Privileged Structures

Privileged Structures - References

60. Efficient Solid-Phase Synthesis of a Library of Imidazo[1,2-a]pyridine-8-carboxamides
Kamal, A.; Devaiah, V.; Reddy, K. L.; Rajendar; Shetti, R. V. C. R. N. C.; Shankaraiah, N. J. Comb. Chem. 2007, 9, 267-274.
"The Imidazo[1,2-a]pyridine moiety as a privileged structure"
59. Efficient Syntheses of KDR Kinase Inhibitors Using a Pd-Catalyzed Tandem C-N/Suzuki Coupling as the Key Step
Fang, Y.-Q.; Karisch, R.; Lautens, M. J. Org. Chem. 2007, 72, 1341-1346.
58. Small Molecule Inhibitors of Histone Arginine Methyltransferases: Homology Modeling, Molecular Docking, Binding Mode Analysis, and Biological Evaluations
Ragno, R.; Simeoni, S.; Castellano, S.; Vicidomini, C.; Mai, A.; Caroli, A.; Tramontano, A.; Bonaccini, C.; Trojer, P.; Bauer, I.; Brosch, G.; Sbardella, G.
J. Med. Chem. 2007, 50, 1241-1253.
"Dyes or dye-like as privileged structures"
57. Organocatalytic Asymmetric Friedel-Crafts Alkylation of Indoles with Simple a,b-Unsaturated Ketones
Bartoli, G.; Bosco, M.; Carlone, A.; Pesciaioli, F.; Sambri, L.; Melchiorre, P. Org. Lett. Published on Web 2007.
56. Synthesis of Functionalized, Unsymmetrical 1,3,4,6-Tetrasubstituted 2,5-Diketopiperazines
Tullberg, M.; Grotli, M.; Luthman, K. J. Org. Chem. 2007, 72, 195-199.
"2,5-Diketopiperazines as privileged structures"
55. Benzylic Substitution of Gramines with Boronic Acids and Rhodium or Iridium Catalysts
de la Herran, G.; Segura, A.; Csaky, A. G. Org. Lett. 2007, 9, 961-964.
"Substituted indoles as privileged structures"
54. Aminoethyltrifluoroborates: Efficient Aminoethylations via Suzuki-Miyaura Cross-Coupling
Molander, G. A.; Vargas, F. Org. Lett. 2007, 9, 203-206.
"Phenethylamines are privileged structures"
53. Synthesis of Macrolide-Saccharide Hybrids by Ring-Closing Metathesis of Precursors Derived from Glycitols and Benzoic Acids
Matos, M.-C.; Murphy, P. V. J. Org. Chem. 2007, 72, 1803-1806.
"The benzomacrolactone structural motif is a privileged structure"
52. Synthesis of 3-Aminomethyl-2-aryl- 8-bromo-6-chlorochromones
Wallen, E. A. A.; Dahlen, K.; Grotli, M.; Luthman, K. Org. Lett. 2007, 9, 389-391.
"Chromone (chromen-4-one) derivatives as privileged structures"
51. One-Step, Three-Component Synthesis of Pyridines and 1,4-Dihydropyridines with Manifold Medicinal Utility
Evdokimov, N. M.; Magedov, I. V.; Kireev, A. S.; Kornienko, A. Org. Lett. 2006, 8, 899-902.

