N-Acylated and N-Alkylated 2-Aminobenzothiazoles Are Novel Agents That Suppress the Generation of Prostaglandin E2.

Theodoropoulou, Maria A; Psarra, Anastasia; Erhardt, Martin; Nikolaou, Aikaterini; Gerogiannopoulou, Anna-Dimitra D; Hadjipavlou-Litina, Dimitra; Hayashi, Daiki; Dennis, Edward A; Huwiler, Andrea; Kokotos, George (2022). N-Acylated and N-Alkylated 2-Aminobenzothiazoles Are Novel Agents That Suppress the Generation of Prostaglandin E2. Biomolecules, 12(2) MDPI 10.3390/biom12020267

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The quest for novel agents to regulate the generation of prostaglandin E2 (PGE2) is of high importance because this eicosanoid is a key player in inflammatory diseases. We synthesized a series of N-acylated and N-alkylated 2-aminobenzothiazoles and related heterocycles (benzoxazoles and benzimidazoles) and evaluated their ability to suppress the cytokine-stimulated generation of PGE2 in rat mesangial cells. 2-Aminobenzothiazoles, either acylated by the 3-(naphthalen-2-yl)propanoyl moiety (GK510) or N-alkylated by a chain carrying a naphthalene (GK543) or a phenyl moiety (GK562) at a distance of three carbon atoms, stand out in inhibiting PGE2 generation, with EC50 values ranging from 118 nM to 177 nM. Both GK510 and GK543 exhibit in vivo anti-inflammatory activity greater than that of indomethacin. Thus, N-acylated or N-alkylated 2-aminobenzothiazoles are novel leads for the regulation of PGE2 formation.

Item Type:

Journal Article (Original Article)

Division/Institute:

04 Faculty of Medicine > Pre-clinic Human Medicine > Institute of Pharmacology

UniBE Contributor:

Erhardt, Martin and Huwiler, Andrea

Subjects:

600 Technology > 610 Medicine & health

ISSN:

2218-273X

Publisher:

MDPI

Language:

English

Submitter:

Pubmed Import

Date Deposited:

01 Mar 2022 14:10

Last Modified:

29 Mar 2022 11:46

Publisher DOI:

10.3390/biom12020267

PubMed ID:

35204768

Uncontrolled Keywords:

N-acylated 2-aminobenzothiazoles N-alkylated 2-aminobenzothiazoles anti-inflammatory agents mesangial cells prostaglandin E2

BORIS DOI:

10.48350/166108

URI:

https://boris.unibe.ch/id/eprint/166108

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