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The Chemistry and Biological Applications of 3H-Pyrrolo[2,3-c]quinolines and Marinoquinolines

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue 8, Pages 1938-1957

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100223

Keywords

3H-pyrrolo[2; 3-c]quinoline; marinoquinoline; natural products; total synthesis; biological evaluation; ion sensing

Funding

  1. Sao Paulo Research Foundation (FAPESP) [2014/25770-6, 2013/07600-3, 2018/03143-0, 2017/11316-0]
  2. Brazilian National Research Council (CNPq) [406642/2018-0, 160613/2019-1]
  3. Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior - Brasil (CAPES) [001]

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In recent years, the heterocyclic 3H-pyrrolo[2,3-c]quinoline system and its closely related natural products, the marinoquinolines, have garnered significant attention for their intriguing chemistry and diverse biological activities. The marinoquinolines exhibit various biological activities, such as antiplasmodial, antibacterial, and antifungal properties, which have driven the development of new strategies to obtain natural products and derivatives.
The heterocyclic 3H-pyrrolo[2,3-c]quinoline system and its closely related natural products, the marinoquinolines, have been attracting considerable attention in recent years in view of its interesting chemistry and diverse biological activities. Known since 1924, only in 2006 were the 3H-pyrrolo[2,3-c]quinolines associated with the first marinoquinolines isolated from natural sources. Their architecture and biological activities such as antiplasmodial, anti-proliferative, anti-bacterial, antifungal, phosphodiesterase and AChE inhibitors, and as ion-sensing have stimulated the development of new strategies to obtain the natural marinoquinolines and new 3H-pyrrolo[2,3-c]quinoline derivatives. This review details the recent synthesis and biological evaluation of natural and unnatural marinoquinolines and its 3H-pyrrolo[2,3-c]quinoline core.

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