Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivatives

Borges, Fernanda; Pinto, Madalena

doi:10.1002/hlca.19920750409

Cited by 11 publications

(1 citation statement)

References 22 publications

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“…The synthesis of nitrocoumarins and 3-phenyl-or 6-acylcoumarins has been achieved using this method [139][140][141]. Moreover, esculetin and its derivatives 5-chloroesculetin and 5-bromoesculetin, were obtained by a biomimetic synthesis from a light-induced cyclisation of trans-caffeic acid catalysed by [FeNa(EDTA)] and sulphuric acid [142].…”

Section: Knoevenagel Reactionmentioning

confidence: 99%

Simple Coumarins and Analogues in Medicinal Chemistry: Occurrence, Synthesis and Biological Activity

Borges¹,

Roleira²,

Milhazes³

et al. 2005

CMC

888

458

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Coumarins, also known as benzopyrones, are present in remarkable amounts in plants, although their presence has also been detected in microorganisms and animal sources. The structural diversity found in this family of compounds led to the division into different categories, from simple coumarins to many other kinds of policyclic coumarins, such as furocoumarins and pyranocoumarins. Simple coumarins and analogues are a large class of compounds that have attracted their interest for a long time due to their biological activities: they have shown to be useful as antitumoural, anti-HIV agents and as CNS-active compounds. Furthermore, they have been reported to have multiple biological activities (anticoagulant, anti-inflammatory), although all these properties have not been evaluated systematically. In addition, their enzyme inhibition properties, antimicrobial and antioxidant activities are other foremost topics of this field of research. The present work is to survey the information published or abstracted from 1990 till 2003, which is mainly related to the occurrence, synthesis and biological importance of simple coumarins and some analogues, such as biscoumarins and triscoumarins. Data are also highlighted, concerning the development of new synthetic strategies that could help in drug design and in the work on SAR or QSAR.

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