Persicogenin

CAS# 28590-40-1

Persicogenin

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Chemical structure

Persicogenin

3D structure

Chemical Properties of Persicogenin

Cas No. 28590-40-1 SDF Download SDF
PubChem ID 320054 Appearance Powder
Formula C17H16O6 M.Wt 316.30
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
SMILES COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)O
Standard InChIKey LWBHKKLWSUFUNZ-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H16O6/c1-21-10-6-12(19)17-13(20)8-15(23-16(17)7-10)9-3-4-14(22-2)11(18)5-9/h3-7,15,18-19H,8H2,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Persicogenin

The flowers of Chromolaena odorata.

Biological Activity of Persicogenin

Description1. Persicogenin has anticancer activity, it can inhibit the proliferation of mouse tsFT210 cancer cells, it mainly inhibits cell cycle at the G2/M phase in a dose-dependent manner. 2. Persicogenin shows the antimutagenic effect against AFB1. 3. Persicogenin possesses antileishmanial activity.
TargetsAntifection

Persicogenin Dilution Calculator

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Persicogenin Molarity Calculator

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Preparing Stock Solutions of Persicogenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1616 mL 15.8078 mL 31.6156 mL 63.2311 mL 79.0389 mL
5 mM 0.6323 mL 3.1616 mL 6.3231 mL 12.6462 mL 15.8078 mL
10 mM 0.3162 mL 1.5808 mL 3.1616 mL 6.3231 mL 7.9039 mL
50 mM 0.0632 mL 0.3162 mL 0.6323 mL 1.2646 mL 1.5808 mL
100 mM 0.0316 mL 0.1581 mL 0.3162 mL 0.6323 mL 0.7904 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Persicogenin

Antimycobacterial activity and cytotoxicity of flavonoids from the flowers of Chromolaena odorata.[Pubmed:15202555]

Arch Pharm Res. 2004 May;27(5):507-11.

From the flowers of Chromolaena odorata (Eupatorium odoratum) four flavanones, isosakuranetin (5,7-dihydroxy-4'-methoxyflavanone) (1), Persicogenin (5,3'-dihydroxy-7,4'-dimethoxyflavanone) (2), 5,6,7,4'-tetramethoxyflavanone (3) and 4'-hydroxy-5,6,7-trimethoxyflavanone (4), two chalcones, 2'-hydroxy-4,4',5',6'-tetramethoxychalcone (5) and 4,2'-dihydroxy-4',5',6'-trimethoxychalcone (6), and two flavones, acacetin (5,7-dihydroxy-4'-methoxyflavone) (7) and luteolin (5,7,3',4'-tetrahydroxyflavone) (8) were isolated and identified. Compound 1 exhibited moderate antimycobacterial activity against Mycobacterium tuberculosis with the MIC value of 174.8 microM, whereas compounds 4, 7, and 8 exhibited weak activity with the MIC values of 606.0, 704.2 and 699.3 microM respectively. Compound 7 showed moderate cytotoxicity against human small cell lung cancer (NCI-H187) cells with the MIC value of 24.6 microM, whereas compound 8 exhibited moderate toxicity against NCI-H187 cells and week toxicity against human breast cancer (BC) cells with the MIC values of 19.2 and 38.4 microM respectively.

Antimutagenic effect of plant flavonoids in the Salmonella assay system.[Pubmed:10319134]

Arch Pharm Res. 1994 Apr;17(2):71-5.

The antimutagenic effects of 27 kinds of plant flavonoids on the mutagenicity of aflatoxin B1(AFB1) and N-methyl-N'-nitro-N-nitrosoguanidine(MNNG) in Salmonella typhimurium TA100 were investigated. In the mixed applications of AFB1 (1 microgram/plate) with the flavonoids (300 micrograms/plate) in the presence of a mammalian metabolic activation system (S9 mix), chrysin, apigenin, luteolin and its glucoside, kaempferol, fisetin, morin, naringenin, hesperetin, Persicogenin, (+)-catechin and (-)-epicatechin showed the antimutagenic effect against AFB1 with more than 70% inhibition rate. A little or no antimutagenicities except flavone against MNNG (0.5 microgram/plate) were observed. For the antimutagenicity of the flavonoids on AFB1, the flavonoid structure that contains the free 5-, 7-hydroxyl group seemed to be essential. However, saturation of the 2,3-double bond or elimination of the 4-keto group did not affect the activity.

Flavonoids from Vitex trifolia L. inhibit cell cycle progression at G2/M phase and induce apoptosis in mammalian cancer cells.[Pubmed:16087636]

J Asian Nat Prod Res. 2005 Aug;7(4):615-26.

Six flavonoids, Persicogenin (1), artemetin (2), luteolin (3), penduletin (4), vitexicarpin (5) and chrysosplenol-D (6), have been isolated for the first time as new cell cycle inhibitors from Vitex trifolia L., a Chinese folk medicine used to treat cancers, through a bioassay-guided separation procedure. They were identified by spectroscopic methods. The inhibitory effects of 1-6 on the proliferation of mammalian cancer cells have been evaluated by the SRB (sulforhodamine B) method and their effects on cell cycle and apoptosis investigated by flow cytometry with the morphological observation under light microscope and by agarose-gel electrophoresis to detect internucleosomal DNA fragmentation. Compounds 1-6 inhibited the proliferation of mouse tsFT210 cancer cells with the IC50s (microg ml(-1)) > 100 (inhibition rate at 100 microg ml(-1), 47.9%) for 1, >100 (inhibition rate at 100 microg ml(-1), 49.6 %) for 2, 10.7 for 3, 19.8 for 4, 0.3 for 5, and 3.5 for 6. Flow cytometric investigations for 1-6 demonstrated that 1-5 mainly inhibited cell cycle at the G2/M phase in a dose-dependent manner with a weak induction of apoptosis on the tsFT210 cells, while 6 induced mainly apoptosis of the same tsFT210 cells also in a dose-dependent manner together with a weak inhibition of the cell cycle at the G0/G1 and G2/M phases, demonstrating that 1-6 exert their anti-proliferative effect on tsFT210 cells through inhibiting cell cycle and inducing apoptosis. In contrast to the cell cycle G2/M phase inhibitory main effect on tsFT210 cells, 5 induced mainly apoptosis on human myeloid leukemia K562 cells with a weak inhibition of the cell cycle at the G2/M phase. The present result provides flavonoids 1-6 as new cell cycle inhibitors and 1 and 4 as new anticancer flavonoids, which not only provide the first example of cell cycle G2/M phase inhibitory and apoptosis-inducing constituents of V. trifolia L. but also explain the use of Vitex trifolia L. by Chinese people to treat cancers.

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