SCOPUS 정보 검색 플랫폼 - 논문 보기

메뉴 건너뛰기

Tetrahedron Letters

Volumn 55, Issue 15, 2014, Pages 2455-2458

Facile and sustainable synthesis of the natural antioxidant hydroxytyrosol

(3) Deffieux, Denis a Gossart, Philippe b Quideau, Stéphane a

a INSTITUT EUROPÉEN DE CHIMIE ET BIOLOGIE (France)

b SCI Girondina (France)

Author keywords

Antioxidant; Chemical synthesis; Eugenol; Hydroxytyrosol

Indexed keywords

ALCOHOL; EUGENOL; HYDROXYTYROSOL; PERIODATE SODIUM;

ARTICLE; DEMETHYLATION; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION REDUCTION REACTION; OZONOLYSIS;

SYZYGIUM AROMATICUM;

EID: 84897985921 PISSN: 00404039 EISSN: 18733581 Source Type: Journal
DOI: 10.1016/j.tetlet.2014.02.134 Document Type: Article

Times cited : (26)

References (59)

1
- 0037203464
- P.M. Kris-Etherton, K.D. Hecker, A. Bonanome, S.M. Coval, A.E. Binkoski, K.F. Hilpert, A.E. Griel, and T.D. Etherton Am. J. Med. 113 2002 71 88
- (2002) Am. J. Med. , vol.113 , pp. 71-88
- Kris-Etherton, P.M.¹ Hecker, K.D.² Bonanome, A.³ Coval, S.M.⁴ Binkoski, A.E.⁵ Hilpert, K.F.⁶ Griel, A.E.⁷ Etherton, T.D.⁸

2
- 0036849837
- K.L. Tuck, and P.J. Hayball J. Nutr. Biochem. 13 2002 636 644
- (2002) J. Nutr. Biochem. , vol.13 , pp. 636-644
- Tuck, K.L.¹ Hayball, P.J.²

3
- 44449138876
- J.G. Fernández-Bolaños, Ó. Óscar López, J. Fernández-Bolaños, and G. Rodríguez-Gutiérrez Curr. Org. Chem. 12 2008 442 463
- (2008) Curr. Org. Chem. , vol.12 , pp. 442-463
- Fernández-Bolaños, J.G.¹ Óscar López, O.² Fernández-Bolaños, J.³ Rodríguez-Gutiérrez, G.⁴

4
- 84877979324
- R. Bernini, N. Merendino, A. Romani, and F. Velotti Curr. Med. Chem. 20 2013 655 670
- (2013) Curr. Med. Chem. , vol.20 , pp. 655-670
- Bernini, R.¹ Merendino, N.² Romani, A.³ Velotti, F.⁴

5
- 0842306421
- C. Romero, M. Brenes, K. Yousfi, P. García, A. García, and A. Garrido J. Agric. Food Chem. 52 2004 479 484
- (2004) J. Agric. Food Chem. , vol.52 , pp. 479-484
- Romero, C.¹ Brenes, M.² Yousfi, K.³ García, P.⁴ García, A.⁵ Garrido, A.⁶

6
- 31544432522
- V. Fogliano, and R. Sacchi Mol. Nutr. Food Res. 50 2006 5 6
- (2006) Mol. Nutr. Food Res. , vol.50 , pp. 5-6
- Fogliano, V.¹ Sacchi, R.²

7
- 0000239807
- I. Medina, R. Sacchi, L. Biondi, S.P. Aubourg, and L. Paolillo J. Agric. Food Chem. 46 1998 1150 1157
- (1998) J. Agric. Food Chem. , vol.46 , pp. 1150-1157
- Medina, I.¹ Sacchi, R.² Biondi, L.³ Aubourg, S.P.⁴ Paolillo, L.⁵

8
- 78651397186
- For a recent review on plant polyphenols, see
- For a recent review on plant polyphenols, see: S. Quideau, D. Deffieux, C. Douat-Casassus, and L. Pouységu Angew. Chem., Int. Ed. 50 2011 586 621
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 586-621
- Quideau, S.¹ Deffieux, D.² Douat-Casassus, C.³ Pouységu, L.⁴

9
- 84897987021
- R. Mateos, M.M. Domínguez, J.L. Espartero, and A. Cert J. Agric. Food Chem. 47 2003 3535 3540
- (2003) J. Agric. Food Chem. , vol.47 , pp. 3535-3540
- Mateos, R.¹ Domínguez, M.M.² Espartero, J.L.³ Cert, A.⁴

