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Isoquinoline

MCE China：Isoquinoline

Brand：MedChemExpress (MCE)

Cat. No.HY-W012732

CAS：119-65-3

Purity：99.66%

Storage：Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month

Shipping：Room temperature in continental US; may vary elsewhere.

Description：Isoquinoline is an analog of pyridine. Isoquinoline-based alkaloids, such as p-tolyl bisisoquinoline, phthaloyl isoquinoline, and naphthyl isoquinoline, exhibit anticancer activity. Berberine, an isoquinoline alkaloid, exerts anti-inflammatory effects in diabetic mice by downregulating the gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines. Additionally, some isoquinoline-based compounds also possess antidepressant, antibacterial, antimalarial, and anti-HIV activities.

In Vitro：Isoquinoline alkaloids exhibit inhibitory activity against Plasmodium falciparum (drug-resistant mutant strain K1). Among them, dehydrodiscretine and berberine have IC50 values of less than 1 μM, while sallocrytopine, columbamine, dehydroocoteine, jatrorrhizine, norcorydine, thalifendine, and ushinsuninehad have IC50 values ranging from 1 to 10 μM[5]. Berberine (A kind of Isoquinoline) (20-80 μM, 14 days) exerts neuroprotective effects against brain ischemia by modulating apoptotic protein changes and reducing microglial activation[6].

In Vivo：The isoquinoline compound, 7-fluoro-1,3-diphenylisoquinoline-1-amine (FDPI) (0.1 and 1 mg/kg, i.g., once daily for 35 days) abolishes chronic unpredictable mild stress-induced depressive-like behavior in adult Swiss mice[3]. The isoquinoline alkaloid berberine (50-500 mg/kg, i.g., once daily for 14 weeks) exerts a protective effect on spontaneous inflammation in the spleen, liver, and kidney of mice (non-obese diabetic (NOD) mice that spontaneously develop type 1) diabetes by downregulating the gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines[4].

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References：

[1]. Zhi-Xing Qing, et al. Anticancer and Reversing Multidrug Resistance Activities of Natural Isoquinoline Alkaloids and Their Structure-activity Relationship. Curr Med Chem  [Content Brief]

[2]. Iwasa K, et al. Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorg Med Chem. 2001 Nov;9(11):2871-84.  [Content Brief]

[3]. Pesarico AP, et al. A novel isoquinoline compound abolishes chronic unpredictable mild stress-induced depressive-like behavior in mice. Behav Brain Res. 2016 Jul 1;307:73-83.  [Content Brief]

[4]. Chueh W H, et al. Protective effect of isoquinoline alkaloid berberine on spontaneous inflammation in the spleen, liver and kidney of non-obese diabetic mice through downregulating gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines[J]. Food Chemistry, 2012, 131(4): 1263-1271.

[5]. Wright CW, et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J Nat Prod. 2000 Dec;63(12):1638-40.  [Content Brief]

[6]. Kim M, et al. Inhibitory Effects of Isoquinoline Alkaloid Berberine on Ischemia-Induced Apoptosis via Activation of Phosphoinositide 3-Kinase/Protein Kinase B Signaling Pathway. Int Neurourol J. 2014 Sep;18(3):115-25.  [Content Brief]