Relevant bibliographies by topics / Bioisosterie

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Academic literature on the topic 'Bioisosterie'

Author: Grafiati
Published: 4 June 2021
Last updated: 1 February 2022

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Journal articles on the topic "Bioisosterie"

1

Siebert, Carsten D. "Das Bioisosterie-Konzept: Arzneistoffentwicklung." Chemie in unserer Zeit 38, no. 5 (October 2004): 320–24. http://dx.doi.org/10.1002/ciuz.200400331.

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Vink, Guillaume, Jean-Christophe Nebel, and Stephen P. Wren. "In silico design of bioisosteric modifications of drugs for the treatment of diabetes." Future Medicinal Chemistry 13, no. 8 (April 2021): 691–700. http://dx.doi.org/10.4155/fmc-2020-0374.

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Aim: To identify virtual bioisosteric replacements of two GPR40 agonists. Materials & methods: Bioinformatic docking of candidate molecules featuring a wide range of carboxylic acid bioisosteres into complex with GPR40 was performed using TAK-875 and GW9508 templates. Results: This study suggests that 2,6-difluorophenol and squaric acid motifs are the preferred bioisosteric groups for conferring GPR40 affinity. Conclusion: This study suggests that compounds 10 and 20 are worthy synthetic targets.
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Hao, Xin, Xiangyu Qin, Xin Zhang, Bing Ma, Gang Qi, Taiming Yu, Zhongfei Han, and Changjin Zhu. "Identification of quinoxalin-2(1H)-one derivatives as a novel class of multifunctional aldose reductase inhibitors." Future Medicinal Chemistry 11, no. 23 (December 2019): 2989–3004. http://dx.doi.org/10.4155/fmc-2019-0194.

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Aim: Targeting aldose reductase and oxidative stress with quinoxalin-2(1 H)-one derivatives having a 1-hydroxypyrazole head as the bioisosteric replacement of carboxylic acid. Methodology & results: Aldose reductase inhibition, selectivity and antioxidant potency of all the synthesized compounds were evaluated, and binding modes were studied by molecular docking. Most of the derivatives showed potent and selective aldose reductase inhibition, and among them 13d was the most active (IC50 = 0.107 μM), suggesting success of the bioisosteric strategy. Phenolic 3,4-dihydroxyl compound 13f showed strong antioxidant ability even comparable to that of the well-known antioxidant Trolox. Conclusion: The present study identified the excellent bioisostere of the 1-hydroxypyrazole head group along with phenolic hydroxyl and vinyl spacer in C3 side chain on constructing quinoxalinone-based multifunctional aldose reductase inhibitors.
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Oebbeke, Matthias, Christof Siefker, Björn Wagner, Andreas Heine, and Gerhard Klebe. "Fragment‐Bindung an die Kinase‐Scharnier‐Region: Wenn Ladungsverteilung und lokale p K a ‐Verschiebungen etablierte Bioisosterie‐Konzepte fehlleiten." Angewandte Chemie 133, no. 1 (October 29, 2020): 256–62. http://dx.doi.org/10.1002/ange.202011295.

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Agouram, Naima, El Mestafa El Hadrami, and Abdeslem Bentama. "1,2,3-Triazoles as Biomimetics in Peptide Science." Molecules 26, no. 10 (May 14, 2021): 2937. http://dx.doi.org/10.3390/molecules26102937.

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Natural peptides are an important class of chemical mediators, essential for most vital processes. What limits the potential of the use of peptides as drugs is their low bioavailability and enzymatic degradation in vivo. To overcome this limitation, the development of new molecules mimicking peptides is of great importance for the development of new biologically active molecules. Therefore, replacing the amide bond in a peptide with a heterocyclic bioisostere, such as the 1,2,3-triazole ring, can be considered an effective solution for the synthesis of biologically relevant peptidomimetics. These 1,2,3-triazoles may have an interesting biological activity, because they behave as rigid link units, which can mimic the electronic properties of amide bonds and show bioisosteric effects. Additionally, triazole can be used as a linker moiety to link peptides to other functional groups.
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Chen, Guanglin, Ziran Jiang, Qiang Zhang, Guangdi Wang, and Qiao-Hong Chen. "New Zampanolide Mimics: Design, Synthesis, and Antiproliferative Evaluation." Molecules 25, no. 2 (January 15, 2020): 362. http://dx.doi.org/10.3390/molecules25020362.