50. Auto-Redox Reaction. Tin(II) Chloride-Mediated One-Step Reductive Cyclization Leading to the Synthesis of Novel Biheterocyclic 5,6-Dihydro-quinazolino[4,3-b]quinazolin-8-ones with Three-Point Diversity
Roy, A. D.; Subramanian, A.; Roy, R. J. Org. Chem. 2006, 71, 382-385.
49. 1-Aryltetralin privileged structure-based libraries: parallel synthesis of N-aryl and N-biaryl g-lactam lignans
Dorbec, M.; Florent, J.-C.; Monneret, C.; Rager, M.-N.; Bertounesque, E. Tetrahedron 2006, 62, 11766-11781.
48. Synthesis of g-lactam lignans via aza-michael addition
Dorbec, M.; Florent, J.-C.; Monneret, C.; Rager M.-N.; Bertounesque, E. Synlett 2006, 591-594.
"1-Aryltetraline derivatives as privileged structures"
47. Privileged structure-based quinazolinone natural product-templated libraries: Identification of novel tubulin polymerization inhibitors
Liu, J.-F.; Wilson, C. J.; Ye, P.; Sprague, K.; Sargent, K.; Si, Y.; Beletsky, C.; Yohannes, D.; Ng, S.-C. Bioorg. Med. Chem. Lett. 2006, 16, 686-690.
46. Optimization of a privileged structure leading to potent and selective human melanocortin subtype-4 receptor ligands
Bakshi, R. K.; Hong, Q.; Tang, R.; Kalyani, R. N.; MacNeil, T.; Weinberg, D. H.; Van der Ploeg, L. H. T.; Patchett, A. A.; Nargund, R. P. Bioorg. Med. Chem. Lett. In Press, Corrected Proof, Available online 20 December 2005,
45. Privileged structure based ligands for melanocortin receptors—Substituted benzylic piperazine derivatives
Fisher, M. J.; Backer, R. T.; Collado, I.; de Frutos, O; Husain, S.; Hsiung, H. M.; Kuklish, S. L.; Mateo, A. I.; Mullaney, J. T.; Ornstein, P. L.; Paredes, C. G.; O'Brian, T. P.; Richardson, T. I.; Shah, J.; Zgombick, J. M.; Briner, K. Bioorg. Med. Chem. Lett. 2005, 15, 4973-4978.
44. Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines
Fisher, M. J.; Backer, R. T.; Husain, S.; Hsiung, H. M.; Mullaney, J. T.; O’Brian, T. P.; Ornstein, P. L.; Rothhaar, R. R.; Zgombick, J. M.; Briner, K. Bioorg. Med. Chem. Lett. 2005, 15, 4459-4462
43. Antiproliferative activity in HL60 cells by tetrasubstituted pyrroles: a structure–activity relationship study
Padrón, J. M.; Tejedor, D.; Santos-Expósito, A.; García-Tellado, F.; Martín, V. S.; Villar, J. Bioorg. Med. Chem. Lett. 2005, 15, 2487-2490.
42. Synthesis and derivatisation of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold
Wilson, A. W.; Chan, L.; Wood, R.; Brown, R. C. D. Org. Bio. Chem. 2005, 3, 3228-3235.
"Spiropiperidine motifs as privileged structures"
41. Experimental and computational studies of ring inversion of 1,4-benzodiazepin-2-ones: implications for memory of chirality transformations
Lam, P. C.-H.; Carlier, P. R. J. Org. Chem. 2005, 70, 1530-1538.

40. Ligand identification for G-protein-coupled receptors: a lead generation perspective
Bleicher, K. H.; Green, L. G.; Martin, R. E.; Rogers-Evans, M. Curr. Opin. Chem. Bio. 2004, 8, 287-296.

39. New 2-bromomethyl-8-substituted-benzo[c]chromen-6-ones. Synthesis and biological properties
Garino, C.; Bihel, F.; Pietrancosta, N.; Laras, Y.; Quéléver, G.; Woo, I. Klein, P.; Bain, J.; Boucher, J.-L.; Kraus, J.-L. Bioorg. Med. Chem. Lett. 2005, 15,135-138.
"2-Bromomethyl-8-substituted-benzo[c]chromen-6-one as a privileged structure"
38. Synthesis and structural studies of a novel scaffold for drug discovery: a 4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine]
Willand, N.; Beghyn, T.; Nowogrocki, G.; Gesquiere, J.-C.; Deprez, B. Tetrahedron Lett. 2004, 45, 1051-1054
37. Elastase inhibitors
Expert Opin. Therap. Pat. 2004, 14, 1511 - 1516.
"Novel 1,4-bisphenyl-1,4-dihydropyridine derivatives; 2-hydroxy and 2-aminodihydropyridines"
http://hermia.ashley-pub.com/...p1511
www.extenza-eps.com/extenza/...abstract
36. Exploitation of silicon medicinal chemistry in drug discovery
Mills, J. S.; Showell, G. A. Expert Opin. Investig. Drugs, 2004, 13, 1149-1157.
"The application of organosilicon medicinal chemistry in the context of privileged structures to aid drug design and development is one such innovative approach that is reviewed in this paper."
www.ingentaconnect.com/content/apl/eid/2004/...art00006
35. Natural products as anticancer agents
Ravelo, Á. G.;Estévez-Braun, A.; Chávez, H.; Pérez-Sacau, E.; Mesa-Siverio, D. Curr. Top. Med. Chem. 2004, 4, 241-265.
34. Diverse peptidyl privileged structures as potent somastostatin receptor ligands
Pasternak, A.; Pan Y.; Mosley, R. T.; Rohrer, S. P.; Birzin, E. T.; Schaeffer, J.; Patchett, A. A.; Yang, L. Lett. Drug Des. Disc. 2004, 1, 121-125. www.bentham-science.org/samples/lddd1-2/Pasternak.pdf
33. Bondensgaard, K.; Ankersen, M.; Thogersen, H.; Hansen, B. S.; Wulff, B. S.; Bywater, R. P. Recognition of privileged structures by G-protein-coupled receptors. J. Med. Chem. 2004, 47, 888–899.
32. Privileged Structures: Applications in Drug Discovery
DeSimone, R. W.; Currie, K. S.; Mitchell, S. A.; Darrow, J. W.; Pippin, D. A. Comb. Chem. High Throughput Screen. 2004, 7, 473-493.
31. Diastereo- and Enantioselective Synthesis of Novel -b-Lactam-Containing 1,4-Benzodiazepines through a Ketene-Imine Cycloaddition Reaction
del Pozo, C.; Macías, A.; López-Ortiz, F.; Maestro, M. Á.; Alonso, E.; González, J. Eur. J. Org. Chem. 2004, 535-545.
"Combination of two privileged structures: b-lactam and Benzodiazepine"
30. Enatioselective synthesis of "quaternary" 1,4-benzodiazepin-2-one scaffolds via memory of chirality
Carlier, P. R.; Zhao, H.; DeGuzman, J.; Lam, P. C.-H. J. Am. Chem. Soc. 2003, 125, 11482-11483.
29. Aryl piperazine melanocortin MC4 receptor agonists
Dyck, B.; Parker, J.; Phillips, T.; Carter, L.; Murphy, B.; Summers, R.; Hermann, J.; Baker, T.;Cismowski, M.; Saunders, J.; Goodfellow, V. Bioorg. Med. Chem. Lett. 2003, 13, 3793-3796

