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Volumn 33, Issue 1, 2009, Pages 125-135

The annular tautomerism of the curcuminoid NH-pyrazoles

(7) Cornago, Pilar a Cabildo, Pilar a Claramunt, Rosa M a Bouissane, Latifa a Pinilla, Elena b Torres, M Rosario b Elguero, José c

a UNIVERSIDAD NACIONAL DE EDUCACIÓN A DISTANCIA (Spain)

b UNIVERSIDAD COMPLUTENSE DE MADRID (Spain)

c INSTITUTO DE QUÍMICA MÉDICA (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

3(5) [BETA (3,4 DIMETHOXYPHENYL)ETHENYL] 4 METHYL 5(3) PHENYL 1H PYRAZOLE; 3(5) [BETA (3,4 DIMETHOXYPHENYL)ETHENYL] 5(3) PHENYL 1H YRAZOLE; 3(5) [BETA (4 HYDROXY 3 METHOXYPHENYL)-ETHENYL] 5(3) METHYL 1H PYRAZOLE; 3(5) [BETA (4 HYDROXY 3 METHOXYPHENYL)ETHENYL] 4,5(3) DIMETHYL 1H PYRAZOLE; 3(5) [BETA (4 HYDROXY 3 METHOXYPHENYL)ETHENYL] 5(3) PHENYL 1H PYRAZOLE; 3,5 BIS[BETA (4 HYDROXY 3 METHOXYPHENYL)ETHENYL] 1H PYRAZOLE; CURCUMIN; DIMER; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CRYSTALLIZATION; CRYSTALLOGRAPHY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGEN BOND; NITROGEN NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PRIORITY JOURNAL; TAUTROMERISM; X RAY CRYSTALLOGRAPHY;

EID: 58149216514 PISSN: 11440546 EISSN: 13699261 Source Type: Journal
DOI: 10.1039/b812018h Document Type: Article

Times cited : (30)

References (36)

1
- 58149257992
- Linus Pauling Institute, Oregon State University, Oregon, USA
- J. Higdon, Curcumin, Linus Pauling Institute, Oregon State University, Oregon, USA (http://lpi.oregonstate.edu/infocenter/phytochemicals/curcumin/)
- Curcumin
- Higdon, J.¹

2
- 33750622419
- XVIIth International Symposium on Medicinal Chemistry, Poster P101
- R. M. Claramunt D. Sanz del Castillo J. Elguero P. Nioche C. S. Raman P. Martasek B. S. S. Masters XVIIth International Symposium on Medicinal Chemistry, Poster P101 Drugs Future 2002 27 Suppl. A 177
- (2002) Drugs Future , vol.27 , Issue.SUPPL. A , pp. 177
- Claramunt, R.M.¹ Sanz Del Castillo, D.² Elguero, J.³ Nioche, P.⁴ Raman, C.S.⁵ Martasek, P.⁶ Masters, B.S.S.⁷

3
- 58149222066
- Bilbao, Spain
- C. Pérez-Medina, M. Pérez-Torralba, C. López, R. M. Claramunt, P. Nioche and C. S. Raman, XIV Congreso Nacional de la Sociedad Española de Química Terapeútica, Bilbao, Spain, 2005
- (2005) XIV Congreso Nacional de la Sociedad Española de Química Terapeútica
- Pérez-Medina, C.¹ Pérez-Torralba, M.² López, C.³ Claramunt, R.M.⁴ Nioche, P.⁵ Raman, C.S.⁶

4
- 0004205694
- Academic Press, New York, 655
- J. Elguero, C. Marzin, A. R. Katritzky and P. Linda, The Tautomerism of Heterocycles, Academic Press, New York, 1976, pp. 655
- (1976) The Tautomerism of Heterocycles
- Elguero, J.¹ Marzin, C.² Katritzky, A.R.³ Linda, P.⁴

