Hypocrellin A

CAS# 77029-83-5

Hypocrellin A

Catalog No. BCN3396----Order now to get a substantial discount!

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Quality Control of Hypocrellin A

Number of papers citing our products

Chemical structure

Hypocrellin A

3D structure

Chemical Properties of Hypocrellin A

Cas No. 77029-83-5 SDF Download SDF
PubChem ID 119305 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 CC(=O)C1C2=C(C(=C3C(=O)C=C(C4=C5C(=CC(=O)C6=C(C(=C(CC1(C)O)C(=C56)C2=C43)OC)O)OC)OC)O)OC
Standard InChIKey VANSZAOQCMTTPB-SETSBSEESA-N
Standard InChI InChI=1S/C30H26O10/c1-10(31)25-24-22-16-11(9-30(25,2)36)28(39-5)26(34)17-12(32)7-14(37-3)19(21(16)17)20-15(38-4)8-13(33)18(23(20)22)27(35)29(24)40-6/h7-8,25,34-36H,9H2,1-6H3/t25-,30+/m0/s1
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 A

The Hypocrella bambusae

Biological Activity of Hypocrellin A

Description1. Hypocrellin A , an a natural perylene quinine photosensitizers (PSs), can chelate with heavy metal ions, including Au(III) and Pt(IV), to form a 1:2 complex . 2. Hypocrellin A has light-induced antitumor activity . 3. Hypocrellin A has antifungal and antiviral activities. 4. Hypocrellin A exerts immunomodulatory effects on MHC-restricted presentation of antigen.
TargetsImmunology & Inflammation related | Antifection

Hypocrellin A Dilution Calculator

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Hypocrellin A Molarity Calculator

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Preparing Stock Solutions of Hypocrellin A

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 A

Immunomodulatory Effects of Hypocrellin A on MHC-restricted Antigen Processing.[Pubmed:22346783]

Immune Netw. 2011 Dec;11(6):412-5.

Hypocrellin A has gained much attention in recent years due to its light-induced antitumor, antifungal and antiviral activities. Here we report that Hypocrellin A exerts immunomodulatory effects on MHC-restricted presentation of antigen. Hypocrellin A inhibited class II-MHC restricted presentation of exogenous antigen, but not class I MHC-restricted presentation of exogenous antigen, in dendritic cells. Hypocrellin A also inhibited the cytosolic pathway of endogenous antigen presentation. However, Hypocrellin A did not inhibit the expression of class I and class II MHC molecules on dendritic cells (DCs), the phagocytic activity of DCs, or the H-2K(b)-restricted presentation of a synthetic peptide, SIINFEKL. These results show that Hypocrellin A differentially modulates the MHC-restricted antigen presentation pathways.

Internal heavy atom effect of Au(III) and Pt(IV) on hypocrellin A for enhanced in vitro photodynamic therapy of cancer.[Pubmed:23978649]

Bioorg Med Chem Lett. 2013 Oct 1;23(19):5317-24.

Hypocrellin A (HA), an a natural perylene quinine photosensitizers (PSs), can chelate with heavy metal ions, including Au(III) and Pt(IV), to form a 1:2 complex, which exhibits enhanced (1)O2 generation quantum yield through the increased intersystem crossing efficiency mediated by internal heavy atom effect. Besides, the chelate process greatly improved the water solubility of HA. Comparative studies with HA and complexes have demonstrated that the heavy-atom effect on HA molecules enhances the efficiency of in vitro photodynamic (PDT) efficacy.

A new near infrared photosensitizing nanoplatform containing blue-emitting up-conversion nanoparticles and hypocrellin A for photodynamic therapy of cancer cells.[Pubmed:24129918]

Nanoscale. 2013 Dec 7;5(23):11910-8.

The utilization of up-conversion nanoparticles (UCNPs) for photodynamic therapy (PDT) has gained significant interest due to their unique ability to convert near infrared light to UV/visible light. Previous work mainly focused on the fabrication of green and red emitting UCNPs to load photosensitizers (PSs) for PDT. In this work, we firstly developed a new multifunctional nanoplatform combining blue-emitting UCNPs with blue-light excited PS (Hypocrellin A, HA) as a NIR photosensitizing nanoplatform for PDT of cancer cells. Tween 20 coated NaYbF4:Tm, Gd@NaGdF4 UCNPs (Tween 20-UCNPs) with strong blue up-conversion luminescence and good water dispersibility were prepared for use as PS carriers. The blue emission band matched well with the efficient absorption band of HA, thereby facilitating the resonance energy transfer from UCNPs to HA and then activating HA to produce singlet oxygen ((1)O2). The in vitro study showed that these Tween 20-UCNPs@HA complexes could efficiently produce (1)O2 to kill cancer cells under 980 nm NIR excitation. Moreover, these Gd(3+) and Yb(3+) containing nanoparticles also exhibited positive contrast effects in both T1 weighted magnetic resonance imaging (MRI) and computed tomography (CT) imaging, making them become a multifunctional platform for simultaneous PDT and bio-imaging.

Interactions of CT-DNA with Hypocrellin A and its Al(3+)-Hypocrellin A complex.[Pubmed:23523758]

Spectrochim Acta A Mol Biomol Spectrosc. 2013 May 15;109:158-63.

In this study, the chelation of Hypocrellin A (HA) with Al(3+) in water solution has been synthesized, and the interactions of HA and Al(3+)-HA complex with calf thymus DNA are in detail compared by UV-vis and fluorescence spectroscopic techniques, circular dichroism spectroscopy and viscosity measurement. The experiment results suggest that HA and Al(3+)-HA complex both could bind to CT DNA by intercalation mode, and double helix of DNA was damaged. Moreover, Al(3+)-HA complex not only displays higher absorption at therapeutic window but also displays stronger binding affinity to CT DNA than HA.

Description

Hypocrellin A, a naturally occurring PKC inhibitor, has many biological and pharmacological properties, such as antitumour, antiviral, antibacterial, and antileishmanial activities. Hypocrellin A is a promising photosensitizer for anticancer photodynamic therapy (PDT).

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