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Zampanolide is a promising microtubule-stabilizing agent (MSA) with a unique chemical structure. It is superior to the current clinically used MSAs due to the covalent nature of its binding to β-tubulin and high cytotoxic potency toward multidrug-resistant cancer cells. However, its further development as a viable drug candidate is hindered by its limited availability. More importantly, conversion of its chemically fragile side chain into a stabilized bioisostere is envisioned to enable zampanolide to possess more drug-like properties. As part of our ongoing project aiming to develop its mimics with a stable side chain using straightforward synthetic approaches, 2-fluorobenzyl alcohol was designed as a bioisosteric surrogate for the side chain based on its binding conformation as confirmed by the X-ray structure of tubulin complexed with zampanolide. Two new zampanolide mimics with the newly designed side chain have been successfully synthesized through a 25-step chemical transformation for each. Yamaguchi esterification and intramolecular Horner–Wadsworth–Emmons condensation were used as key reactions to construct the lactone core. The chiral centers at C17 and C18 were introduced by the Sharpless asymmetric dihydroxylation. Our WST-1 cell proliferation assay data in both docetaxel-resistant and docetaxel-naive prostate cancer cell lines revealed that compound 6 is the optimal mimic and the newly designed side chain can serve as a bioisostere for the chemically fragile N-acetyl hemiaminal side chain in zampanolide.
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Yous, Said, Patrick Depreux, and Pierre Renard. "Synthesis of the Naphthalenic Bioisostere of Indorenate. Synthese des Naphthalin-Bioisosters von Indorenat." Archiv der Pharmazie 326, no. 2 (1993): 119–20. http://dx.doi.org/10.1002/ardp.19933260210.

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Qiu, Jian, Scott H. Stevenson, Michael J. O'Beirn, and Richard B. Silverman. "2,6-Difluorophenol as a Bioisostere of a Carboxylic Acid: Bioisosteric Analogues of γ-Aminobutyric Acid." Journal of Medicinal Chemistry 42, no. 2 (January 1999): 329–32. http://dx.doi.org/10.1021/jm980435l.

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Qiu, Jian, Scott H. Stevenseon, Michael J. O'Beirne, and Richard B. Silverman. "ChemInform Abstract: 2,6-Difluorophenol as a Bioisostere of a Carboxylic Acid: Bioisosteric Analogues of γ-Aminobutyric Acid." ChemInform 30, no. 23 (June 15, 2010): no. http://dx.doi.org/10.1002/chin.199923107.

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Dick, Alexej, and Simon Cocklin. "Bioisosteric Replacement as a Tool in Anti-HIV Drug Design." Pharmaceuticals 13, no. 3 (February 28, 2020): 36. http://dx.doi.org/10.3390/ph13030036.

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Bioisosteric replacement is a powerful tool for modulating the drug-like properties, toxicity, and chemical space of experimental therapeutics. In this review, we focus on selected cases where bioisosteric replacement and scaffold hopping have been used in the development of new anti-HIV-1 therapeutics. Moreover, we cover field-based, computational methodologies for bioisosteric replacement, using studies from our group as an example. It is our hope that this review will serve to highlight the utility and potential of bioisosteric replacement in the continuing search for new and improved anti-HIV drugs.
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Dissertations / Theses on the topic "Bioisosterie"

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MORIN, ISABELLE. "3-aryl as-triazines : bioisosterie avec les 6-aryl pyridazines." Université Louis Pasteur (Strasbourg) (1971-2008), 1991. http://www.theses.fr/1991STR13021.

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Un examen comparatif de bioisosteres potentiels de derives pyridaziniques (pyrazines, pyrimidines, 1,3,4-thiadiazoles, et 1,2,4-triazines) a ete realise. Les structures etablies par diffraction aux rayons x suivies de calculs semi-empiriques ont mis en evidence l'importance du moment dipolaire comme critere de differenciation entre ces differents systemes heterocycliques. Le systeme as-triazinique, predit comme devant etre bioequivalent des pyridazines a ete plus particulierement etudie. Sur le plan chimique, des ameliorations ont ete apportees a leur synthese au depart de derives d'hippurate d'ethyle. La reactivite du systeme a egalement ete etudiee, en particulier par la mise au point d'aminoalkyltriazines et de triazolotriazines. Une vingtaine d'aminoalkyltriazinones ont ete etudiees pour leurs proprietes analgesiques. Les affinites micromolaires de ces derives envers les recepteurs opiaces sigma et kappa concordent avec les valeurs moderees observees sur des tests d'analgesie chez l'animal. Des predictions d'activite inhibitrice de l'acetylcholinesterase pour des alkylaminotriazines se sont averees verifiees et demontrent a nouveau la bioequivalence entre les triazines et les pyridazines et l'absence de bioequivalence entre la pyrazine et les pyridazines. Au depart d'une dizaine de molecules synthetisees, plusieurs se sont revelees interessantes comme inhibiteur competitif et reversible de l'acetylcholinesterase; la plus puissante montrant une ic#5#0 de 3. 10#-#7 m
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Nguyen, Binh. "Synthese siliciumorganischer Wirkstoffe und Beiträge zur Methodenentwicklung zum Aufbau von Silazepan- und Silapyrrolidin-Derivaten." kostenfrei, 2009. http://www.opus-bayern.de/uni-wuerzburg/volltexte/2009/3550/.

