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Molecules 2014, 19(9), 13342-13357; doi:10.3390/molecules190913342

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

Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche (STEBICEF), Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy
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Received: 24 July 2014 / Revised: 18 August 2014 / Accepted: 20 August 2014 / Published: 29 August 2014
(This article belongs to the Section Medicinal Chemistry)
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Abstract

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). View Full-Text
Keywords: diketopiperazines; plinabulin A; bispyrido-pyrrolo-pyrazine; pyrido-pyrrolo-pyrazino-indole; antiproliferative activity diketopiperazines; plinabulin A; bispyrido-pyrrolo-pyrazine; pyrido-pyrrolo-pyrazino-indole; antiproliferative activity
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Parrino, B.; Spanò, V.; Carbone, A.; Barraja, P.; Diana, P.; Cirrincione, G.; Montalbano, A. Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo [1,2-a:1',2'-d]pyrazine and Its Deaza Analogue. Molecules 2014, 19, 13342-13357.

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