73023-07-1Relevant academic research and scientific papers
Combinatorial synthesis and in vitro evaluation of a biaryl hydroxyketone library as antivirulence agents against mrsa
Yu, Guanping,Kuo, David,Shoham, Menachem,Viswanathan, Rajesh
, p. 85 - 91 (2014/03/21)
Antibiotic resistance coupled with decreased development of new antibiotics necessitates the search for novel antibacterial agents. Antivirulence agents offer an alternative to conventional antibiotics. In this work, we report on a family of small-molecule antivirulence agents against methicillin-resistant Staphylococcus aureus (MRSA), the most widespread bacterial pathogen. Structure-activity relationship studies led to the development of a concise synthesis of a 148-member biarylhydroxyketone library. An acylation bond-forming process afforded resorcinols (1) and aryloxy acetonitriles (2) as synthons. A Lewis-acid-activated Friedel-Crafts' acylation step involving a nitrile functionality of 2 by ZnCl2, followed by nucleophilic attack by 1 was executed to obtain biaryl hydroxyketones in excellent yields. A large number of products crystallized. This strategy affords a range of biarylhydroxyketones in a single step. This is the first collective synthetic study documenting access to this class of compounds through a single synthetic operation. In vitro efficacy of compounds in this library was evaluated by a rabbit erythrocyte hemolysis assay. The most efficacious compound, 4f-12, inhibits hemolysis by 98.1 ± 0.1% compared to control in the absence of the compound.
ANTI-VIRULENCE COMPOSITIONS AND METHODS
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Paragraph 00140, (2014/05/07)
A method of reducing the virulence of a bacterium that expresses accessory gene regulator A (AgrA) or an ortholog of AgrA includes administering to the bacterium an amount of a pharmaceutical composition effective to inhibit the synthesis of one or more virulence factors by the bacterium, the pharmaceutical composition including an AgrA antagonist.
5,7-Dihydroxy-3-phenoxychromones: synthesis and properties
Gazard, M. M.,Ogorodniichuk, A. S.,Shilin, V. V.,Vasil'ev, S. A.,Turov, A. V.,Khilya, V. P.
, p. 435 - 441 (2007/10/03)
A series of 5,7-dihydroxy-3-phenoxychromones and their 2-methyl analogs has been obtained by the heterocyclization of α-aryloxy-2,4,6-trihydroxyacetophenones. Their acylation, alkylation, and aminoacylation reactions have been studied.
Phenolic Constituents of Glycyrrhiza Species. Part 10. Glyasperin E, a New 3-Phenoxychromen-4-one Derivative from the Roots pf Glycyrrhiza aspera
Zeng, Lu,Fukai, Toshio,Nomura, Taro,Zhang, Ru-Yi,Lou, Zhi-Cen
, p. 1153 - 1160 (2007/10/02)
Glyasperin E 1, a new 3-phenoxychromen-4-one derivative, has been isolated from the roots of Glycyrrhiza aspera.The structure of glyasperin E 1 was established first on the basis of spectroscopic evidence and then confirmed by synthesis.Glyasperin E dimet
