Tryptanthrin and Its Derivatives in Drug Discovery: Synthetic Insights

Pedro Brandão; Marta Pineiro; Anthony J. Burke

doi:10.1055/s-0040-1719901

Synthesis, Table of Contents

Synthesis 2022; 54(19): 4235-4245
DOI: 10.1055/s-0040-1719901

special topic

SYNTHESIS Conference Special Topic ISySyCat21

Tryptanthrin and Its Derivatives in Drug Discovery: Synthetic Insights

Pedro Brandão

^aCQC, Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal

^bLAQV-REQUIMTE, University of Évora, Rua Romão Ramalho, 59, 7000 Évora, Portugal

,

Marta Pineiro ∗

^aCQC, Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal

,

Anthony J. Burke

^bLAQV-REQUIMTE, University of Évora, Rua Romão Ramalho, 59, 7000 Évora, Portugal

^cDepartment of Chemistry, University of Évora, Rua Romão Ramalho, 59, 7000 Évora, Portugal

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Abstract

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Abstract

Tryptanthrin is a golden-yellow, naturally occurring alkaloid that can be obtained from multiple sources and through different synthetic methodologies. This tetracyclic compound displays several relevant biological activities. The potential of this tetracyclic alkaloid has been widely explored, and several researchers have focused their attention on expanding the variety of tryptanthrin derivatives by using a range of synthetic strategies. In this short review, we aim to address recent developments in the synthesis of the tryptanthrin core, as well as the development of new strategies employed by synthetic organic chemists to obtain novel tryptanthrin derivatives with potential biological activity, using different tools from the chemists’ toolbox, such as photocatalysis, solvent-free approaches, and multicomponent reactions.

Key words

tryptanthrin - indoloquinazoline derivatives - bioactive compounds - drug design

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