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Büttner, Matthias Werner. "Synthese neuartiger siliciumorganischer Pharmaka und Riechstoffe sowie siliciumhaltiger Synthesebausteine." kostenfrei, 2007. http://www.opus-bayern.de/uni-wuerzburg/volltexte/2008/2404/.

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Delacroix-Beaurain, Nathalie. "Conception et synthese de derives benzothiopheniques impliquant les mecanismes melatoninergiques." Lille 2, 2001. http://www.theses.fr/2001LIL2P254.

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Keller, Max. "Guanidine-acylguanidine bioisosteric approach to address peptidergic receptors : pharmacological and diagnostic tools for the NPY Y1 receptor and versatile building blocks based on arginine substitutes." kostenfrei, 2008. http://www.opus-bayern.de/uni-regensburg/volltexte/2009/1111/.

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Schmid, Thomas. "Darstellung von Sila-Analoga und siliciumhaltigen Derivaten von Wirk- und Riechstoffen sowie [alpha]-Aminosäuren [Alpha-Aminosäuren] im Rahmen von Untersuchungen zur C-Si-Bioisosterie." [S.l. : s.n.], 2004. http://deposit.ddb.de/cgi-bin/dokserv?idn=973410582.

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Statham, Matthew Alexander John. "Silanediols as Carbonyl Group Bioisosteres." Thesis, University of Newcastle Upon Tyne, 2008. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.489291.

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Choy, Alison Pui Ki. "Prediction of metabolic stability and bioavailability with bioisosteric replacements." Thesis, University of Cambridge, 2018. https://www.repository.cam.ac.uk/handle/1810/278798.

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Drug development is a long and expensive process. Potential drug candidates can fail clinical trials due to numerous issues, including metabolic stability and efficacy issues, wasting years of research effort and resource. This thesis detailed the development of in silico methods to predict the metabolic stability of structures and their bioavailability. Coralie Atom-based Statistical SOM Identifier (CASSI) is a site of metabolism (SOM) predictor which provides a SOM prediction based on statistical information gathered about previously seen atoms present in similar environments. CASSI is a real-time SOM predictor accessible via graphical user interface (GUI), allowing users to view the prediction results and likelihood of each atom to undergo different types of metabolic transformation. Fast Metabolizer (FAME)1 is a ligand-based SOM predictor developed around the same time by Kirchmair et al. In the course of the evaluation of CASSI and FAME performance, the two concepts were combined to produce FamePrint. FamePrint is a tool developed within the Coralie Cheminformatics Platform developed by Lhasa Limited. which can carry out SOM predictions, as well as bioisosteric replacement identification. Same as CASSI, this is available via the Coralie application GUI. The bioavailability issues caused by the metabolic enzyme, cytochrome P450 3A4, and transporter protein P-gylcoprotein are also investigated in this work, along with the potential synergistic relationship between the two systems. In silico classifiers to distinguish substrates against non-substrates of the two systems are produced and it was envisaged that these classifiers can be integrated into FamePrint as an additional layer of information available to the user when deciding on bioisosteric replacements to use when optimising a compound.
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Burt, Catherine. "A theoretical investigation of bioisosterism by molecular similarity." Thesis, University of Oxford, 1991. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.291094.

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Schmitz, Johannes. "Derivate und Bioisostere des Acetylcholins und deren Aktivität am nikotinischen Acetylcholin-Rezeptor." [S.l. : s.n.], 2002. http://deposit.ddb.de/cgi-bin/dokserv?idn=966355792.

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Books on the topic "Bioisosterie"

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Brown, Nathan, ed. Bioisosteres in Medicinal Chemistry. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.

