Papers by Tanakorn BELL Kittikool
Journal of Medicinal Chemistry, Apr 1, 2021
The Plasmodium parasites that cause malaria are adept at developing resistance to antimalarial dr... more The Plasmodium parasites that cause malaria are adept at developing resistance to antimalarial drugs, necessitating the search for new antiplasmodials. Although several amide analogs of
bioRxiv (Cold Spring Harbor Laboratory), Oct 5, 2020
The Plasmodium parasites that cause malaria are adept at developing resistance to antimalarial dr... more The Plasmodium parasites that cause malaria are adept at developing resistance to antimalarial drugs, necessitating the search for new antiplasmodials. Although several amide analogs of
Metal‐Free Site‐Selective Direct Oxidative Phosphorylation of Pyrazolones
Advanced Synthesis & Catalysis, Aug 17, 2022
A substrate‐controlled site‐selective phosphorylation of pyrazolin‐5‐ones has been established un... more A substrate‐controlled site‐selective phosphorylation of pyrazolin‐5‐ones has been established under metal‐free direct oxidative coupling processes. A reaction between pyrazolones and secondary phosphonates in the presence of TBAI/TBHP combination could result in the N−P bond formation at N2 position. Meanwhile, the C−P bond coupling at C3 position could be obtained from a reaction of N2‐substituted pyrazolone substrates with secondary phosphine oxides using Selectfluor. These chemo‐ and regioselective metal‐free approaches proceed in fair to high yields under mild reaction conditions with good functional group compatibility.magnified image
European Journal of Organic Chemistry, Jun 4, 2021
Advanced Synthesis & Catalysis, Jun 20, 2018
A facile and efficient oxidative C-H acylation of N-substituted pyrazolones using α-oxocarboxylic... more A facile and efficient oxidative C-H acylation of N-substituted pyrazolones using α-oxocarboxylic acids as an acyl group source was developed. A combination of Cu(OAc)2 and K2S2O8 enables the reaction to proceed smoothly under air and provides a wide array of 4acylpyrazolone products in moderate to excellent yields. The mechanism of this transformation is believed to proceed via a copper-induced decarboxylation to form the acyl-copper species. This method provides a convenient and useful route for a direct installation of an acyl moiety into bioactive pyrazolone derivatives, which can be further utilized in many applications.
CCDC 1844608: Experimental Crystal Structure Determination
Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2... more Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2018|Adv.Synth.Catal.|360|3345|doi:10.1002/adsc.201800464
Chemical Communications, 2022
HAL is a multi-disciplinary open access archive for the deposit and dissemination of scientific r... more HAL is a multi-disciplinary open access archive for the deposit and dissemination of scientific research documents, whether they are published or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers. L'archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d'enseignement et de recherche français ou étrangers, des laboratoires publics ou privés.
CCDC 1844609: Experimental Crystal Structure Determination
Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2... more Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2018|Adv.Synth.Catal.|360|3345|doi:10.1002/adsc.201800464
ACS omega, Sep 6, 2022
Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (cy-FBP/SBPase) is a potential enzym... more Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (cy-FBP/SBPase) is a potential enzymatic target for screening of novel inhibitors that can combat harmful algal blooms. In the present study, we targeted the substrate binding pocket of cy-FBP/SBPase. A series of novel hit compounds from the SPECs database were selected by using a pharmacophore-based virtual screening strategy. Most of the compounds tested exhibited moderate inhibitory activities (IC 50 = 20.7-176.9 μM) against cy-FBP/SBPase. Compound 2 and its analogues 10 and 11 exhibited strong inhibitory activities, with IC 50 values of 20.7, 13.4, and 19.0 μM against cy-FBP/SBPase in vitro and EC 50 values of 12.3, 10.9, and 2.9 ppm against cyanobacteria Synechocystis PCC6803 in vivo, respectively. The compound 10 was selected in order to perform a refined docking study to investigate the rational binding mode of inhibitors with cy-FBP/SBPase. Furthermore, possible interactions of the residues with inhibitors were examined by site-directed mutagenesis, enzymatic assays, and fluorescence spectral analyses. The results provide insight into the binding mode between the inhibitors and the substrate binding pocket. The observed theoretical and experimental results are in concert, indicating that the modeling strategies and screening methods employed are appropriate to search for novel lead compounds having both structural diversity and high inhibitory activity against cy-FBP/SBPase.
Discovery of JAK2/3 Inhibitors from Quinoxalinone-Containing Compounds
ACS Omega
CCDC 1844610: Experimental Crystal Structure Determination
Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2... more Related Article: Tanakorn Kittikool, Akkharaphong Thupyai, Khamphee Phomphrai, Sirilata Yotphan|2018|Adv.Synth.Catal.|360|3345|doi:10.1002/adsc.201800464
European Journal of Organic Chemistry, 2020
Metal‐free approach for direct C–H thiolation and thiocyanation of N‐substituted pyrazolones with... more Metal‐free approach for direct C–H thiolation and thiocyanation of N‐substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C–S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for preparation of a series of 4‐thio‐substituted pyrazolone analogues, which have potential applications in organic, medicinal and material chemistry. Preliminary mechanistic investigation suggested that radical processes are likely to involve in these transformations.
Iodine-Catalyzed Oxidative Cross-Dehydrogenative Coupling of Quinoxalinones and Indoles: Synthesis of 3-(Indol-2-yl)quinoxalin-2-one under Mild and Ambient Conditions
Synthesis, 2018
A highly efficient iodine-catalyzed oxidative cross-dehydrogenative coupling reaction of quinoxal... more A highly efficient iodine-catalyzed oxidative cross-dehydrogenative coupling reaction of quinoxalinones and indoles has been developed. Without the requirement of peroxide and acid, this reaction utilizes a catalytic amount of molecular iodine to facilitate the C–C bond formation under ambient air. This simple and easy-to-handle protocol represents an interesting synthetic alternative with a good scope and functional group compatibility.
Metal-free approach for direct C-H thiolation and thiocyanation of N-substituted pyrazolones with... more Metal-free approach for direct C-H thiolation and thiocyanation of N-substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C-S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for prepa-[a]
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Papers by Tanakorn BELL Kittikool