Literature DB >> 23992859

Emerging technologies for metabolite generation and structural diversification.

Kevin P Cusack1, Hannes F Koolman, Udo E W Lange, Hillary M Peltier, Isabel Piel, Anil Vasudevan.   

Abstract

Multiple technologies have emerged for structural diversification and efficient production of metabolites of drug molecules. These include expanded use of enzymatic and bioorganic transformations that mimic biological systems, biomimetic catalysis and electrochemical techniques. As this field continues to mature the breadth of transformations is growing beyond simple oxidative processes due in part to parallel development of more efficient catalytic methods for functionalization of unactivated scaffolds. These technologies allow for efficient structural diversification of both aromatic and aliphatic substrates in many cases via single step reactions without the use of protecting groups.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Keywords:  Biomimetic oxidation; Catalytic transformation; Cytochrome P450; Electrochemistry; Enzymatic transformation; FXTIYMYTRIFRKL-RFGMYIJVSA-K; Fluorination; LPGJQKSJOQRXJT-YOAFYNBBSA-N; Metabolism; Metalloporphyrin; Microbial metabolism; OETMRHBYSHRNMU-UHFFFAOYSA-N; QAGYKUNXZHXKMR-HKWSIXNMSA-N; SAMJTHBMAUMJNB-UHFFFAOYSA-N; SINGGCIFJHSECQ-PFVZUNBHSA-N; VDBQDONUIAOUOC-SKXVCGILSA-N; WPRSCLYSKGPDBZ-UHFFFAOYSA-N

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Year:  2013        PMID: 23992859     DOI: 10.1016/j.bmcl.2013.08.003

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  9 in total

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Authors:  Laura E Russell; Mary Alexandra Schleiff; Eric Gonzalez; Aaron G Bart; Fabio Broccatelli; Jessica H Hartman; W Griffith Humphreys; Volker M Lauschke; Iain Martin; Chukwunonso Nwabufo; Bhagwat Prasad; Emily E Scott; Matthew Segall; Ryan Takahashi; Mitchell E Taub; Jasleen K Sodhi
Journal:  Drug Metab Rev       Date:  2020-05-26       Impact factor: 4.518

2.  Cytochrome P450 Enzyme Metabolites in Lead Discovery and Development.

Authors:  Sylvie E Kandel; Larry C Wienkers; Jed N Lampe
Journal:  Annu Rep Med Chem       Date:  2014       Impact factor: 1.059

Review 3.  N-Dealkylation of Amines.

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Journal:  Molecules       Date:  2022-05-20       Impact factor: 4.927

Review 4.  P450 Monooxygenases Enable Rapid Late-Stage Diversification of Natural Products via C-H Bond Activation.

Authors:  Nico D Fessner
Journal:  ChemCatChem       Date:  2019-02-15       Impact factor: 5.686

5.  In Vivo Efficacy and Metabolism of the Antimalarial Cycleanine and Improved In Vitro Antiplasmodial Activity of Semisynthetic Analogues.

Authors:  Fidelia Ijeoma Uche; Xiaozhen Guo; Jude Okokon; Imran Ullah; Paul Horrocks; Joshua Boateng; Chenggang Huang; Wen-Wu Li
Journal:  Antimicrob Agents Chemother       Date:  2021-01-20       Impact factor: 5.191

6.  Late-Stage Microsomal Oxidation Reduces Drug-Drug Interaction and Identifies Phosphodiesterase 2A Inhibitor PF-06815189.

Authors:  Antonia F Stepan; Tuan P Tran; Christopher J Helal; Maria S Brown; Cheng Chang; Rebecca E O'Connor; Michael De Vivo; Shawn D Doran; Ethan L Fisher; Stephen Jenkinson; David Karanian; Bethany L Kormos; Raman Sharma; Gregory S Walker; Ann S Wright; Edward X Yang; Michael A Brodney; Travis T Wager; Patrick R Verhoest; R Scott Obach
Journal:  ACS Med Chem Lett       Date:  2018-01-04       Impact factor: 4.345

Review 7.  Bioactive Natural Product and Superacid Chemistry for Lead Compound Identification: A Case Study of Selective hCA III and L-Type Ca2+ Current Inhibitors for Hypotensive Agent Discovery.

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Journal:  Molecules       Date:  2017-05-31       Impact factor: 4.411

8.  Discovery of Molidustat (BAY 85-3934): A Small-Molecule Oral HIF-Prolyl Hydroxylase (HIF-PH) Inhibitor for the Treatment of Renal Anemia.

Authors:  Hartmut Beck; Mario Jeske; Kai Thede; Friederike Stoll; Ingo Flamme; Metin Akbaba; Jens-Kerim Ergüden; Gunter Karig; Jörg Keldenich; Felix Oehme; Hans-Christian Militzer; Ingo V Hartung; Uwe Thuss
Journal:  ChemMedChem       Date:  2018-04-14       Impact factor: 3.466

9.  Production of drug metabolites by human FMO3 in Escherichia coli.

Authors:  Gianluca Catucci; Gianfranco Gilardi; Sheila J Sadeghi
Journal:  Microb Cell Fact       Date:  2020-03-20       Impact factor: 5.328

  9 in total

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