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Folkers, Gerd, Raimund Mannhold, Nathan Brown, and Hugo Kubinyi. Bioisosteres in Medicinal Chemistry. Wiley & Sons, Incorporated, John, 2012.

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Folkers, Gerd, Raimund Mannhold, Nathan Brown, and Hugo Kubinyi. Bioisosteres in Medicinal Chemistry. Wiley & Sons, Limited, John, 2012.

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Folkers, Gerd, Raimund Mannhold, Nathan Brown, and Hugo Kubinyi. Bioisosteres in Medicinal Chemistry. Wiley & Sons, Incorporated, John, 2012.

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Bioisosteres In Medicinal Chemistry. Wiley-VCH Verlag GmbH, 2012.

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Folkers, Gerd, Raimund Mannhold, Nathan Brown, and Hugo Kubinyi. Bioisosteres in Medicinal Chemistry. Wiley & Sons, Incorporated, John, 2012.

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Book chapters on the topic "Bioisosterie"

1

Barillari, Caterina, and Nathan Brown. "Classical Bioisosteres." In Bioisosteres in Medicinal Chemistry, 15–29. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch2.

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Smith, Dennis A., and David S. Millan. "Consequences of Bioisosteric Replacement." In Bioisosteres in Medicinal Chemistry, 31–51. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch3.

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Koyanagi, Tohru, and Takahiro Haga. "Bioisosterism in Agrochemicals." In ACS Symposium Series, 15–24. Washington, DC: American Chemical Society, 1995. http://dx.doi.org/10.1021/bk-1995-0584.ch002.

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Firth, Nicholas C., Julian Blagg, and Nathan Brown. "Bioisosteres inDe NovoDesign." In De novo Molecular Design, 417–35. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2013. http://dx.doi.org/10.1002/9783527677016.ch17.

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Brown, Nathan. "Bioisosterism in Medicinal Chemistry." In Bioisosteres in Medicinal Chemistry, 1–14. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch1.

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Mills, James E. J. "Protein Structure." In Bioisosteres in Medicinal Chemistry, 167–81. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch10.

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Stewart, Kent D., Jason Shanley, Karam B. Alsayyed Ahmed, and J. Phillip Bowen. "The Drug Guru Project." In Bioisosteres in Medicinal Chemistry, 183–98. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch11.

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Barton, Nicholas P., and Benjamin R. Bellenie. "Bioisosteres of an NPY-Y5 Antagonist." In Bioisosteres in Medicinal Chemistry, 199–215. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch12.

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Meanwell, Nicholas A., Marcus Gastreich, Matthias Rarey, Mike Devereux, Paul L. A. Popelier, Gisbert Schneider, and Peter Willett. "Perspectives from Medicinal Chemistry." In Bioisosteres in Medicinal Chemistry, 217–30. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch13.

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Ujváry, István, and Julian Hayward. "Bioster : A Database of Bioisosteres and Bioanalogues." In Bioisosteres in Medicinal Chemistry, 53–74. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527654307.ch4.

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Conference papers on the topic "Bioisosterie"

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Lagoja, Irene M. ""Split-nucleosides" – a novel class of purine bioisosters." In XIIIth Symposium on Chemistry of Nucleic Acid Components. Prague: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2005. http://dx.doi.org/10.1135/css200507173.

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Su, Tsann-Long, Satishkumar Tala, Tai-Hsin Ou, Kiranben Tala, Rajesh Kakadiya, Yi-wen Lin, Chi-Wei Chen, and Te-Chang Lee. "Abstract 4475: New water-soluble and stableN-mustard-benzeneconjugates with potent antitumor activity, BO-2094, generated via leadoptimization by bioisostere approach." In Proceedings: AACR 104th Annual Meeting 2013; Apr 6-10, 2013; Washington, DC. American Association for Cancer Research, 2013. http://dx.doi.org/10.1158/1538-7445.am2013-4475.

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Ebrahim, Hassan Y., Mohamed M. Mohyeldin, Abu Bakar Siddique, Mohamed R. Akl, Mostafa Ibrahim, and Khalid A. El Sayed. "Abstract 345: Olive oil-based oleocanthal and bioisosteres as c-Met inhibitors for the control of triple negative breast cancer." In Proceedings: AACR 107th Annual Meeting 2016; April 16-20, 2016; New Orleans, LA. American Association for Cancer Research, 2016. http://dx.doi.org/10.1158/1538-7445.am2016-345.

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Journal articles Dissertations / Theses
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