Synthesis and Biological Activities of Pyrazino[1,2-a]indole and Pyrazino[1,2-a]indol-1-one Derivatives

• Published in: Pharmaceuticals (Basel, Switzerland) Vol. 14; no. 8; p. 779
• Main Authors: Zhang, Kena, Tran, Christine, Alami, Mouad, Hamze, Abdallah, Provot, Olivier
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 08.08.2021; MDPI
• Subjects: Binding sites; biological activity; catalysis; Chemical Sciences; cyclization; Kinases; Ligands; Medicinal Chemistry; Melatonin; Pharmaceutical sciences; pyrazinoindole; pyrazinoindolone; Review; catalysis; biological activity; pyrazinoindole; cyclization; pyrazinoindolone
• ISSN: 1424-8247; 1424-8247
• DOI: 10.3390/ph14080779

This review concerns the synthesis and biological activities of pyrazino[1,2-a]indoles and pyrazino[1,2-a]indol-1-ones reported since 1997 and the discovery of biological activity of pyrazinoindole derivatives. In the first part, we first presented the synthetic routes that have been reported from a methodological point of view to access the pyrazinoindole unit according to cyclization reactions using or not using metal catalysts. Then, syntheses and neuropsychiatric, auto-immune, anti-infectious and anti-cancer properties of pyrazinoindoles were detailed. In the second part, we first reported the main accesses to pyrazinoindol-1-one substrates according to Michael reactions, metal-catalyzed and metal-free cyclization reactions. The syntheses and anti-cancer, anti-infectious, anti-allergenic and neuropsychiatric properties of pyrazinoindolones were next described and discussed.