Hypocrellin B

CAS# 123940-54-5

Hypocrellin B

2D Structure

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Hypocrellin B

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Chemical Properties of Hypocrellin B

Cas No. 123940-54-5 SDF Download SDF
PubChem ID 5487262 Appearance Powder
Formula C30H26O10 M.Wt 546.5
Type of Compound Anthraquinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1=C2C3=C4C(=C(C(=O)C(=O)C5=CC(=C6C(=CC(=C(C6=C54)C3=C(C(=C2C(=O)C)OC)O)O)OC)OC)OC)C1
Standard InChIKey RMKASJPDEIDZMG-UHFFFAOYSA-N
Standard InChI InChI=1S/C30H24O9/c1-10-7-13-20-19-12(26(33)28(35)29(13)38-5)8-15(36-3)22-16(37-4)9-14(32)21(24(19)22)25-23(20)17(10)18(11(2)31)30(39-6)27(25)34/h8-9,32,34H,7H2,1-6H3
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 Hypocrellin B

The Hypocrella bambusae

Biological Activity of Hypocrellin B

Description1. Hypocrellin B has sonodynamic action to induce mitochondrial damage, survival inhibition, apoptosis and inhibit adhesion and migration of cancer cells. 2. Photodynamic therapy with Hypocrellin B can remarkably induce apoptosis and inhibit adhesion and migration of cancer cells in vitro.
TargetsROS

Hypocrellin B Dilution Calculator

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Hypocrellin B Molarity Calculator

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Preparing Stock Solutions of Hypocrellin B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8298 mL 9.1491 mL 18.2983 mL 36.5965 mL 45.7457 mL
5 mM 0.366 mL 1.8298 mL 3.6597 mL 7.3193 mL 9.1491 mL
10 mM 0.183 mL 0.9149 mL 1.8298 mL 3.6597 mL 4.5746 mL
50 mM 0.0366 mL 0.183 mL 0.366 mL 0.7319 mL 0.9149 mL
100 mM 0.0183 mL 0.0915 mL 0.183 mL 0.366 mL 0.4575 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 Hypocrellin B

Effect of photodynamic therapy with hypocrellin B on apoptosis, adhesion, and migration of cancer cells.[Pubmed:24661233]

Int J Radiat Biol. 2014 Jul;90(7):575-9.

PURPOSE: In the present study, we investigated effects of photodynamic therapy with Hypocrellin B on apoptosis, adhesion, and migration of cancer cells in vitro. MATERIALS AND METHODS: Human ovarian cancer HO-8910 cell as a cancer model cell was incubated with Hypocrellin B at a concentration of 2.5 muM for 5 h and irradiated by light from a light-emitting diodes (LED) source. Cell apoptosis was analyzed by flow cytometry with annexin V/propidium iodide (PI) staining and nuclear staining 6 h after Hypocrellin B photoirradiation. Cell adhesion was assessed using the 3-(4, 5-dimthylthiazol-2-yl)-2, 5 diphenyl-tetrazolium bromide (MTT) assay 4 h after photodynamic treatment. Cell migration was measured 48 h after photodynamic treatment. RESULTS: Flow cytometry with annexin V/PI staining showed that early apoptotic and late apoptotic (necrotic) rates following photodynamic therapy with Hypocrellin B markedly increased to 16.40% and 24.67%, respectively. Nuclear staining found nuclear condensation and typical apoptotic body in the treated cells. The number of cell migration was significantly decreased to 183 +/- 28 after photodynamic therapy with Hypocrellin B (p < 0.01). Light irradiation alone and Hypocrellin B alone had no significant effect on cell migration. The cell adhesion inhibitory rate due to photodynamic action of Hypocrellin B was 53.2 +/- 1.8%, significantly higher than 2.7 +/- 2.1% of light treatment alone and 1.0 +/- 0.4% of Hypocrellin B treatment alone (p < 0.01). CONCLUSION: The findings demonstrated that photodynamic therapy with Hypocrellin B remarkably induced apoptosis and inhibited adhesion and migration of cancer cells in vitro.

Hypocrellin B in hepatocellular carcinoma cells: Subcellular localization and sonodynamic damage.[Pubmed:25565557]

Int J Radiat Biol. 2015 May;91(5):399-406.