28. An aminopyridazine-based inhibitor of a pro-apoptotic protein kinase attenuates hypoxia-ischemia induced acute brain injury
Velentza, A. V.; Wainwright, M. S.; Zasadzki, M.; Mirzoeva, S.; Schumacher, A. M.; Haiech, J.; Focia, P. J.; Egli, M.; Watterson, D. M. Bioorg. Med. Chem. Lett. 2003, 13, 3465-3470.

27. Solid-phase synthesis of benzimidazole libraries biased for RNA targets
Vourloumis, D.; Takahashi, M.; Simonsen, K. B.; Ayida, B. K.; Barluenga, S.; Winters, G. C.; Hermann, T. Tetrahedron Lett. 2003, 44, 2807-2811.

26. Target information in lead discovery
Roberts, B. R. TARGETS, 2003, 2, 14-18.

25. Medicinal chemistry of target family-directed masterkeys
Muller G. Drug Discov. Today 2003, 8, 681-691.
www.ncbi.nlm.nih.gov/entrez/...Abstract
www.axxima.de/axxima_content/Press_Events/publications/sci_pu/2003_Mue.pdf

24. Privileged structure-based combinatorial libraries targeting g protein-coupled receptors
Guo, T.; Hobbs, D. W. Assay Drug Dev. Technol. 2003, 1, 579-92.
23. Novel 2-Substituted isoflavones: A privileged structure approach to new agents for hormone-Dependent breast cancer
Young-Woo, K. Dissertation presented in partial fulfillment of the requirements for the degree doctor of Philosophy, Ohio State University, Pharmacy, 2003. Advisor: Robert W. Brueggemeier. www.ohiolink.edu/etd/send-pdf.cgi?osu1061576906
22. Hit and lead generation: beyond high-throughput screening
Bleicher, K. H. et al. Nature Rev. Drug Discov. 2003, 2, 369–378.
21. The Combinatorial Synthesis of Bicyclic Privileged Structures or Privileged Substructures
Horton, D. A.; Bourne,G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893-930.
20. Synthesis and Biological Evaluation of an Indomethacin Library Reveals a New Class of Angiogenesis-Related Kinase Inhibitors
Rosenbaum, C.; Baumhof, P.; Mazitschek, R.; Müller, O.; Giannis, A.; Waldmann, H. Angew. Chem. 2003, 116, 226-230.
19. 1,4-Dihydropyridines as Calcium Channel Ligands and Privileged Structures
Triggle, D. J. Cellular and Mol. Neur. 2003, 23, 293-303. www.kluweronline.com/article.asp?PIPS=463427&PDF=1
18. Novel chemistry of a-tosyloxy ketones: applications to the solution- and solid-phase synthesis of privileged heterocycle and enediyne libraries
Nicolaou, K. C.; Montagnon, T.; Ulven T.; Baran P. S.; Zhong, Y.-L.; Sarabia, F. J. Am. Chem. Soc. 2002, 124, 5718-5728.
17. Novel 1,4-benzodiazepines from acylnitroso-derived hetero-Diels-Alder cycloadducts
Surman, M. D.; Mulvihill, M. J.; Miller, M. J. Org. Lett. 2002, 4, 139-141.
16. Exploring privileged structures: the combinatorial synthesis of cyclic peptides
Horton, D. A.; Bourne, G. T.; Smythe, M. L. Journal of Computer-Aided Molecular Design 2002, 16, 415-431. http://journals.kluweronline.com/article.asp?PIPS=5098203
15. Combinatorial Solid Phase Synthesis of Multiply Substituted 1,4-Benzodiazepines and Affinity Studies on the CCK2 Receptor (Part 1)
Lattmann, E.; Billington, D. C.; Poyner, D. R.; Arayarat, P.; Howitt, S. B.; Lawrence, S.; Offel, M. Drug Design and Discovery, 2002, 18, 9-21.
14. Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis
Austin, J. F.; MacMillan D. W. C. J. Am. Chem. Soc. 2001, 124, 1172-1173.
www.its.caltech.edu/~dmacgrp/papers/indoleca.pdf
13. Lead compounds discovered from libraries
Golebiowski, A.; Klopfenstein, S. R.; Portlock, D. E. Curr. Opin. in Chem. Biol. 2001, 5, 273-284.
12. Privileged molecules for protein binding identified from NMR-based screening
Hajduk, P. J.; Bures, M.; Praestgaard, J.; Fesik, S. W. J. Med. Chem. 2000, 43, 3443-3447.
11. In search of selective P2 receptor ligands: interaction of dihydropyridine derivatives at recombinant rat P2X2 receptors
Jacobson, K. A.; Kim, Y.-C.; King, B. F. J. Auton. Nerv. Syst. 2000, 81, 152-157.
10. Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans
Nicolaou, K. C.; Pfefferkorn, J. A.; Roecker, A. J.; Cao, G.-Q.; Barluenga, S.; Mitchell, H. J. J. Am. Chem. Soc. 2000, 122, 9939 -9953.
www.scripps.edu/chem/nicolaou/images/pdfs/MS486.pdf
9. Natural product-like combinatorial libraries based on privileged structures. 2. Construction of a 10 000-membered benzopyran library by directed split-and-pool chemistry using nanokans and optical encoding
Nicolaou, K. C.; Pfefferkorn, J. A.; Mitchell, V A.; Roecker, J.; Barluenga, S.; Cao, G.-Q.; Affleck, R. L.; Lillig, J. E. J. Am. Chem. Soc. 2000, 122, 9954-9967.