5
- 0033857116
- V. I. Minkin A. D. Garnosvskii J. Elguero A. R. Katritzky O. V. Denisko Adv. Heterocycl. Chem. 2000 76 157 323
- (2000) Adv. Heterocycl. Chem. , vol.76 , pp. 157-323
- Minkin, V.I.¹ Garnosvskii, A.D.² Elguero, J.³ Katritzky, A.R.⁴ Denisko, O.V.⁵

6
- 33846402078
- R. M. Claramunt C. López M. D. Santa María D. Sanz J. Elguero Prog. Nucl. Magn. Reson. Spectrosc. 2006 49 169 206
- (2006) Prog. Nucl. Magn. Reson. Spectrosc. , vol.49 , pp. 169-206
- Claramunt, R.M.¹ López, C.² Santa María, M.D.³ Sanz, D.⁴ Elguero, J.⁵

7
- 0030853511
- J. Quiroga Puello B. Insuasty Obando C. Foces-Foces L. Infantes R. M. Claramunt P. Cabildo J. A. Jimenez J. Elguero Tetrahedron 1997 53 10783 10802
- (1997) Tetrahedron , vol.53 , pp. 10783-10802
- Quiroga Puello, J.¹ Insuasty Obando, B.² Foces-Foces, C.³ Infantes, L.⁴ Claramunt, R.M.⁵ Cabildo, P.⁶ Jimenez, J.A.⁷ Elguero, J.⁸

8
- 0242576820
- M. H. Holschbach D. Sanz R. M. Claramunt L. Infantes S. Motherwell P. R. Raithby M. L. Jimeno D. Herrero I. Alkorta N. Jagerovic J. Elguero J. Org. Chem. 2003 68 8831 8837
- (2003) J. Org. Chem. , vol.68 , pp. 8831-8837
- Holschbach, M.H.¹ Sanz, D.² Claramunt, R.M.³ Infantes, L.⁴ Motherwell, S.⁵ Raithby, P.R.⁶ Jimeno, M.L.⁷ Herrero, D.⁸ Alkorta, I.⁹ Jagerovic, N.¹⁰ Elguero, J.¹¹

9
- 14644408262
- R. M. Claramunt M. Á. García C. López S. Trofimenko G. P. A. Yap I. Alkorta J. Elguero Magn. Reson. Chem. 2005 43 89 91
- (2005) Magn. Reson. Chem. , vol.43 , pp. 89-91
- Claramunt, R.M.¹ García, M.Á.² López, C.³ Trofimenko, S.⁴ Yap, G.P.A.⁵ Alkorta, I.⁶ Elguero, J.⁷

10
- 34447102569
- S. Trofimenko G. P. A. Yap F. A. Jove R. M. Claramunt M. Á. García M. D. Santa María I. Alkorta J. Elguero Tetrahedron 2007 63 8104 8111
- (2007) Tetrahedron , vol.63 , pp. 8104-8111
- Trofimenko, S.¹ Yap, G.P.A.² Jove, F.A.³ Claramunt, R.M.⁴ García, M.Á.⁵ Santa María, M.D.⁶ Alkorta, I.⁷ Elguero, J.⁸

11
- 0026036167
- D. L. Flynn T. R. Belliotti A. M. Boctor D. Connor C. Kostlan D. E. Nies D. F. Ortwine D. J. Schrier J. C. Sircar J. Med. Chem. 1991 34 518 525
- (1991) J. Med. Chem. , vol.34 , pp. 518-525
- Flynn, D.L.¹ Belliotti, T.R.² Boctor, A.M.³ Connor, D.⁴ Kostlan, C.⁵ Nies, D.E.⁶ Ortwine, D.F.⁷ Schrier, D.J.⁸ Sircar, J.C.⁹