10
- 14244257478
- M. Roche, C. Dufour, N. Mora, and O. Dangles Org. Biomol. Chem. 3 2005 423 430
- (2005) Org. Biomol. Chem. , vol.3 , pp. 423-430
- Roche, M.¹ Dufour, C.² Mora, N.³ Dangles, O.⁴

11
- 84872868156
- P. Kulawik, F. Özogul, R. Glew, and Y. Özogul J. Agric. Food Chem. 61 2013 475 491
- (2013) J. Agric. Food Chem. , vol.61 , pp. 475-491
- Kulawik, P.¹ Özogul, F.² Glew, R.³ Özogul, Y.⁴

12
- 79960055461
- J.W. Finley, A.-N. Kong, K.J. Hintze, E.H. Jeffery, L.L. Ji, and X.G. Lei J. Agric. Food Chem. 59 2011 6837 6846
- (2011) J. Agric. Food Chem. , vol.59 , pp. 6837-6846
- Finley, J.W.¹ Kong, A.-N.² Hintze, K.J.³ Jeffery, E.H.⁴ Ji, L.L.⁵ Lei, X.G.⁶

13
- 0030289650
- M. Baldioli, M. Servili, G. Perretti, and G.F. Montedoro J. Am. Oil Chem. Soc. 73 1996 1589 1593
- (1996) J. Am. Oil Chem. Soc. , vol.73 , pp. 1589-1593
- Baldioli, M.¹ Servili, M.² Perretti, G.³ Montedoro, G.F.⁴

14
- 28444497126
- A. Carrasco-Pancorbo, L. Cerretani, A. Bendini, A. Segura-Carretero, M. Del Carlo, T. Gallina-Toschi, G. Lercker, D. Compagnone, and A. Fernández-Gutiérrez J. Agric. Food Chem. 53 2005 8918 8925
- (2005) J. Agric. Food Chem. , vol.53 , pp. 8918-8925
- Carrasco-Pancorbo, A.¹ Cerretani, L.² Bendini, A.³ Segura-Carretero, A.⁴ Del Carlo, M.⁵ Gallina-Toschi, T.⁶ Lercker, G.⁷ Compagnone, D.⁸ Fernández- Gutiérrez, A.⁹

15
- 0029165349
- F. Visioli, G. Bellomo, G.F. Montedoro, and C. Galli Atherosclerosis 117 1995 25 32
- (1995) Atherosclerosis , vol.117 , pp. 25-32
- Visioli, F.¹ Bellomo, G.² Montedoro, G.F.³ Galli, C.⁴

16
- 0000131987
- O.I. Aruoma, M. Deiana, A. Jenner, B. Halliwell, H. Kaur, S. Banni, F.P. Corongiu, M.A. Dessí, and R. Aeschbach J. Agric. Food Chem. 46 1998 5181 5187
- (1998) J. Agric. Food Chem. , vol.46 , pp. 5181-5187
- Aruoma, O.I.¹ Deiana, M.² Jenner, A.³ Halliwell, B.⁴ Kaur, H.⁵ Banni, S.⁶ Corongiu, F.P.⁷ Dessí, M.A.⁸ Aeschbach, R.⁹

17
- 34848898092
- S.J. Rietjens, A. Bast, and G.R.M.M. Haenen J. Agric. Food Chem. 55 2007 7609 7614
- (2007) J. Agric. Food Chem. , vol.55 , pp. 7609-7614
- Rietjens, S.J.¹ Bast, A.² Haenen, G.R.M.M.³

18
- 84855530450
- EFSA J. 2011, 9, 2033.
- (2011) EFSA J. , vol.9 , pp. 2033

19
- 0028964887
- A. Petroni, M. Blasevich, M. Salami, N. Papini, G.F. Montedoro, and C. Galli Thromb. Res. 78 1995 151 160
- (1995) Thromb. Res. , vol.78 , pp. 151-160
- Petroni, A.¹ Blasevich, M.² Salami, M.³ Papini, N.⁴ Montedoro, G.F.⁵ Galli, C.⁶

20
- 0032877897
- F. Visioli, A. Romani, N. Mulinacci, S. Zarini, D. Conte, F.F. Vincieri, and C. Galli J. Agric. Food Chem. 47 1999 3397 3401
- (1999) J. Agric. Food Chem. , vol.47 , pp. 3397-3401
- Visioli, F.¹ Romani, A.² Mulinacci, N.³ Zarini, S.⁴ Conte, D.⁵ Vincieri, F.F.⁶ Galli, C.⁷

