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| Verfasst von: | Pallavi, Prama [VerfasserIn]  |
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| | Pretze, Marc [VerfasserIn] |
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| | Li, Yingchun [VerfasserIn] |
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| | Hofmann, Björn Bastian [VerfasserIn] |
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| | Stamellou, Eleni [VerfasserIn] |
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| | Wängler, Carmen [VerfasserIn] |
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| | Wängler, Björn [VerfasserIn] |
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| | Mörz, Handan [VerfasserIn] |
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| | Binzen, Uta [VerfasserIn] |
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| | Greffrath, Wolfgang [VerfasserIn] |
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| | Treede, Rolf-Detlef [VerfasserIn] |
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| | Krämer, Bernhard [VerfasserIn] |
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| | Hafner, Mathias [VerfasserIn] |
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| | Yard, Benito A. [VerfasserIn] |
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| | Kälsch, Anna-Isabelle [VerfasserIn] |
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| Titel: | Analyses of synthetic N-acyl dopamine derivatives revealing different structural requirements for their anti-inflammatory and transient-receptor-potential-channel-of-the-vanilloid-receptor-subfamily-subtype-1 (TRPV1)-activating properties |
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| Verf.angabe: | Prama Pallavi, Marc Pretze, Julio Caballero, Yingchun Li, Björn B. Hofmann, Eleni Stamellou, Sarah Klotz, Carmen Wängler, Björn Wängler, Ralf Loesel, Steffen Roth, Bastian Theisinger, Handan Moerz, Uta Binzen, Wolfgang Greffrath, Rolf-Detlef Treede, Martin C. Harmsen, Bernhard K. Krämer, Mathias Hafner, Benito A. Yard, and Anna-Isabelle Kälsch |
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| E-Jahr: | 2018 |
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| Jahr: | March 15, 2018 |
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| Umfang: | 12 S. |
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| Fussnoten: | Gesehen am 26.08.2020 |
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| Titel Quelle: | Enthalten in: Journal of medicinal chemistry |
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| Ort Quelle: | Washington, DC : ACS, 1959 |
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| Jahr Quelle: | 2018 |
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| Band/Heft Quelle: | 61(2018), 7, Seite 3126-3137 |
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| ISSN Quelle: | 1520-4804 |
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| Abstract: | We studied the chemical entities within N-octanoyl dopamine (NOD) responsible for the activation of transient-receptor-potential channels of the vanilloid-receptor subtype 1 (TRPV1) and inhibition of inflammation. The potency of NOD in activating TRPV1 was significantly higher compared with those of variants in which the ortho-dihydroxy groups were acetylated, one of the hydroxy groups was omitted (N-octanoyl tyramine), or the ester functionality consisted of a bulky fatty acid (N-pivaloyl dopamine). Shortening of the amide linker (ΔNOD) slightly increased its potency, which was further increased when the carbonyl and amide groups (ΔNODR) were interchanged. With the exception of ΔNOD, the presence of an intact catechol structure was obligatory for the inhibition of VCAM-1 and the induction of HO-1 expression. Because TRPV1 activation and the inhibition of inflammation by N-acyl dopamines require different structural entities, our findings provide a framework for the rational design of TRPV1 agonists with improved anti-inflammatory properties. |
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| DOI: | doi:10.1021/acs.jmedchem.8b00156 |
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| URL: | Bitte beachten Sie: Dies ist ein Bibliographieeintrag. Ein Volltextzugriff für Mitglieder der Universität besteht hier nur, falls für die entsprechende Zeitschrift/den entsprechenden Sammelband ein Abonnement besteht oder es sich um einen OpenAccess-Titel handelt.
Volltext: https://doi.org/10.1021/acs.jmedchem.8b00156 |
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| | DOI: https://doi.org/10.1021/acs.jmedchem.8b00156 |
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| Datenträger: | Online-Ressource |
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| Sprache: | eng |
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| K10plus-PPN: | 1727824660 |
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| Verknüpfungen: | → Zeitschrift |
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Analyses of synthetic N-acyl dopamine derivatives revealing different structural requirements for their anti-inflammatory and transient-receptor-potential-channel-of-the-vanilloid-receptor-subfamily-subtype-1 (TRPV1)-activating properties / Pallavi, Prama [VerfasserIn]; March 15, 2018 (Online-Ressource)