12
- 19044373252
- J. S. Shim D. H. Kim H. J. Jung J. H. Kim D. Lim S.-K. Lee K.-W. Kim J. W. Ahn J.-S. Yoo J.-R. Rho J. Shin H. J. Kwon Bioorg. Med. Chem. 2002 10 2439 2444
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 2439-2444
- Shim, J.S.¹ Kim, D.H.² Jung, H.J.³ Kim, J.H.⁴ Lim, D.⁵ Lee, S.-K.⁶ Kim, K.-W.⁷ Ahn, J.W.⁸ Yoo, J.-S.⁹ Rho, J.-R.¹⁰ Shin, J.¹¹ Kwon, H.J.¹²

13
- 0036836671
- J. Ishida H. Ohtsu Y. Tachibana Y. Nakanishi K. F. Bastow M. Nagai H.-K. Wang H. Itokawa K.-H. Lee Bioorg. Med. Chem. 2002 10 3481 3487
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 3481-3487
- Ishida, J.¹ Ohtsu, H.² Tachibana, Y.³ Nakanishi, Y.⁴ Bastow, K.F.⁵ Nagai, M.⁶ Wang, H.-K.⁷ Itokawa, H.⁸ Lee, K.-H.⁹

14
- 0037038324
- H. Ohtsu Z. Xiao J. Ishida M. Nagai H.-K. Wang H. Itogawa C.-Y. Su C. Shih T. Chiang E. Chang Y. Lee M.-Y. Tsai C. Chang K.-H. Lee J. Med. Chem. 2002 45 5037 5042
- (2002) J. Med. Chem. , vol.45 , pp. 5037-5042
- Ohtsu, H.¹ Xiao, Z.² Ishida, J.³ Nagai, M.⁴ Wang, H.-K.⁵ Itogawa, H.⁶ Su, C.-Y.⁷ Shih, C.⁸ Chiang, T.⁹ Chang, E.¹⁰ Lee, Y.¹¹ Tsai, M.-Y.¹² Chang, C.¹³ Lee, K.-H.¹⁴

15
- 15044362170
- C. Selvam S. M. Jachak R. Thilagavathi A. K. Chakraborti Bioorg. Med. Chem. Lett. 2005 15 1793 1797
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 1793-1797
- Selvam, C.¹ Jachak, S.M.² Thilagavathi, R.³ Chakraborti, A.K.⁴

16
- 34347263391
- R. Narlawar K. Baumann R. Schubenel B. Schmidt Neurodegener. Dis. 2007 4 88 93
- (2007) Neurodegener. Dis. , vol.4 , pp. 88-93
- Narlawar, R.¹ Baumann, K.² Schubenel, R.³ Schmidt, B.⁴

17
- 48149099777
- R. Narlawar M. Pickhardt S. Leuchtenberger K. Baumann S. Krause T. Dyrks S. Weggen E. Mandelkow B. Schmidt ChemMedChem 2008 3 165 172
- (2008) ChemMedChem , vol.3 , pp. 165-172
- Narlawar, R.¹ Pickhardt, M.² Leuchtenberger, S.³ Baumann, K.⁴ Krause, S.⁵ Dyrks, T.⁶ Weggen, S.⁷ Mandelkow, E.⁸ Schmidt, B.⁹

18
- 58149254120
- 10.1016/j.neurobiolaging.2008.05.020
- P. Maher T. Akaishi D. Schubert K. Abe Neurobiol. Aging 2008 10.1016/j.neurobiolaging.2008.05.020
- (2008) Neurobiol. Aging
- Maher, P.¹ Akaishi, T.² Schubert, D.³ Abe, K.⁴

19
- 84943407995
- A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 167
- J. Elguero, in Comprehensive Heterocyclic Chemistry, ed., A. R. Katritzky, and, C. W. Rees,, Pergamon Press, Oxford, 1984, vol. 5, pp. 167
- (1984) Comprehensive Heterocyclic Chemistry, Ed. , vol.5
- Elguero In, J.¹

