TY  - JOUR
TT  - Synthesis of New N-Phthalimide Substituted Tricyclic Imide Containing Isoxazoline and Bispiro Functional Group as Possible Anti-cancer Agents
AU  - Gunkara, Omer Tahir
AU  - Ocal, Nuket
PY  - 2017
DA  - September
Y2  - 2017
DO  - 10.18596/jotcsa.338218
JF  - Journal of the Turkish Chemical Society Section A: Chemistry
JO  - JOTCSA
PB  - Turkish Chemical Society
WT  - DergiPark
SN  - 2149-0120
SP  - 73
EP  - 84
VL  - 5
IS  - 1
KW  - Azomethine ylide
KW  - Bispiromolecules
KW  - Isoxazolines
KW  - Tetracyclic imides
KW  - (3+2)-Cycloaddition reaction
N2  - [3+2]-Cycloadditionreactions of N-phthalimide substitutedtricyclic imide were studied to synthesize their isoxazoline and bispiroderivatives in excellent yields. All new synthesized compounds have beencharacterized by their FTIR, 1H NMR, 13C NMR, GC/MS andLC/MS (HRMS) analyses.
CR  - 1.	Kulu I, Goksu G, Sucu BO, Kopruceli A, Ocal N, Kaufmann DE. Synthesis of New Aryl-substituted Tandospirone and Epiboxidine Analogues and Isoxazoline Derivatives. Org Prep Proced Int. 2013;45(1):44-56.
CR  - 2.	Gunkara OT, Sucu BO, Ocal N, Kaufmann DE. Synthesis of new aryl(hetaryl)-substituted tandospirone analogues with potential anxiolytic activity via reductive Heck type hydroarylations. Chem Pap. 2013;67(6):643-9.
CR  - 3.	Gunkara OT, Sucu BO, Guleli M, Ocal N. Synthesis of New Tandospirone Analogues Carrying 1-(3-(Trifluoromethyl)Phenyl)Piperazine. Synthetic Commun. 2014;44(11):1619-28.
CR  - 4.	Wieland S, Fischette CT, Lucki I. Effect of Chronic Treatments with Tandospirone and Imipramine on Serotonin-Mediated Behavioral-Responses and Monoamine Receptors. Neuropharmacology. 1993;32(6):561-73.
CR  - 5.	Mikolajczyk M, Kielbasinski P. Recent Developments in the Carbodiimide Chemistry. Tetrahedron. 1981;37(2):233-84.
CR  - 6.	Conti P, Dallanoce C, De Amici M, De Micheli C, Klotz KN. Synthesis of new Delta(2)-isoxazoline derivatives and their pharmacological characterization as beta-adrenergic receptor antagonists. Bioorgan Med Chem. 1998;6(4):401-8.
CR  - 7.	Kaur K, Kumar V, Sharma AK, Gupta GK. Isoxazoline containing natural products as anticancer agents: A review. Eur J Med Chem. 2014;77:121-33.
CR  - 8.	Ribeiro CJA, Amaral JD, Rodrigues CMP, Moreira R, Santos MMM. Synthesis and evaluation of spiroisoxazoline oxindoles as anticancer agents. Bioorgan Med Chem. 2014;22(1):577-84.
CR  - 9.	Goksu G, Ocal N. 1,3-Dipolar Cycloaddition Reactions of N-Methyl-Substituted Tricyclic Imides. Acta Chim Slov. 2011;58(2):256-61.
CR  - 10.	Gul M, Ocal N. Heck-type hydroarylations and 1,3-dipolar cycloaddition reactions of new tricyclic hydrazones. Can J Chem. 2010;88(4):323-30.
CR  - 11.	Kulu I, Gul M, Gunkara OT, Ocal N. Cycloaddition Reactions of Some Tricyclic Imides. Mini-Rev Org Chem. 2013;10(4):409-18.
CR  - 12.	Gul M, Kulu I, Gunkara OT, Ocal N. Reductive Heck Reactions and [3+2] Cycloadditions of Unsaturated N,N'-Bistricyclic Imides. Acta Chim Slov. 2013;60(1):87-94.
CR  - 13.	Ahrendt KA, Borths CJ, MacMillan DWC. New strategies for organic catalysis: The first highly enantioselective organocatalytic Diels-Alder reaction. J Am Chem Soc. 2000;122(17):4243-4.
CR  - 14.	Jen WS, Wiener JJM, MacMillan DWC. New strategies for organic catalysis: The first enantioselective organocatalytic 1,3-dipolar cycloaddition. J Am Chem Soc. 2000;122(40):9874-5.
CR  - 15.	Obst U, Betschmann P, Lerner C, Seiler P, Diederich F, Gramlich V, et al. Synthesis of novel nonpeptidic thrombin inhibitors. Helv Chim Acta. 2000;83(5):855-909.
CR  - 16.	Sebahar PR, Williams RM. The asymmetric total synthesis of (+)- and (-)-spirotryprostatin B. J Am Chem Soc. 2000;122(23):5666-7.
CR  - 17.	Yamamoto Y, Yamamoto S, Yatagai H, Ishihara Y, Maruyama K. Lewis Acid Mediated Reactions of Organocopper Reagents - Entrainment in the Conjugate Addition to Alpha,Beta-Unsaturated Ketones, Esters, and Acids Via the Rcu.Bf3 System. J Org Chem. 1982;47(1):119-26.
CR  - 18.	Kas'yan LI, Tarabara IN, Bondarenko YS, Svyatenko LK, Bondarenko AV. Reactions of 4-amino-4-azatricyclo[5.2.1.0(2,6-endo)]dec-8-ene-3,5-dione with dicarboxylic acid anhydrides. Russ J Org Chem+. 2007;43(7):1014-26.
CR  - 19.	Galvis CEP, Kouznetsov VV. An unexpected formation of the novel 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton during the reaction of furfurylamine with maleimides and their bioprospection using a zebrafish embryo model. Org Biomol Chem. 2013;11(3):407-11.
CR  - 20.	Simunek P, Peskova M, Bertolasi V, Machacek V, Lycka A. Synthesis, NMR and X-ray characterisation of 6-substituted 4-amino-5-aryldiazenyl-1-arylpyridazinium salts. Tetrahedron. 2005;61(34):8130-7.
CR  - 21.	Jung JY, Jung SH, Koh HY, Pae AN, Park WK, Kong JY. Synthesis of piperazinylalkylisoxazoline analogues and their binding affinities for dopamine receptor subtypes. B Korean Chem Soc. 2006;27(11):1861-4.
UR  - https://doi.org/10.18596/jotcsa.338218
L1  - https://dergipark.org.tr/en/download/article-file/360606
ER  -