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Essential Information

Chinese Name: isolysine

English Name: isoorientin

English alias: homoorientin; (1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]-D-glucitol

CAS No.: 4261-42-1

Molecular Formula: C21H20O11

Molecular Weight: 448.3769

Physicochemical Properties

Purity: above 99%, detection method: HPLC.

Density: 1.759g/cm3

Boiling Point: 856.7 ° C at 760 mmHg

Flash point: 303.2 ° C

Steam pressure: 2.9e-31mmhg at 25 ° C

Biological Activity Of Isoorientin

Description: isoorientin is an effective COX-2 inhibitor with an IC50 value of 39 μ M。

Relevant categories:
Research field > > cancer Natural Products > > flavonoids
Research field > > inflammation / immunity
Target: cox-2:39 μ M (IC50)

In vitro studies: Isoorientin is a selective inhibitor of cyclooxygenase-2 (COX-2) from the tuber of Pueraria tuberosa [1]. PANC-1 and patu-8988 cells were treated with Isoorientin (0,20,40,80 and 160 μ M) Grow in the presence of for 24 hours and add CCK8 solution. At 20, 40, 80 and 160 μ At the concentration of M, cell viability decreased significantly.Isoorientin (0,20,40,80 and 160) was used for cells μ M for PANC-1; 0, 20, 40, 80160 and 320 μ M was used for patu-8988) culture for 24 hours, and the expression of P was evaluated by Western blot – AMPK and AMPK. The expression of p-ampk increased after Isoorientin treatment. Then, in the shRNA group, 80 μ M concentration to detect the effect of Isoorientin. The expression levels of AMPK and p-ampk in shRNA group were much lower than those in wild-type PC cells (WT) and the group transfected with negative control lentivirus (NC) [2].

In vivo studies: Animals treated with Isoorientin at 10 mg / kg and 20 mg / kg body weight had a statistically significant reduction in claw edema, with a mean peak thickness of 1.19 ± 0.05 mm and 1.08 ± 0.04 mm, respectively. This showed that Isoorientin significantly reduced paw edema compared with the control group [3].

Cell experiment: PANC-1 and patu-8988 cells were inoculated on 96 well plates. Each well contains ~ 5000 cells and 200 cells μ L medium containing 10% FBS. When the cells in each well reached 70% confluence, the medium was changed and FBS free medium with different concentrations of isoorientin was added. After 24 hours, the cells were washed once with PBS, the culture medium containing isoorientin was discarded, and 100% was added μ L FBS free medium and 10 μ L cell counting kit 8 (CCK8) reagent. The cells were incubated at 37 ℃ for another 1-2 hours, and the absorbance of each well was detected at 490 nm using an ELISA reader. Cell viability is expressed as a multiple change in absorbance [2].

Animal experiment: in the case of paw edema model, mice [3] were given isoorientin or celecoxib intraperitoneally, and carrageenan was directly injected into the paw one hour later. In the airbag model, all treatments enter the bag cavity directly with carrageenan. isoorientin was injected 3 hours before carrageenan was injected into the capsule. Isoorientin and celecoxib were administered to mice. Stock solutions of isoorientin (100 mg / ml) and celecoxib (100 mg / ml) were prepared in DMSO and further diluted during treatment. The animals were divided into the following five different groups: control (DMSO treated); Treated carrageenan (0.5 ml (1.5% (w / V) carrageenan in brine); Treated carrageenan + celecoxib (20mg / kg body weight); Treated carrageenan + isoorientin (10 mg / kg body weight); Treat carrageenan + isoorientin (20mg / kg body weight).

Reference: [1]. Sumalatha M, et al. Isoorientin, a Selective Inhibitor of Cyclooxygenase-2 (COX-2) from the Tubers of Pueraria tuberosa. Nat Prod Commun. 2015 Oct;10(10):1703-4.
[2]. Ye T, et al. Isoorientin induces apoptosis, decreases invasiveness, and downregulates VEGF secretion by activating AMPK signaling in pancreatic cancer cells. Onco Targets Ther. 2016 Dec 12;9:7481-7492.
[3]. Anilkumar K, et al. Evaluation of Anti-Inflammatory Properties of Isoorientin Isolated from Tubers of Pueraria tuberosa. Oxid Med Cell Longev. 2017;2017:5498054.