Emerging insights into chemistry and therapeutic potentials of functionalized hexahydroquinolines
Gbolahan O. Oduselu, Rhoda O. Olatuyi, Omowunmi O. Fatoki, Damilola S. Bodun, Promise E. Sunday, Wellington Oyibo, Olayinka O. Ajani
TL;DR
This review explores the chemistry and medical uses of hexahydroquinolines, highlighting their potential in drug development and sustainable synthesis methods.
Contribution
The paper provides a comprehensive overview of recent synthetic and therapeutic advancements in hexahydroquinoline chemistry.
Findings
Hexahydroquinolines show antiprotozoal activity against Plasmodium falciparum, Leishmania species, and Toxoplasma gondii.
Green synthetic methods improve yields and reduce reaction times for hexahydroquinoline derivatives.
5-oxo derivatives are preferentially formed in HHQ synthesis, with mechanistic insights provided.
Abstract
Quinolines are well-established scaffolds in drug discovery and form the core of many FDA-approved medicines. Among their reduced analogues, hexahydroquinolines (HHQs) have gained increasing attention due to their structural adaptability and broad pharmacological relevance. Research has largely focused on the 1,4,5,6,7,8-hexahydroquinoline framework, although interest in other variants, including 2-oxo derivatives, is steadily growing. This review summarizes recent progress in HHQ chemistry, with emphasis on synthetic strategies and emerging therapeutic applications. Traditional multicomponent reactions such as the Hantzsch, Antaki, and Stankevich methods are discussed alongside more recent green synthetic strategies, including the use of natural and heterogeneous catalysts, catalyst-free protocols, and alternative activation techniques such as ultrasonication. These sustainable…
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Taxonomy
TopicsMulticomponent Synthesis of Heterocycles · Synthesis and biological activity · Phosphorus compounds and reactions