15535-99-6Relevant academic research and scientific papers
Novel peptidomimetic peptide deformylase (PDF) inhibitors of Mycobacterium tuberculosis
Gokhale, Kunal M.,Telvekar, Vikas N.
, p. 148 - 156 (2020/08/26)
Emergence of MDR-TB and XDR-TB led to the failure of available anti-tubercular drugs. In order to explore, identify and develop new anti-tubercular drugs, novel peptidomimetic series of Mtb–peptide deformylase (PDF) inhibitors was designed and synthesized. In vitro antimycobacterial potential of compounds was established by screening of compounds against Mycobacterium tuberculosis H37Rv strain using MABA. Among them, ester series of compounds 4a, 4b, 4c, 4d, and 4e were found most active, with compound 4c being highly active and exhibiting minimum inhibitory concentration of 6.25?μg/ml against M.?tb H37Rv strain. Additionally, the compounds were docked to determine the probable binding interactions and understand the mechanism of action of most active molecules on Mtb-peptide deformylase (PDF), which is involved in the mycobacterium protein synthesis.
Synthesis of (Z)-4-(acylamino)- and 4-(alkylamino)-α-oximinophenylacetic acids: properties and stereochemical determination
Domagala, John M.,Haskell, Theodore H.
, p. 134 - 140 (2007/10/02)
The preparation, properties, and stereochemical determinations of a series of 4-substituted α-oximinophenylacetic acids are described.The 4-acetamino and 4-amino>-α-oxophenylacetic acids 7 and 19 were synthesized from the corresponding acetophenones with selenium dioxide.The oximes were then prepared and their stereochemistry determined as Z (syn), through the chemical properties of the methoxyimino derivatives.A key intermediate was (Z)-methyl 4-amino>-α-imino>phenylacetate (24), which was synthesized from the free oxime or from the keto acid by using O-(tetrahydropyran-2-yl)hydroxylamine.Deprotection of this compound at nitrogen gave the 4-amino-α-oximino ester, 25, which was acylated with a variety of acid chlorides and hydrolyzed to the 4-(acylamino)-α-oximinophenylacetic acids.By employment of methyl 4-amino-α-oxophenylacetate dimethyl ketal (9), a general reductive amination process was developed, leading to the 4-(alkylamino)-α-oximinophenylacetic acids.
A MILD, RAPID, AND CONVENIENT ESTERIFICATION OF α-KETO ACIDS
Domagala, John M.
, p. 4997 - 5000 (2007/10/02)
A new method for the esterification of α-keto acids with alkyl chloroformates is described, which is compatible with many functional groups.
