Synthesis of novel tryptophan derivatives of potential biological activity

• RAFAT M MOHAREB ^[2] ; NADIA A LOUCA ^[1] ; GAMAL A ELMEGEED ^[1] ; HANAA Y HANA ^[1]
  1. [1] National Research Centre

     National Research Centre

     Egipto

     
  2. [2] October University for Modem Sciences and Arts (MSA Faculty of Pharmacy Departament of Organic Chemistry
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 54, Nº. 2, 2009, págs. 175-179
• Idioma: inglés
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• Resumen

  • Tryptophan methyl ester 2 reacts with ethyl cyanoacetate to form acetomtrilocarbonyltryptophan methylester 3. The latter reacts with cyanomethylene reagents, hydrazines, cyanomethylenes and sulfur to form the corresponding a-pyrido-3-indolopropanoate derivatives 6a,b, pyrazolyltryptophan methyl ester derivatives 8a,b and thiophenotryptophan methyl ester derivatives 10a,b, respectively. Also compound 3 reacts with benzaldehyde to give the condensated product 12. The reactivity of the latter product towards chemical reagents was studied to form pyridine, pyrazole and isoxazole derivatives.