477244-18-1Relevant academic research and scientific papers
NOVEL FLAVANONE DERIVATIVE
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Page/Page column 13, (2012/06/18)
Provided is a novel antimicrobial agent. More specifically, provided is a novel antimicrobial agent capable of effectively acting on various resistant bacteria such as VSSA, MRSA, VISA, VRE, and VRSA. A novel flavanone derivative having a six-membered monosaccharide derivative, specifically, a glucose derivative or a galactose derivative is capable of effectively acting on the bacteria. More specifically, a compound represented by the general formula (I) is capable of effectively acting on the bacteria. (In the formula: X represents a six-membered monosaccharide derivative; and Y is substituted by a hydroxyl group.)
Regiospecific synthesis of quercetin O-β-d-glucosylated and O-β-d-glucuronidated isomers
Kajjout, Mohammed,Rolando, Christian
supporting information; experimental part, p. 4731 - 4741 (2011/07/08)
Quercetin, the polyphenolic compound, which has the highest daily intake, is well known for its protective effects against aging diseases and has received a lot of attention for this reason. Both quercetin 3-O-β-d-glucuronide and quercetin 3′-O-β-d-glucuronide are human metabolites, which, together with their regioisomers, are required for biological as well as physical chemistry studies. We present here a novel synthetic route based on the sequential and selective protections of the hydroxyl functions of quercetin allowing selective glycosylation, followed by TEMPO-mediated oxidation to the glucuronide. This methodology enabled us to synthesize the five O-β-d-glucosides and four O-β-d-glucuronides of quercetin, including the major human metabolite, quercetin 3-O-β-d-glucuronide.
Design, synthesis, and biological evaluation of a novel series of quercetin diacylglucosides as potent anti-MRSA and anti-VRE agents
Hossion, Abugafar M.L.,Otsuka, Nao,Kandahary, Rafiya K.,Tsuchiya, Tomofusa,Ogawa, Wakano,Iwado, Akimasa,Zamami, Yoshito,Sasaki, Kenji
supporting information; experimental part, p. 5349 - 5352 (2010/10/18)
A series of novel quercetin diacylglucosides were designed and first synthesized by Steglich esterification on the basis of MRSA strains inhibiting natural compound A. The in vitro inhibition of different multi-drug resistant bacterial strains and Escherichia coli DNA gyrase B was investigated. In the series, compound 10h was up to 128-fold more potent against vancomycin-resistant enterococci and more effective than A, which represents a promising new candidate as a potent anti-MRSA and anti-VRE agent.
BENZOPYRANONE DERIVATIVES AND THEIR USE AS ANTI-CORONAVIRAL AGENTS
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Page/Page column 32, (2008/06/13)
The invention relates to pharmaceutical compositions comprising benzopyranone derivatives for the treatment of Severe Acute Respiratory Syndrome (SARS).
Binding interaction of quercetin-3-β-galactoside and its synthetic derivatives with SARS-CoV 3CLpro: Structure-activity relationship studies reveal salient pharmacophore features
Chen, Lili,Li, Jian,Luo, Cheng,Liu, Hong,Xu, Weijun,Chen, Gang,Liew, Oi Wah,Zhu, Weiliang,Puah, Chum Mok,Shen, Xu,Jiang, Hualiang
, p. 8295 - 8306 (2007/10/03)
The 3C-like protease (3CLpro) of severe acute respiratory syndrome-associated coronavirus (SARS-CoV) is one of the most promising targets for discovery of drugs against SARS, because of its critical role in the viral life cycle. In this study,
Synthesis and biological evaluation of flavonoids as vasorelaxant agents
Chen, Zhiwei,Hu, Yongzhou,Wu, Haohao,Jiang, Huidi
, p. 3949 - 3952 (2007/10/03)
Several 5,7-dihydroxyflavone and quercetin 3-O-glycosides have been synthesized and evaluated for vasorelaxant activity. A logP-activity relationship amongst flavonoids was suggested.
Regio- and stereoselective synthesis of the major metabolite of quercetin, quercetin-3-O-β-D-glucuronide
Bouktaib, Mohamed,Atmani, Aziz,Rolando, Christian
, p. 6263 - 6266 (2007/10/03)
Protected quercetin was first transformed selectively in its 3-O-β-D-glucoside. Further protection of the remaining phenolic hydroxyl group allows a clean oxidation of the glucoside by TEMPO/NaOCl/NaBr under phase transfer conditions into the corresponding glucuronide which was cleanly deprotected to quercetin-3-O-β-D-glucuronide.