8. Natural Product-like combinatorial libraries based on privileged structures. 3. The "libraries from libraries" principle for diversity enhancement of benzopyran libraries
Nicolaou, K. C.; Pfefferkorn, J. A.; Barluenga, S.; Mitchell, H. J.; Roecker, A. J.; Cao, G.-Q. J. Am. Chem. Soc. 2000, 122, 9968-9976.
7. New 4-point pharmacophore method for molecular similarity and diversity applications: overview of the method and applications, including a novel approach to the design of combinatorial libraries containing privileged substructures
Mason, J. S.; Morize, I.; Menard, P. R.; Cheney, D. L.; Hulme, C.; Labaudiniere, R. F. J. Med. Chem. 1999, 42, 3251-64.
6. RECAP - Retrosynthetic combinatorial analysis procedure: a powerful new technique for identifying privileged molecular fragments with useful applications in combinatorial chemistry
Lewell, X. Q.; Judd, D. B.; Watson, S. P.; Hann, M. M. J. Chem. Inf. Comput. Sci. 1998, 38, 511-522.
5. Synthesis and biological activities of potent peptidomimetics selective for somatostatin receptor subtype 2
Yang, L.; Berk, S. C.; Rohrer, S. P.; Mosley, R. T.; Guo, L.; Underwood, D. J.; Arison, B. H.; Birzin, E. T.; Hayes, E. C.; Mitra, S. W.; Parmar, R. M.; Cheng; K. Tsuei-Ju Wu; Bridgette S. Butler; Forrest Foor; Alexander Pasternak; Yanping Pan; Maria Silva; Roger M. Freidinger; Roy G. Smith; Kevin Chapman; James M. Schaeffer; Arthur A. Patchett. Proc. Natl Acad. Sci. 1998, 95, 10836–10841.
"spiroindanylpiperidine-privileged structure"
4. Synthesis and biological activities of phenyl piperazine-based peptidomimetic growth hormone secretagogues
Barakat, K. J.; Cheng, K.;. Chan, W. W.-S.; Butler, B. S.; Jacks, T. M.; Schleim, K. D.; Hora, Jr., D. F.; Hickey, G. J.; Smith, R. G. et al. Bioorg. Med. Chem. Lett. 1998, 8, 1431-1436.
3. Peptidomimetic Regulation of Growth Hormone Secretion
Roy G. Smith, Lex H. T. Van der Ploeg, Andrew D. Howard, Scott D. Feighner, Kang Cheng, Gerard J. Hickey, Matthew J. Wyvratt, Jr., Mike H. Fisher, Ravi P. Nargund and Arthur A. Patchett. Endocrine Rev. 1997, 18, 621-645.
(spiroindanylpiperidine-privileged structure)
2. Ronald T. Borchardt. Integration of Pharmaceutical Discovery and Development: Case Histories, K