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Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo [1,2-a:1',2'-d]pyrazine and Its Deaza Analogue

  • Authors: Parrino, B; Spanò, V; Carbone, A; Barraja, P; Diana, P; Cirrincione, G; Montalbano, A
  • Publication year: 2014
  • Type: Articolo in rivista (Articolo in rivista)
  • Key words: diketopiperazines; plinabulin A; bispyrido-pyrrolo-pyrazine; pyrido-pyrrolopyrazino- indole; antiproliferative activity
  • OA Link:


Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d] pyrazine-6,13-dione and its deaza analogue pyrido[4'',3'':4',5']pyrrolo-[1',2':4,5]pyrazino [1,2-a]indole-6,13-dione were conveniently synthesized through a four-step sequence. Symmetrical derivatives of the former ring system were obtained through self condensation. On the other hand, condensation of 6-azaindole carboxylic acid with indole 2-carboxylic acid afforded the deaza analogue ring system. Derivatives of the title ring system were tested by the National Cancer Institute (Bethesda, MD, USA) and four of them exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line).