25515-44-0Relevant academic research and scientific papers
In Vitro and in Vivo Antischistosomal Activities of Chalcones
Pereira, Vinícius R. D.,Junior, Ismael J. Alves,da Silveira, Lígia S.,Geraldo, Reinaldo B.,de F. Pinto, Priscila,Teixeira, Fernanda S.,Salvadori, Maria C.,Silva, Marcos P.,Alves, Lara A.,Capriles, Priscila V. S. Z.,das C. Almeida, Ayla,Coimbra, Elaine S.,Pinto, Pedro L. S.,Couri, Mara R. C.,de Moraes, Josué,Da Silva Filho, Ademar A.
, (2019/01/04)
In this study, we evaluated the in vitro and in vivo schistosomicidal activities of chalcones against Schistosoma mansoni worms. In vitro assays revealed that chalcones 1 and 3 were the most active compounds, without affecting significantly mammalian cells. Confocal laser scanning microscopy and scanning electron microscopy studies revealed reduction on the numbers of tubercles and morphological alterations in the tegument of S. mansoni worms after in vitro incubation with chalcones 1 and 3. In a mouse model of schistosomiasis, the oral treatment (400 mg/kg) with chalcone 1 or 3 significantly caused a total worm burden reduction in mice. Chalcone 1 showed significant inhibition of the S. mansoni ATP diphosphohydrolase activity, which was corroborated by molecular docking studies. The results suggested that chalcones could be explored as lead compounds with antischistosomal properties.
Synthesis and evaluation of 2′,4′,6′-trihydroxychalcones as a new class of tyrosinase inhibitors
Jun, Nishida,Hong, Gao,Jun, Kawabata
, p. 2396 - 2402 (2007/10/03)
In this study, we synthesized a series of hydroxychalcones and examined their tyrosinase inhibitory activity. The results showed that 2′,4′,6′-trihydroxychalcone (1), 2,2′,3,4′,6′-pentahydroxychalcone (4), 2′,3,4,4′,5,6′-hexahydroxychalcone (5), 2′,4′,6′-trihydroxy- 3,4-dimethoxychalcone (9) and 2,2′,4,4′,6′-pentahydroxychalcone (15) exhibited high inhibitory effects on tyrosinase with respect to l-tyrosine as a substrate. By the structure-activity relationship study, it was suggested that the 2′,4′,6′-trihydroxyl substructure in the chalcone skeleton were efficacious for the inhibition of tyrosinase activity. And also, the catechol structure on B-ring of chalcones was not advantageous for the inhibitory potency. Furthermore, 15 (IC50 = 1 μM) was found to show the highest activity out of a set of 15 hydroxychalcones, even better than both 2,2′,4,4′-tetrahydroxychalcone (13, IC50 = 5 μM) and kojic acid (16, IC50 = 12 μM), which were known as potent tyrosinase inhibitors. Kinetic study revealed that 15 acts as a competitive inhibitor of tyrosinase with Ki value of 3.1 μM.
2',5'-Dihydroxychalcone as a potent chemical mediator and cyclooxygenase inhibitor
Lin, Chun-Nan,Lee, Tai-Hua,Hsu, Mei-Feng,Wang, Jih-Pyang,Ko, Feng-Nien,Teng, Che-Ming
, p. 530 - 536 (2007/10/03)
Eleven chalcone derivatives have been tested for their inhibitory effects on platelet aggregation in rabbit platelet suspension and the activation of mast cells and neutrophils. Arachidonic acid-induced platelet aggregation was potently inhibited by almost all the compounds and some also had a potent inhibitory effect on collagen-induced platelet aggregation and cyclooxygenase. Some hydroxychalcone derivatives showed strong inhibitory effects on the release of β-glucuronidase and lysozyme, and on superoxide formation by rat neutrophils stimulated with the peptide fMet-Leu-Phe (fMLP). We found that the anti-inflammatory effect of 2',5'-dihydroxychalcone was greater than that of trifluoperazine. 2',5'-Dihydroxy and 2',3,4,4'-tetrahydroxyl chalcones, even at low concentration (50 μM), tested in platelet-rich plasma from man almost completely inhibited secondary aggregation induced by adrenaline. These results suggest that the anti-platelet effects of the chalcones are mainly a result of inhibition of thromboxane formation.
Synthesis of 2',6'-Dihydroxychalcones by Using Tetrahydropyran-2-yl and Trialkylsilyl Protective Groups; the Crystal Structure Determination of 2',6'-Dihydroxy-2,4,6-trimethoxychalcone
Miles, Christopher O.,Main, Lyndsay,Nicholson, Brian K.
, p. 1103 - 1114 (2007/10/02)
Two improved general routes to 2',6'-dihydroxychalcones are described in which the final step is protective-group removal from O 2' under mild acid conditions.The first involves base-catalysed condensation of benzaldehydes with 2'-hydroxy-6'-tetrahydropyr