PURPOSE: To study subcellular localization of Hypocrellin B in hepatocellular carcinoma cells, and Hypocrellin B-mediated sonodynamic action-induced cell damage. MATERIALS AND METHODS: After incubation with 2.5 muM of Hypocrellin B, human hepatocellular carcinoma HepG2 cells were exposed to ultrasound waves for 8 sec at an intensity of 0.46 W/cm(2). Clonogenic survival of HepG2 cells was measured using a colony forming assay and light microscope. Ultrastructural morphology was observed using transmission electron microscope (TEM) and mitochondrial membrane potential (MMP) was assessed using confocal laser scanning microcope (CLSM) after rhodamine 123 staining. Additionally, subcellular localization of Hypocrellin B in HepG2 cells with organelle probe staining was also observed using CLSM. RESULTS: The colony forming units of HepG2 cells decreased substantially after sonodynamic treatment. The results of TEM showed microvilli disappearance, apoptotic body formation, swollen mitochondria with loss of cristae and mitochondrial myelin-like features (or membrane whorls). Collapse of MMP was found in the treated cells. Hypocrellin B was distributed in mitochondria and lysosomes as well as in endoplasmic reticulum and Golgi apparatus. CONCLUSIONS: The findings demonstrated that sonodynamic action of Hypocrellin B induced mitochondrial damage, survival inhibition, and apoptosis of HepG2 cells. Additionally, other subcellular organelles such as endoplasmic reticulum, Golgi apparatus and lysosomes were also the targets of Hypocrellin B-mediated sonodynamic action as well as mitochondria.

Hypocrellin B-mediated sonodynamic action induces apoptosis of hepatocellular carcinoma cells.[Pubmed:22172458]

Ultrasonics. 2012 Apr;52(4):543-6.

OBJECTIVE: The present study aims to investigate apoptosis of hepatocellular carcinoma cells induced by Hypocrellin B-mediated sonodynamic action. METHODS: The Hypocrellin B concentration was kept constant at 2.5 muM and cells from the hepatocellular carcinoma HepG2 cell line were exposed to ultrasound with an intensity of 0.46 W/cm(2) for 8s. Cell cytotoxicity was quantified using an MTT assay 24 h after sonodynamic therapy (SDT) of Hypocrellin B. Apoptosis was investigated using a flow cytometry with Annexin V-FITC and propidium iodine staining. Intracellular reactive oxygen species (ROS) levels were detected using a flow cytometry with 2,7-dichlorodihydrofluorecein diacetate (DCFH-DA) staining. RESULTS: The cytotoxicity of Hypocrellin B-mediated sonodynamic action on HepG2 cells was significantly higher than those of other treatments including ultrasound alone, Hypocrellin B alone and sham treatment. Flow cytometry showed that Hypocrellin B-induced sonodynamic action markedly enhanced the apoptotic rate of HepG2 cells. Increased ROS was observed in HepG2 cells after being treated with Hypocrellin B-mediated sonodynamic action. CONCLUSIONS: Our data demonstrated that Hypocrellin B-mediated sonodynamic action remarkably induced apoptosis of HepG2 cells, suggesting that apoptosis is an important mechanism of cell death induced by Hypocrellin B-mediated SDT.

Apoptosis of breast cancer cells induced by hypocrellin B under light-emitting diode irradiation.[Pubmed:23200015]

Photodiagnosis Photodyn Ther. 2012 Dec;9(4):337-43.

OBJECTIVES: Breast cancer is a common disease which threatens the life of women. To explore an alternative modality for combating breast cancer, a light-emitting diode (LED) that activates Hypocrellin B was used in the present study to investigate apoptosis induction in breast cancer MDA-MB-231 cells. MATERIALS AND METHODS: Photocytotoxicity was investigated 24h after photodynamic treatment of Hypocrellin B using MTT reduction assay and light microscopy. Apoptosis was observed 6h after photodynamic treatment using flow cytometry with Annexin V/PI staining as well as fluorescent microscopy with Hoechst33258 staining. The ultrastructure of the treated cells was observed using transmission electron microscopy (TEM). RESULTS: Hypocrellin B-induced photocytotoxicity in MDA-MB-231 cells exhibited a dose-dependent manner. The amount of MDA-MB-231 cells attached to the bottom of well decreased significantly after photodynamic treatment of Hypocrellin B. Flow cytometry showed that the early and late apoptotic rate of MDA-MB-231 cells increased remarkably up to 17.46% and 32.80%, respectively, after treatment of LED-activated Hypocrellin B. In addition, nuclear condensation, fragmentation and chromatin margination, and topical apoptotic body in the treated cells were observed by nuclear staining and TEM. CONCLUSION: Photodynamic action of Hypocrellin B irradiated by light-emitting diodes could significantly kill breast cancer cells and induce apoptotic cell death, which suggests LED-activated Hypocrellin B is a promising strategy for combating breast cancer.

Description

Hypocrellin B, a pigment isolated from the fungi Hypocrella bambusae and Shiraia bambusicola, is an apoptosis inducer. Hypocrellin B can be used as a photosensitizer for photodynamic therapy of cancer. Hypocrellin B also has antimicrobial and antileishmanial activities.

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