21
- 0031055739
- C. Manna, P. Galletti, V. Cucciolla, O. Moltedo, A. Leone, and V. Zappia J. Nutr. 127 1997 286 292
- (1997) J. Nutr. , vol.127 , pp. 286-292
- Manna, C.¹ Galletti, P.² Cucciolla, V.³ Moltedo, O.⁴ Leone, A.⁵ Zappia, V.⁶

22
- 0032874140
- G. Bisignano, A. Tomaino, R. Lo Cascio, G. Crisafi, N. Uccella, and A. Saija J. Pharm. Pharmacol. 51 1999 971 974
- (1999) J. Pharm. Pharmacol. , vol.51 , pp. 971-974
- Bisignano, G.¹ Tomaino, A.² Lo Cascio, R.³ Crisafi, G.⁴ Uccella, N.⁵ Saija, A.⁶

23
- 0035070752
- A. De Castro, and M. Brenes Process Biochem. 36 2001 797 802
- (2001) Process Biochem. , vol.36 , pp. 797-802
- De Castro, A.¹ Brenes, M.²

24
- 0037032185
- J. Fernández-Bolaños, G. Rodríguez, R. Rodríguez, A. Heredia, R. Guillén, and A. Jiménez J. Agric. Food Chem. 50 2002 6804 6811
- (2002) J. Agric. Food Chem. , vol.50 , pp. 6804-6811
- Fernández-Bolaños, J.¹ Rodríguez, G.² Rodríguez, R.³ Heredia, A.⁴ Guillén, R.⁵ Jiménez, A.⁶

25
- 1542289818
- N. Allouche, I. Fki, and S. Sayadi J. Agric. Food Chem. 52 2004 267 273
- (2004) J. Agric. Food Chem. , vol.52 , pp. 267-273
- Allouche, N.¹ Fki, I.² Sayadi, S.³

26
- 0034836943
- J.C. Espín, C. Soler-Rivas, E. Cantos, F.A. Tomás- Barberán, and H.J. Wichers J. Agric. Food Chem. 49 2001 1187 1193
- (2001) J. Agric. Food Chem. , vol.49 , pp. 1187-1193
- Espín, J.C.¹ Soler-Rivas, C.² Cantos, E.³ Tomás-Barberán, F.A.⁴ Wichers, H.J.⁵

27
- 84855190732
- M. Guazzaroni, C. Crestini, and R. Saladino Bioorg. Med. Chem. 20 2012 157 166
- (2012) Bioorg. Med. Chem. , vol.20 , pp. 157-166
- Guazzaroni, M.¹ Crestini, C.² Saladino, R.³

28
- 23844457907
- N. Allouche, and S. Sayadi J. Agric. Food Chem. 53 2005 6525 6530
- (2005) J. Agric. Food Chem. , vol.53 , pp. 6525-6530
- Allouche, N.¹ Sayadi, S.²

29
- 33846556364
- Z. Bouallagui, and S. Sayadi J. Agric. Food Chem. 54 2006 9906 9911
- (2006) J. Agric. Food Chem. , vol.54 , pp. 9906-9911
- Bouallagui, Z.¹ Sayadi, S.²

30
- 29744447289
- M. De Lucia, L. Panzella, A. Pezzella, A. Napolitano, and M. d'Ischia Tetrahedron 62 2006 1273 1278
- (2006) Tetrahedron , vol.62 , pp. 1273-1278
- De Lucia, M.¹ Panzella, L.² Pezzella, A.³ Napolitano, A.⁴ D'Ischia, M.⁵

31
- 59049106027
- R. Bernini, E. Mincione, F. Crisante, M. Barontini, and G. Fabrizi Tetrahedron Lett. 50 2009 1307 1310
- (2009) Tetrahedron Lett. , vol.50 , pp. 1307-1310
- Bernini, R.¹ Mincione, E.² Crisante, F.³ Barontini, M.⁴ Fabrizi, G.⁵

32
- 84867700668
- R. Bernini, G. Fabrizi, L. Pouységu, D. Deffieux, and S. Quideau Curr. Org. Synth. 9 2012 650 669
- (2012) Curr. Org. Synth. , vol.9 , pp. 650-669
- Bernini, R.¹ Fabrizi, G.² Pouységu, L.³ Deffieux, D.⁴ Quideau, S.⁵

