Abstract
The Lipoxin metabolites dramatically reduce the bioactivity of this class of compounds and render them poor potential pharmacological agents. In light of the findings associated with the stabilisation and market value of the synthetic prostaglandin and prostacyclin analogues, it was thought that a similar approach could be beneficial with respect to the native Lipoxins (LX).
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References
Collins PW, Djuric SW (1993) Chem Rev 93:1533
Phillips ED, Chang H-F, Holmquist CR, McCauley JP (2003) Bioorg Med Chem Lett 13:3223
O’Sullivan TP, Vallin KSA, Shah STA, Fakhry J, Maderna P, Scannell M, Sampaio ALF, Perretti M, Godson C, Guiry PJ (2007) J Med Chem 50:5894
Petasis NA, Keledjian R, Sun Y-P, Nagulapalli KC, Tjonahen E, Yang R, Serhan CN (2008) Bioorg Med Chem Lett 18:1382
Guilford WJ, Bauman JG, Skuballa W, Bauer S, Wei GP, Davey D, Schaefer C, Mallari C, Terkelsen J, Tseng J-L, Shen J, Subramanyam B, Schottelius AJ, Parkinson JF (2004) J Med Chem 47:2157
Nicolaou KC, Ramphal JY, Petasis NA, Serhan CN (1991) Angew Chem Int Ed Engl 30:1100
Petasis NA, Akritopoulou-Zanze I, Fokin VV, Bernasconi G, Keledjian R, Yang R, Uddin J, Nagulapalli KC, Serhan CN (2005) Prostaglandins Leukot Essent Fat Acids 73:301
Serhan CN, Maddox JF, Petasis NA, Akritopoulou-Zanze I, Papayianni A, Brady HR, Colgan SP, Madara JL (1995) Biochemistry 34:14609–14615
Webber SE, Veale CA, Nicolaou KC (1988) Adv Exp Med Biol 229:61
Clish CB, O’Brien JA, Gronert K, Stahl GL, Petasis NA, Serhan CN (1999) Proc Natl Acad Sci U S A 96:8247
Fierro IM, Kutok JL, Serhan CN (2002) J Pharmacol Exp Ther 300:385
RodrÃguez AR, Spur BW (2001) Tetrahedron Lett 42:6057
Nicolaou KC, Veale CA, Webber SE, Katerinopoulos H (1985) J Am Chem Soc 107:7515
Boland W, Schroer N, Sieler C, Feigel M (1987) Helv Chim Acta 70:1025
Takano T, Fiore S, Maddox JF, Brady HR, Petasis NA, Serhan CN (1997) J Exp Med 185:1693
Duffy CD, Maderna P, McCarthy C, Loscher CE, Godson C, Guiry PJ (2010) Chem Med Chem 5:517
Singh S, Duffy CD, Shah STA, Guiry PJ (2008) J Org Chem 7:6429
Singh S, Guiry PJ (2009) Eur J Org Chem
Singh S, Guiry PJ (2009) J Org Chem 74:5758
Maderna P, Cottell DC, Berlasconi G, Petasis NA, Brady HR, Godson C (2002) Am J Pathol 160:2275
Maddox JF, Serhan CN (1996) J Exp Med 183:137
Maddox JF, Hachicha M, Takano T, Petasis NA, Fokin VV, Serhan CN (1997) J Biol Chem 272:6972
Chiang N, Serhan C, Dahlén S-E, Drazen JM, Hay DWP, Rovati GN, Shimizu T, Yokomiao T, Brink C (2006) Pharmacol Rev 58:463
Bannenberg G, Moussignac R-L, Gronert K, Devchand PR, Schmidt BA, Guilford WJ, Bauman JG, Subramanyam B, Perez HD, Parkinson JF, Serhan CN (2004) Br J Pharmacol 143:43
Sun Y-P, Tjonahen E, Keledjian R, Zhu M, Yang R, Recchiuti A, Pillai PS, Petasis NA, Serhan CN (2009) Prostaglandins Leukot Essent Fat Acids 81:357
Nicolaou KC, Webber SE (1984) J Am Chem Soc 106:5734
Midland MM, McDowell DC, Hatch RL, Tramontano A (1980) J Am Chem Soc 102:867
Petasis NA, Bzowej EI (1990) J Am Chem Soc 112:6392
Jeffery T (1996) Tetrahedron 52:10113
Soundararajan R, Matteson DS (1990) J Org Chem 55:2274
Petasis NA, Zavialov IA (1996) Tetrahedron Lett 37:567
Hong S, Gronert K, Devchand PR, Moussignac R-L, Serhan CN (2003) J Biol Chem 278:14677
Serhan CN, Hong S, Gronert K, Colgan SP, Devchand PR, Mirick G, Moussignac R-L (2002) J Exp Med 196:1025
Sodin-Semrl S, Taddeo B, Tseng D, Varga J, Fiore S (2000) J Immunol 164:2660
Samuelsson B, Dahlen SE, Lindgren JA, Rouzer CA, Serhan CN (1987) Science 237:1171
Ellis CK, Smigel MD, Oates JA, Oelz O, Sweetman BJ (1979) J Biol Chem 254:4152
Guindon Y, Delorme D, Lau CK, Zamboni R (1988) J Org Chem 53:267
Robinson RA, Clark JS, Holmes AB (1993) J Am Chem Soc 115:10400
Schottelius AJ, Giesen C, Asadullah K, Fierro IM, Colgan SP, Bauman J, Guilford W, Perez HD, Parkinson JF (2002) J Immunol 169:7063
Fiorucci S, Wallace JL, Mencarelli A, Distrutti E, Rizzo G, Farneti S, Morelli A, Tseng J-L, Suramanyam B, Guilford WJ, Parkinson JF (2004) Proc Natl Acad Sci U S A 101:15736
Guilford WJ, Parkinson JF (2005) Prostaglandins Leukot Essent Fat Acids 73:245
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Duffy, C. (2012). Recent Advances in the Chemistry and Biology of Stable Synthetic Lipoxin Analogues. In: Heteroaromatic Lipoxin A4 Analogues. Springer Theses. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-24632-6_2
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DOI: https://doi.org/10.1007/978-3-642-24632-6_2
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