Li, J.Q. Hou, S.L. Huang, T.M. Ou, J.H. Tan, L.K. An, D. Li, L.Q. Gu, Z.S. Huang, Eur. J. Med. Chem. 45 (2010) 1415-1423.
- (2010) Eur. J. Med. Chem. , vol.45 , pp. 1415-1423
- Wang, B.¹ Mai, Y.C.² Li, Y.³ Hou, J.Q.⁴ Huang, S.L.⁵ Ou, T.M.⁶ Tan, J.H.⁷ An, L.K.⁸ Li, D.⁹ Gu, L.Q.¹⁰ Huang, Z.S.¹¹

24
- 33845480947
- P.W. Elsinghorst, C.M.G. Tanarro, M. Gutschow, J. Med. Chem. 49 (2006) 7540-7544.
- (2006) J. Med. Chem. , vol.49 , pp. 7540-7544
- Elsinghorst, P.W.¹ Tanarro, C.M.G.² Gutschow, M.³

25
- 41849142994
- Q. Xie, H. Wang, Z. Xia, M. Lu, W. Zhang, X. Wang, W. Fu, Y. Tang, W. Sheng, W. Li, W. Zhou, X. Zhu, Z. Qiu, H. Chen, J. Med. Chem. 51 (2008) 2027-2036.
- (2008) J. Med. Chem. , vol.51 , pp. 2027-2036
- Xie, Q.¹ Wang, H.² Xia, Z.³ Lu, M.⁴ Zhang, W.⁵ Wang, X.⁶ Fu, W.⁷ Tang, Y.⁸ Sheng, W.⁹ Li, W.¹⁰ Zhou, W.¹¹ Zhu, X.¹² Qiu, Z.¹³ Chen, H.¹⁴

26
- 78651472058
- W. Luo, Y.P. Li, Y. He, S.L. Huang, J.H. Tan, T.M. Ou, D. Li, L.Q. Gu, Z.S. Huang, Bioorg. Med. Chem. 19 (2011) 763-770.
- (2011) Bioorg. Med. Chem. , vol.19 , pp. 763-770
- Luo, W.¹ Li, Y.P.² He, Y.³ Huang, S.L.⁴ Tan, J.H.⁵ Ou, T.M.⁶ Li, D.⁷ Gu, L.Q.⁸ Huang, Z.S.⁹

27
- 0029817834
- Y.P. Pang, P. Quiram, T. Jelacic, F. Hong, S. Brimijoin, J. Biol. Chem. 271 (1996) 23646-23649.
- (1996) J. Biol. Chem. , vol.271 , pp. 23646-23649
- Pang, Y.P.¹ Quiram, P.² Jelacic, T.³ Hong, F.⁴ Brimijoin, S.⁵

28
- 0029956783
- A.R. Salomon, K.J. Marcinowski, R.P. Friedland, M.G. Zagorski, Biochemistry 35 (1996) 13568-13578.
- (1996) Biochemistry , vol.35 , pp. 13568-13578
- Salomon, A.R.¹ Marcinowski, K.J.² Friedland, R.P.³ Zagorski, M.G.⁴

29
- 0032994040
- W. Linert, M.H. Bridge, M. Huber, K.B. Bjugstad, S. Grossman, G.W. Arendash, Biochim. Biophys. Acta 1454 (1999) 143-152.
- (1999) Biochim. Biophys. Acta , vol.1454 , pp. 143-152
- Linert, W.¹ Bridge, M.H.² Huber, M.³ Bjugstad, K.B.⁴ Grossman, S.⁵ Arendash, G.W.⁶

30
- 0033044911
- P.R. Carlier, Y.F. Han, E.S. Chow, C.P. Li, H. Wang, T.X. Lieu, H.S. Wong, Y.P. Pang, Bioorg. Med. Chem. 7 (1999) 351-357.
- (1999) Bioorg. Med. Chem. , vol.7 , pp. 351-357
- Carlier, P.R.¹ Han, Y.F.² Chow, E.S.³ Li, C.P.⁴ Wang, H.⁵ Lieu, T.X.⁶ Wong, H.S.⁷ Pang, Y.P.⁸

31
- 37549018517
- J.J. Zhou, H. Huang, S.Q. Xie, Y.X. Wang, J. Zhao, C.J. Wang, Chin. Chem. Lett. 19 (2008) 99-101.
- (2008) Chin. Chem. Lett. , vol.19 , pp. 99-101
- Zhou, J.J.¹ Huang, H.² Xie, S.Q.³ Wang, Y.X.⁴ Zhao, J.⁵ Wang, C.J.⁶

32
- 33644811612
- G.L. Ellman, K.D. Courtney, V. Andres Jr., R.M. Feather-Stone, Biochem. Pharmacol. 7 (1961) 88-95.
- (1961) Biochem. Pharmacol. , vol.7 , pp. 88-95
- Ellman, G.L.¹ Courtney, K.D.² Andres Jr., V.³ Feather-Stone, R.M.⁴

33
- 11644261806
- G.M. Morris, D.S. Goodsell, R.S. Halliday, R. Huey, W.E. Hart, R.K. Belew, A.J. Olson, J. Comput. Chem. 19 (1998) 1639-1662.
- (1998) J. Comput. Chem. , vol.19 , pp. 1639-1662
- Morris, G.M.¹ Goodsell, D.S.² Halliday, R.S.³ Huey, R.⁴ Hart, W.E.⁵ Belew, R.K.⁶ Olson, A.J.⁷

34
- 0003845223
- DeLano Scientific, San Carlos, CA
- W.L. DeLano, The PyMOL Molecular Graphics System. DeLano Scientific, San Carlos, CA, 2002.
- (2002) The PyMOL Molecular Graphics System
- DeLano, W.L.¹

35
- 36849078628
- M. Bartolini, C. Bertucci, M.L. Bolognesi, A. Cavalli, C. Melchiorre, V. Andrisano, ChemBioChem 8 (2007) 2152-2161.
- (2007) ChemBioChem , vol.8 , pp. 2152-2161
- Bartolini, M.¹ Bertucci, C.² Bolognesi, M.L.³ Cavalli, A.⁴ Melchiorre, C.⁵ Andrisano, V.⁶

36
- 0036838889
- K. Ono, K. Hasegawa, M. Yamada, H. Naiki, Biol. Psychiatry 52 (2002) 880-886.
- (2002) Biol. Psychiatry , vol.52 , pp. 880-886
- Ono, K.¹ Hasegawa, K.² Yamada, M.³ Naiki, H.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.