20
- 0003607021
- A. R. Katritzky, C. W. Rees and E. F. Scriven, Pergamon Press, Oxford, 1
- J. Elguero, in Comprehensive Heterocyclic Chemistry II, ed., A. R. Katritzky,,, C. W. Rees, and, E. F. Scriven,, Pergamon Press, Oxford, 1996, vol. 3, pp. 1
- (1996) Comprehensive Heterocyclic Chemistry II, Ed. , vol.3
- Elguero In, J.¹

21
- 58149224693
- R. Neier, Thieme, Stuttgart, ch. 12.1
- B. Stanovnik and J. Svete, in Science of Synthesis, ed., R. Neier,, Thieme, Stuttgart, 2002, vol. 12, ch. 12.1
- (2002) Science of Synthesis, Ed. , vol.12
- Stanovnik, B.¹ Svete In, J.²

22
- 84879999269
- Curcumin Derived from Tumeric (Curcuma longa): A Spice for All Seasons
- D. Bagchi and H. G. Preuss, CRC Press, Boca Raton, 349-387
- B. B. Aggarwal, A. Kumar, M. S. Aggarwal and S. Shishodia, Curcumin Derived from Tumeric (Curcuma longa): a Spice for All Seasons, in Phytopharmaceuticals in Cancer Chemoprevention, ed., D. Bagchi, and H. G. Preuss, CRC Press, Boca Raton, 2005, pp. 349-387
- (2005) Phytopharmaceuticals in Cancer Chemoprevention, Ed.
- Aggarwal, B.B.¹ Kumar, A.² Aggarwal, M.S.³ Shishodia, S.⁴

23
- 0033428816
- I. Alkorta J. Elguero B. Donnadieu M. Etienne J. Jaffart D. Schagen H.-H. Limbach New J. Chem. 1999 23 1231 1237
- (1999) New J. Chem. , vol.23 , pp. 1231-1237
- Alkorta, I.¹ Elguero, J.² Donnadieu, B.³ Etienne, M.⁴ Jaffart, J.⁵ Schagen, D.⁶ Limbach, H.-H.⁷

24
- 18044392054
- C. Foces-Foces I. Alkorta J. Elguero Acta Crystallogr., Sect. B: Struct. Sci. 2000 56 1018 1028
- (2000) Acta Crystallogr., Sect. B: Struct. Sci. , vol.56 , pp. 1018-1028
- Foces-Foces, C.¹ Alkorta, I.² Elguero, J.³

25
- 27844608985
- I. Alkorta J. Elguero C. Foces-Foces L. Infantes ARKIVOC (Gainesville, FL, U. S.) 2006 ii 15 30
- (2006) ARKIVOC (Gainesville, FL, U. S.) , vol.2 , pp. 15-30
- Alkorta, I.¹ Elguero, J.² Foces-Foces, C.³ Infantes, L.⁴

26
- 33750486809
- R. M. Claramunt P. Cornago V. Torres E. Pinilla M. R. Torres A. Samat V. Lokshin M. Valés J. Elguero J. Org. Chem. 2006 71 6881 6891
- (2006) J. Org. Chem. , vol.71 , pp. 6881-6891
- Claramunt, R.M.¹ Cornago, P.² Torres, V.³ Pinilla, E.⁴ Torres, M.R.⁵ Samat, A.⁶ Lokshin, V.⁷ Valés, M.⁸ Elguero, J.⁹

27
- 33746811843
- R. M. Claramunt P. Cornago M. D. Santa María V. Torres E. Pinilla M. R. Torres J. Elguero Supramol. Chem. 2006 18 349 356
- (2006) Supramol. Chem. , vol.18 , pp. 349-356
- Claramunt, R.M.¹ Cornago, P.² Santa María, M.D.³ Torres, V.⁴ Pinilla, E.⁵ Torres, M.R.⁶ Elguero, J.⁷

28
- 0030551736
- C. Foces-Foces C. Cativiela J. L. Serrano M. M. Zurbano N. Jagerovic J. Elguero J. Chem. Crystallogr. 1996 26 127 131
- (1996) J. Chem. Crystallogr. , vol.26 , pp. 127-131
- Foces-Foces, C.¹ Cativiela, C.² Serrano, J.L.³ Zurbano, M.M.⁴ Jagerovic, N.⁵ Elguero, J.⁶