33
- 34250786592
- S. Azabou, W. Najjar, A. Ghorbel, and S. Sayadi J. Agric. Food Chem. 55 2007 4877 4882
- (2007) J. Agric. Food Chem. , vol.55 , pp. 4877-4882
- Azabou, S.¹ Najjar, W.² Ghorbel, A.³ Sayadi, S.⁴

34
- 36849041902
- P. Bovicelli, R. Antonioletti, S. Mancini, S. Causio, G. Borioni, S. Ammendola, and M. Barontini Synth. Commun. 37 2007 4245 4252
- (2007) Synth. Commun. , vol.37 , pp. 4245-4252
- Bovicelli, P.¹ Antonioletti, R.² Mancini, S.³ Causio, S.⁴ Borioni, G.⁵ Ammendola, S.⁶ Barontini, M.⁷

35
- 84860411143
- G. Piersanti, M. Retini, J.L. Espartero, A. Madrona, and G. Zappia Tetrahedron Lett. 52 2011 4938 4940
- (2011) Tetrahedron Lett. , vol.52 , pp. 4938-4940
- Piersanti, G.¹ Retini, M.² Espartero, J.L.³ Madrona, A.⁴ Zappia, G.⁵

36
- 0000812723
- P. García, C. Romero, M. Brenes, and A. Garrido J. Agric. Food Chem. 44 1996 2101 2105
- (1996) J. Agric. Food Chem. , vol.44 , pp. 2101-2105
- García, P.¹ Romero, C.² Brenes, M.³ Garrido, A.⁴

37
- 34249324119
- A. Gambacorta, D. Tofani, R. Bernini, and Migliorini, J. Agric. Food Chem. 55 2007 3386 3391
- (2007) J. Agric. Food Chem. , vol.55 , pp. 3386-3391
- Gambacorta, A.¹ Tofani, D.² Bernini, R.³ Migliorini⁴

38
- 0034851459
- R. Briante, F. La Cara, M.P. Tonziello, F. Febbraio, and R. Nucci J. Agric. Food Chem. 49 2001 3198 3203
- (2001) J. Agric. Food Chem. , vol.49 , pp. 3198-3203
- Briante, R.¹ La Cara, F.² Tonziello, M.P.³ Febbraio, F.⁴ Nucci, R.⁵

39
- 77955466094
- L. Pouységu, T. Sylla, T. Garnier, L.B. Rojas, J. Charris, D. Deffieux, and S. Quideau Tetrahedron 66 2010 5908 5917
- (2010) Tetrahedron , vol.66 , pp. 5908-5917
- Pouységu, L.¹ Sylla, T.² Garnier, T.³ Rojas, L.B.⁴ Charris, J.⁵ Deffieux, D.⁶ Quideau, S.⁷

40
- 0141631685
- A. Ozanne, L. Pouységu, D. Depernet, B. François, and S. Quideau Org. Lett. 5 2003 2903 2906
- (2003) Org. Lett. , vol.5 , pp. 2903-2906
- Ozanne, A.¹ Pouységu, L.² Depernet, D.³ François, B.⁴ Quideau, S.⁵

41
- 54349100053
- R. Bernini, E. Mincione, M. Barontini, and F. Crisante J. Agric. Food Chem. 56 2008 8897 8904
- (2008) J. Agric. Food Chem. , vol.56 , pp. 8897-8904
- Bernini, R.¹ Mincione, E.² Barontini, M.³ Crisante, F.⁴

42
- 0003549909
- C. Schöpf, G. Göttmann, and E.M. Meisel Liebigs Ann. Chem. 563 1949 86 93
- (1949) Liebigs Ann. Chem. , vol.563 , pp. 86-93
- Schöpf, C.¹ Göttmann, G.² Meisel, E.M.³

43
- 0013969980
- E. Khafagy, and J.P. Lambooy J. Med. Chem. 9 1966 936 940
- (1966) J. Med. Chem. , vol.9 , pp. 936-940
- Khafagy, E.¹ Lambooy, J.P.²

44
- 84985268239
- P.G. Baraldi, D. Simoni, S. Manfredine, and E. Menziani Liebigs Ann. Chem. 83 1983 684 686
- (1983) Liebigs Ann. Chem. , vol.83 , pp. 684-686
- Baraldi, P.G.¹ Simoni, D.² Manfredine, S.³ Menziani, E.⁴

