[NMR paper] Design, synthesis, biological evaluation, NMR and DFT studies of structurally-simplified trimethoxy benzamides as P-glycoprotein selective inhibitors: the role of molecular flatness.
Design, synthesis, biological evaluation, NMR and DFT studies of structurally-simplified trimethoxy benzamides as P-glycoprotein selective inhibitors: the role of molecular flatness.
Design, synthesis, biological evaluation, NMR and DFT studies of structurally-simplified trimethoxy benzamides as P-glycoprotein selective inhibitors: the role of molecular flatness.
Chem Biol Drug Des. 2016 Jun 22;
Authors: Stefanachi A, Mangiatordi GF, Tardia P, Alberga D, Leonetti F, Niso M, Colabufo NA, Adamo C, Nicolotti O, Cellamare S
Abstract
In a recent investigation carried out on a panel of trimethoxybenzanilides, we showed that the formation of an intramolecular hydrogen bond is a key element for tuning P-gp inhibitory activity. In the present study, we designed new structurally-simplified trimethoxy benzamides (5-17, Table 1) with the aim to uncover the minimal molecular requirements needed for P-gp inhibition. The new prepared smaller-sized compounds exhibited IC50 in the low micromolar range. The combined use of NMR and DFT studies suggested that molecular flatness is causatively related to the P-gp inhibition. Our results clearly pointed out that concerted theoretical and experimental approaches herein presented might be very helpful in addressing the design of structurally-simplified and highly efficient compounds biasing P-gp protein. This article is protected by copyright. All rights reserved.
PMID: 27331911 [PubMed - as supplied by publisher]
[NMR paper] Synthesis, biological activity and NMR-based structural studies of deltorphin I analogues modified in message domain with a new ?,?-disubstituted glycines.
Synthesis, biological activity and NMR-based structural studies of deltorphin I analogues modified in message domain with a new ?,?-disubstituted glycines.
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Chem Biol Drug Des. 2016 Jan 25;
Authors: Lasota A, Fr?czak O, Muchowska A, Nowakowski M, Maciejczyk M, Ejchart A, Olma A
Abstract
This paper describes new deltorphin I analogues in which phenylalanine...
[NMR paper] Toward a Biorelevant Structure of Protein Kinase C Bound Modulators: Design, Synthesis, and Evaluation of Labeled Bryostatin Analogs for Analysis with REDOR NMR Spectroscopy.
Toward a Biorelevant Structure of Protein Kinase C Bound Modulators: Design, Synthesis, and Evaluation of Labeled Bryostatin Analogs for Analysis with REDOR NMR Spectroscopy.
Toward a Biorelevant Structure of Protein Kinase C Bound Modulators: Design, Synthesis, and Evaluation of Labeled Bryostatin Analogs for Analysis with REDOR NMR Spectroscopy.
J Am Chem Soc. 2015 Feb 24;
Authors: Loy BA, Lesser AB, Staveness D, Billingsley KL, Cegelski L, Wender PA
Abstract
Protein kinase C (PKC) modulators are currently of great...
[NMR paper] Synthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
Synthesis, Biological Evaluation, WAC and NMR Studies of S-Galactosides and Non-Carbohydrate Ligands of Cholera Toxin Based on Polyhydroxyalkylfuroate Moieties.
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Chemistry. 2013 Nov 21;
Authors: Ramos-Soriano J, Niss U, Angulo J, Angulo M, Moreno-Vargas AJ, Carmona AT, Ohlson S, Robina I
Abstract
The synthesis of several non-carbohydrate ligands of cholera toxin...
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[NMR paper] Synthesis, 2D-NMR and molecular modelling studies of pentacycloundecane lactam-peptides and peptoids as potential HIV-1 wild type C-SA protease inhibitors.
Synthesis, 2D-NMR and molecular modelling studies of pentacycloundecane lactam-peptides and peptoids as potential HIV-1 wild type C-SA protease inhibitors.
http://www.bionmr.com//www.ncbi.nlm.nih.gov/corehtml/query/egifs/http:--informahealthcare.com-userimages-ContentEditor-1258375244362-ihc-linkout.gif Related Articles Synthesis, 2D-NMR and molecular modelling studies of pentacycloundecane lactam-peptides and peptoids as potential HIV-1 wild type C-SA protease inhibitors.
J Enzyme Inhib Med Chem. 2013 Feb;28(1):78-88
Authors: Makatini MM, Petzold K, Alves...
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[NMR paper] NMR-assisted computational studies of peptidomimetic inhibitors bound in the hydrophobic pocket of HIV-1 glycoprotein 41.
NMR-assisted computational studies of peptidomimetic inhibitors bound in the hydrophobic pocket of HIV-1 glycoprotein 41.
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J Comput Aided Mol Des. 2013 Jul 27;
Authors: Gochin M, Whitby LR, Phillips AH, Boger DL
Abstract
Due to the inherently flexible nature of a protein-protein interaction surface, it is difficult both to inhibit the association with a small molecule, and to predict how it might bind to...
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07-31-2013 12:00 PM
[NMR paper] The application of x-ray, NMR, and molecular modeling in the design of MMP inhibitors
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Curr Top Med Chem. 2004;4(12):1311-27
Authors: Rush TS, Powers R
The following review discusses the successful application of X-ray, NMR, and molecular modeling in the design of potent and selective inhibitors of matrix metalloproteinases (MMPs) and TNFalpha-converting enzyme (TACE) from Wyeth. The importance of protein and ligand mobility as it impacts...
Design, synthesis, biological evaluation, NMR and DFT studies of structurally-simplified trimethoxy benzamides as P-glycoprotein selective inhibitors: the role of molecular flatness.
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