Synthesis and biological evaluation of a series of tangeretin-derived chalcones

Quintin, Jérôme; Desrivot, Julie; Thoret, Sylviane; Menez, Patrick Le; Cresteil, Thierry; Lewin, Guy

doi:10.1016/j.bmcl.2008.10.126

Cited by 55 publications

(22 citation statements)

References 17 publications

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“…This conclusion is achieved since the down-field shift of OH-4' (d H 12.83) can be explained by hydrogen-bonding with the oxygen atom of the formyl substituent at a neighboring carbon atom and at the same time that the down-field shift of OH-6' (d H 14.21) is caused by chelation between the 6'-hydroxyl proton and the carbonyl oxygen of the a,b-unsaturated carbonyl group function. 13 This intramolecular hydrogen bonding corroborated the assignments of the signals at 16 The placement of the other groups in the A-ring was made on the basis of the HMBC correlations ( Figure 3 Formyl flavonoids have been reported from a few species in the plant kingdom. Early reports included a description of 2',4-dihydroxy-4'-methoxy-5'-formylchalcone from Psoralea corylifolia (Fabaceae).…”

supporting

confidence: 49%

Three new compounds from Piper montealegreanum Yuncker (Piperaceae)

Alves

Souza

Chaves

2011

J. Braz. Chem. Soc.

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supporting

confidence: 49%

Three new compounds from Piper montealegreanum Yuncker (Piperaceae)

Alves

Souza

Chaves

2011

J. Braz. Chem. Soc.

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“…7 For instance, the inclusion of two hydroxyl groups (dihydroxychalcones) enhanced both the antitumor and lipidic antiperoxidation activities. 8 Other activities have already been reported [9][10][11] and Figure 2 shows some examples of biologically active chalcones.…”

Section: Introductionmentioning

confidence: 76%

Biological and structure-activity evaluation of chalcone derivatives against bacteria and fungi

Silva¹,

Andrade²,

Napolitano³

et al. 2013

J. Braz. Chem. Soc.

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O presente trabalho descreve as atividades antibacterianas e antifúngicas de diversas chalconas obtidas diretamente através da condensação aldólica tipo Claisen-Schmidt das quais se determinou a concentração inibitória mínima frente a diferentes microrganismos (bactérias Gram-positivas e Gram-negativas e fungos). Estruturas no estado sólido cristalino de sete chalconas foram determinadas por análise de difração de raios X (XRD). Estudos quimiométricos foram realizados com intuito de identificar uma potencial relação entre estrutura e atividade.The present work describes the antibacterial and antifungal activities of several chalcones obtained by a straight Claisen-Schmidt aldol condensation determined by the minimal inhibitory concentration against different microorganisms (Gram-positive and Gram-negative bacteria and fungi). Solid state crystal structures of seven chalcones were determined by X-ray diffraction (XRD) analysis. Chemometric studies were carried out in order to identify a potential structureactivity relationship.

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“…In addition, a huge array of hemisynthetic or synthetic chalcone analogues has been created to identify the most efficient structure for the inhibition of proliferation (see Table 1) [9,91,95,145,148,156,179].…”

Section: Effect Of Chalcones On Tumor Progressionmentioning

confidence: 99%

Dietary chalcones with chemopreventive and chemotherapeutic potential

et al. 2011

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Chalcones are absorbed in the daily diet and appear to be promising cancer chemopreventive agents. Chalcones represent an important group of the polyphenolic family, which includes a large number of naturally occurring molecules. This family possesses an interesting spectrum of biological activities, including antioxidative, antibacterial, anti-inflammatory, anticancer, cytotoxic, and immunosuppressive potential. Compounds of this family have been shown to interfere with each step of carcinogenesis, including initiation, promotion and progression. Moreover, numerous compounds from the family of dietary chalcones appear to show activity against cancer cells, suggesting that these molecules or their derivatives may be considered as potential anticancer drugs. This review will focus primarily on prominent members of the chalcone family with an 1,3-diphenyl-2-propenon core structure. Specifically, the inhibitory effects of these compounds on the different steps of carcinogenesis that reveal interesting chemopreventive and chemotherapeutic potential will be discussed.

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Synthesis and biological evaluation of a series of tangeretin-derived chalcones

Cited by 55 publications

References 17 publications

Three new compounds from Piper montealegreanum Yuncker (Piperaceae)

Three new compounds from Piper montealegreanum Yuncker (Piperaceae)

Biological and structure-activity evaluation of chalcone derivatives against bacteria and fungi

Dietary chalcones with chemopreventive and chemotherapeutic potential

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