45
- 0000691203
- A. Bianco, P. Passacantill, and G. Righ Synth. Commun. 18 1988 1765 1771
- (1988) Synth. Commun. , vol.18 , pp. 1765-1771
- Bianco, A.¹ Passacantill, P.² Righ, G.³

46
- 0001168963
- C. Bai, X. Yan, M. Takenaka, K. Sekiya, and T. Nagata J. Agric. Food Chem. 46 1998 3998 4001
- (1998) J. Agric. Food Chem. , vol.46 , pp. 3998-4001
- Bai, C.¹ Yan, X.² Takenaka, M.³ Sekiya, K.⁴ Nagata, T.⁵

47
- 0032913561
- R. Capasso, A. Evidente, S. Avolio, and F. Solla J. Agric. Food Chem. 47 1999 1745 1748
- (1999) J. Agric. Food Chem. , vol.47 , pp. 1745-1748
- Capasso, R.¹ Evidente, A.² Avolio, S.³ Solla, F.⁴

48
- 0033804834
- K.L. Tuck, H.-W. Tan, and P.J. Hayball J. Agric. Food Chem. 48 2000 4087 4090
- (2000) J. Agric. Food Chem. , vol.48 , pp. 4087-4090
- Tuck, K.L.¹ Tan, H.-W.² Hayball, P.J.³

49
- 84055213168
- Z.-L. Zhang, J. Chen, Q. Xu, C. Rao, and C. Qiao Synth. Commun. 42 2012 794 798
- (2012) Synth. Commun. , vol.42 , pp. 794-798
- Zhang, Z.-L.¹ Chen, J.² Xu, Q.³ Rao, C.⁴ Qiao, C.⁵

50
- 64449084990
- M. Brouk, and A. Fishman Food Chem. 116 2009 114 121
- (2009) Food Chem. , vol.116 , pp. 114-121
- Brouk, M.¹ Fishman, A.²

51
- 84861786841
- P. Milind, and K. Deepa Int. J. Res. Ayurveda Pharmacol. 2 2011 47 54
- (2011) Int. J. Res. Ayurveda Pharmacol. , vol.2 , pp. 47-54
- Milind, P.¹ Deepa, K.²

52
- 33947323265
- G. Wenqiang, L. Shufen, Y. Ruixiang, T. Shaokun, and Q. Can Food Chem. 101 2007 1558 1564
- (2007) Food Chem. , vol.101 , pp. 1558-1564
- Wenqiang, G.¹ Shufen, L.² Ruixiang, Y.³ Shaokun, T.⁴ Can, Q.⁵

53
- 0032928901
- A. Muheim, and K. Lerch Appl. Microbiol. Biotechnol. 51 1999 456 461
- (1999) Appl. Microbiol. Biotechnol. , vol.51 , pp. 456-461
- Muheim, A.¹ Lerch, K.²

54
- 4243194782
- M.V. Bhatt, and J.R. Babu Tetrahedron Lett. 25 1984 3497 3500
- (1984) Tetrahedron Lett. , vol.25 , pp. 3497-3500
- Bhatt, M.V.¹ Babu, J.R.²

55
- 85078334781
- S. Andersson Synthesis 1985 437 439
- (1985) Synthesis , pp. 437-439
- Andersson, S.¹

56
- 0000051430
- J.A. Sousa, and A.L. Bluhm J. Org. Chem. 25 1960 108 111
- (1960) J. Org. Chem. , vol.25 , pp. 108-111
- Sousa, J.A.¹ Bluhm, A.L.²

57
- 0001094092
- E. Adler, and S. Hernestam Acta Chem. Scand. 9 1955 319 334
- (1955) Acta Chem. Scand. , vol.9 , pp. 319-334
- Adler, E.¹ Hernestam, S.²

58
- 0000350143
- E. Adler, and R. Magnusson Acta Chem. Scand. 13 1959 505 519
- (1959) Acta Chem. Scand. , vol.13 , pp. 505-519
- Adler, E.¹ Magnusson, R.²

59
- 34548421041
- A. Gambacorta, D. Tofani, and A. Migliorini Molecules 12 2007 1762 1770
- (2007) Molecules , vol.12 , pp. 1762-1770
- Gambacorta, A.¹ Tofani, D.² Migliorini, A.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.