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The Oncolytic Effic...
The Oncolytic Efficacy and in Vivo Pharmacokinetics of [2-(4-Chlorophenyl)quinolin-4-yl](piperidine-2-yl)methanol (Vacquinol-1) Are Governed by Distinct Stereochemical Features
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- Hammarström, Lars G. J. (author)
- Science for Life Laboratory, Sweden; Glionova Therapeutics, Sweden
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- Harmel, Robert K. (author)
- Science for Life Laboratory, Sweden; FMP Leibniz-Forschungsinstitut für Molekulare Pharmakologie, Germany
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- Granath, Mikael (author)
- OnTargetChemistry AB, Sweden
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- Ringom, Rune (author)
- OnTargetChemistry AB, Sweden
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- Gravenfors, Ylva (author)
- Stockholms universitet,Institutionen för organisk kemi,Science for Life Laboratory (SciLifeLab),Stockholm University, Sweden
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- Färnegårdh, Katarina (author)
- Stockholms universitet,Institutionen för organisk kemi,Science for Life Laboratory (SciLifeLab),Stockholm University, Sweden
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- Svensson, Per H. (author)
- RISE,Analys och fastfas
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- Wennman, David (author)
- RISE,Analys och fastfas
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- Lundin, Göran (author)
- RISE,Analys och fastfas
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- Roddis, Ylva (author)
- RISE,Analys och fastfas
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- Kitambi, Satish S. (author)
- Karolinska Institutet,Karolinska Institute, Sweden
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- Bernlind, Alexandra (author)
- RISE,Analys och fastfas
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- Lehmann, Fredrik (author)
- OnTargetChemistry AB, Sweden
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- Ernfors, Patrik (author)
- Karolinska Institutet,Karolinska Institute, Sweden
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(creator_code:org_t)
- 2016-09-08
- 2016
- English.
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In: Journal of Medicinal Chemistry. - : American Chemical Society (ACS). - 0022-2623 .- 1520-4804. ; 59:18, s. 8577-8592
- Related links:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Subject headings
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- Glioblastoma remains an incurable brain cancer. Drugs developed in the past 20 years have not improved the prognosis for patients, necessitating the development of new treatments. We have previously reported the therapeutic potential of the quinoline methanol Vacquinol-1 (1) that targets glioblastoma cells and induces cell death by catastrophic vacuolization. Compound 1 is a mixture of four stereoisomers due to the two adjacent stereogenic centers in the molecule, complicating further development in the preclinical setting. This work describes the isolation and characterization of the individual isomers of 1 and shows that these display stereospecific pharmacokinetic and pharmacodynamic features. In addition, we present a stereoselective synthesis of the active isomers, providing a basis for further development of this compound series into a novel experimental therapeutic for glioblastoma.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)
- NATURVETENSKAP -- Kemi -- Analytisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Analytical Chemistry (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
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- By the author/editor
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Hammarström, Lar ...
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Harmel, Robert K ...
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Granath, Mikael
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Ringom, Rune
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Gravenfors, Ylva
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Färnegårdh, Kata ...
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show more...
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Svensson, Per H.
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Wennman, David
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Lundin, Göran
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Roddis, Ylva
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Kitambi, Satish ...
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Bernlind, Alexan ...
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Lehmann, Fredrik
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Ernfors, Patrik
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- About the subject
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Organic Chemistr ...
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- MEDICAL AND HEALTH SCIENCES
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MEDICAL AND HEAL ...
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and Basic Medicine
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and Pharmaceutical S ...
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Analytical Chemi ...
- Articles in the publication
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Journal of Medic ...
- By the university
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Stockholm University
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Karolinska Institutet
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RISE