29
- 0030854766
- A. M. S. Silva L. M. P. M. Almeida J. A. S. Cavaleiro C. Foces-Foces A. L. Llamas-Saiz C. Fontenas N. Jagerovic J. Elguero Tetrahedron 1997 53 11645 11658
- (1997) Tetrahedron , vol.53 , pp. 11645-11658
- Silva, A.M.S.¹ Almeida, L.M.P.M.² Cavaleiro, J.A.S.³ Foces-Foces, C.⁴ Llamas-Saiz, A.L.⁵ Fontenas, C.⁶ Jagerovic, N.⁷ Elguero, J.⁸

30
- 0033551711
- D. C. G. A. Pinto A. M. S. Silva J. A. S. Cavaleiro C. Foces-Foces A. L. Llamas-Saiz N. Jagerovic J. Elguero Tetrahedron 1999 55 10187 10200
- (1999) Tetrahedron , vol.55 , pp. 10187-10200
- Pinto, D.C.G.A.¹ Silva, A.M.S.² Cavaleiro, J.A.S.³ Foces-Foces, C.⁴ Llamas-Saiz, A.L.⁵ Jagerovic, N.⁶ Elguero, J.⁷

31
- 0034815821
- C. Foces-Foces A. Echevarría N. Jagerovic I. Alkorta J. Elguero U. Langer O. Klein M. Minguet-Bonvehí H.-H. Limbach J. Am. Chem. Soc. 2001 123 7898 7906
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 7898-7906
- Foces-Foces, C.¹ Echevarría, A.² Jagerovic, N.³ Alkorta, I.⁴ Elguero, J.⁵ Langer, U.⁶ Klein, O.⁷ Minguet-Bonvehí, M.⁸ Limbach, H.-H.⁹

32
- 84989029517
- M. Begtrup G. Boyer P. Cabildo C. Cativiela R. M. Claramunt J. Elguero J. I. García C. Toiron P. Vedsø Magn. Reson. Chem. 1993 31 107 168
- (1993) Magn. Reson. Chem. , vol.31 , pp. 107-168
- Begtrup, M.¹ Boyer, G.² Cabildo, P.³ Cativiela, C.⁴ Claramunt, R.M.⁵ Elguero, J.⁶ García, J.I.⁷ Toiron, C.⁸ Vedsø, P.⁹

33
- 84993843833
- J. Elguero N. Jagerovic C. Foces-Foces F. H. Cano M. V. Roux F. Aguilar-Parrilla H.-H. Limbach J. Heterocycl. Chem. 1995 32 451 456
- (1995) J. Heterocycl. Chem. , vol.32 , pp. 451-456
- Elguero, J.¹ Jagerovic, N.² Foces-Foces, C.³ Cano, F.H.⁴ Roux, M.V.⁵ Aguilar-Parrilla, F.⁶ Limbach, H.-H.⁷

34
- 47049127636
- P. Cornago R. M. Claramunt L. Bouissane I. Alkorta J. Elguero Tetrahedron 2008 64 8089 8094
- (2008) Tetrahedron , vol.64 , pp. 8089-8094
- Cornago, P.¹ Claramunt, R.M.² Bouissane, L.³ Alkorta, I.⁴ Elguero, J.⁵

35
- 0004150157
- University of Göttingen, Germany
- G. M. Sheldrick, SHELXL-97, Program for refinement of crystal structures, University of Göttingen, Germany, 1997
- (1997) SHELXL-97, Program for Refinement of Crystal Structures
- Sheldrick, G.M.¹

36
- 0003653494
- Oxford University Press, Oxford
- G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press, Oxford, 1999
- (1999) The Weak Hydrogen Bond in Structural Chemistry and Biology
- Desiraju, G.R.¹ Steiner, T.²

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