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Garazd, M. M.; Garazd, Ya. L.; Shilin, S. V.; Khilya, V. P.

doi:10.1023/a:1002835422747

Cited by 5 publications

(4 citation statements)

References 2 publications

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“…It is also important to note that 7-hydroxycoumarin have also been used as a starting material for the synthesis of different coumarin-heptanucleotides, that were important tools in "antisense", "antigene" or "anticode" strategies 3-Phenylcoumarin was used, among other purposes, as a synthon for the synthesis of several 3-heteroarylcoumarins [229]. From Halocoumarins and Analogues are important building blocks for the synthesis of flurophores [141,242].…”

Section: From Arylcoumarinsmentioning

confidence: 99%

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

Borges¹,

Roleira²,

Milhazes³

et al. 2005

CMC

890

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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Section: From Arylcoumarinsmentioning

confidence: 99%

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

Borges¹,

Roleira²,

Milhazes³

et al. 2005

CMC

890

458

View full text Add to dashboard Cite

show abstract

“…Alkylation of 7-hydroxy-and 5-hydroxy-4-phenylcoumarins by .-haloketones produced the corresponding ketones 139 and 140, heating of which in alkaline solutions caused smoothly and in high yields cyclization into the corresponding furocoumarins 141 and 142 [161][162][163]. Another method for transforming 139 and 143 into the corresponding angular dimethylfurocoumarins 115 and 144 consists of forming a heterocycle using PPA at 130°C [155].…”

Section: Methods Of Modifying 4-arylcoumarinsmentioning

confidence: 99%

“…Thus, 8-aminomethyl derivatives of 4-phenylcoumarin 217, which possess analeptic activity and act as antagonists to barbiturates and CNS stimulants [180][181][182][183], were prepared by the Mannich reaction by heating a mixture of 7-hydroxy-4-phenylcoumarin, formaldehyde, and the appropriate amine in acetic acid at 100°C [184] or absolute ethanol [185,186] On the other hand, condensation of 5-and 7-hydroxy-4-phenylcoumarins and substituted 1,1-diaminomethanes produced Mannich bases containing the aminomethyl group in the 6-and 8-positions of the neoflavone [187].…”

Section: Methods Of Modifying 4-arylcoumarinsmentioning

confidence: 99%

“…The first method is based on the Mannich aminomethylation reaction. 7-Hydroxy-8-(N-aminoacyl)methyl-4-phenylcoumarins 218 were formed by heating a mixture of 7-hydroxy-4-phenylcoumarin, an equivalent amount of formaldehyde, and the appropriate amino acid in aqueous alcohol solutions [187,190]. Condensation of 7-hydroxy-4-phenylcoumarin, a double equivalent of 35% formalin solution, and an alkyl ester of an amino acid in dioxane at 100°C annelated the dihydrooxazine ring to form 4-phenyl-9,10-dihydrochromeno [8,7-e][1,3]oxazin-2-ones 219 [187].…”

Section: Methods Of Modifying 4-arylcoumarinsmentioning

confidence: 99%

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Neoflavones. 2. Methods for Synthesizing and Modifying 4-Arylcoumarins

Garazd

Khilya

2005

Chem Nat Compd

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Literature data up to 2003 were presented and information on methods for preparing and modifying natural 4-arylcoumarins and their synthetic analogs were systematized.The first part of this review [1] presented data on the physicochemical and pharmacological properties of natural 4-arylcoumarins. Natural neoflavones and their synthetic analogs can be used as medical preparations because of their wide spectrum of biological activity and low toxicity. However, this necessitates the development of preparative synthetic methods. Therefore, the second part reviews completely all presently known synthetic approaches to the construction and modification of neoflavones.

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Pyrans and their Benzo Derivatives: Structure and Reactivity

Phillips

Jackson

2008

Comprehensive Heterocyclic Chemistry III

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Untitled

Cited by 5 publications

References 2 publications

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

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

Neoflavones. 2. Methods for Synthesizing and Modifying 4-Arylcoumarins

Pyrans and their Benzo Derivatives: Structure and Reactivity

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