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1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone

Names

[ CAS No. ]:
120693-53-0

[ Name ]:
1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone

Biological Activity

[Description]:

1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone, a quinolone alkaloid, is a diacylglycerol acyltransferase inhibitor and angiotensin II receptor blocker, with IC50s of 20.1 μM and 34.1 μM, respectively. 1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone shows potent anti-Helicobacter pylori activity with the MIC of 10 μg/mL[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Research Areas >> Infection
Signaling Pathways >> GPCR/G Protein >> Angiotensin Receptor
Research Areas >> Metabolic Disease
Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: 20.1 μM (diacylglycerol acyltransferase)[3], 34.1 μM (angiotensin II receptor)[2]


[In Vitro]

1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone shows anti-Helicobacter pylori activity, with the MIC of 10 μg/mL, and has no effect on Helicobacter pylori urease activity at the concentration of 300 μg/mL[1]. 1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone (5-500 μM) shows a dose-dependent diacylglycerol acyltransferase (DGAT) inhibition, with an IC50 of 20.1 μM[3]. 1-Methyl-2-[(4Z,7Z)-4,7-tridecadienyl]-4(1H)-quinolone (5-20 μM) inhibits leukotriene biosynthesis in human polymorphonuclear granulocytes, with an IC50 of 10.1 μM[4].

[References]

[1]. Rho TC, et, al. Anti-Helicobacter pylori activity of quinolone alkaloids from Evodiae fructus. Biol Pharm Bull. 1999 Oct;22(10):1141-3.

[2]. Lee HS, et, al. Inhibition of angiotensin II receptor binding by quinolone alkaloids from Evodia rutaecarpa. Phytotherapy Research. 1998 May; 12(3): 212-214.

[3]. Ko JS, et, al. Quinolone alkaloids, diacylglycerol acyltransferase inhibitors from the fruits of Evodia rutaecarpa. Planta Med. 2002 Dec;68(12):1131-3.

[4]. Adams M, et, al. Inhibition of leukotriene biosynthesis by quinolone alkaloids from the fruits of Evodia rutaecarpa. Planta Med. 2004 Oct;70(10):904-8.

Chemical & Physical Properties

[ Molecular Formula ]:
C23H31NO

[ Molecular Weight ]:
337.50