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[:pb]A Review on Onychine and its Analogs: Synthesis and Biological Activity[:]

[:pb]Authors: Gomes, C. R.B.; de Souza, M. V.N.; Facchinetti, V.
Source: Current Organic Synthesis, v. 17, p. 3-22, 2020
Publisher: Bentham Science


Background: Onychine is a 4-azafluorenone alkaloid isolated from the Annonaceae family, in low concentrations. Onychine and its analogs exhibit a wide range of pharmacological activities such as antifungal, antibacterial, anticancer, and antimalarial. Because of the high bioactivity of some 4-azafluorenone derivatives, several synthetic methods have been developed for their procurement.

Objective: Considering the importance of these alkaloids, we aim to present the main synthetic approaches to onychines and its derivatives and the biological activity of some 4-azafluorenones.

Methods: The most prominent methodologies for the synthesis of onychines were reviewed.

Results: In this work, we cover many synthetic approaches for the synthesis of onychine and 4-azafluorenone derivatives including intramolecular cyclizations, multicomponent reactions, microwave-assisted multicomponent reactions, Diels-alder reactions, among others. Moreover, we also review the biological activity of 4-azafluorenones.

Conclusion: 4-azafluorenones have risen as prominent structures in medicinal chemistry; however, most of the time, access to new derivatives involves toxic catalysts, harsh reaction conditions, and long-step procedures. Therefore, the development of new synthetic routes with more operational simplicity, simple purification procedure, good yields, and low environmental impact, is desirable.

Keywords: onychine, 4-azafluorenone, synthetic methods, biological activity, alkaloid, medicinal chemistry

Document Type: Mini-Review Article

DOI: 10.2174/1570179417666191218112842

Publication date: 17 de abril de 2020[:]

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