Hypocrellin B
(Synonyms: 竹红菌乙素) 目录号 : GC36283
A fungal metabolite
Cas No.:123940-54-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Hypocrellin B is a fungal metabolite that has been found in H. bambuase and has anticancer and antibacterial activities.1,2 It acts as a sonosensitizer, decreasing the viability of MDA-MB-231 breast cancer cells and inducing apoptosis in the presence of ultrasound exposure, effects that can be inhibited by the caspase inhibitor z-VAD-FMK.1 It also increases the production of reactive oxygen species (ROS) in MDA-MB-231 cells when used at a concentration of 2.5 ?M with concomitant ultrasound exposure. Hypocrellin B (20 ?M), in combination with ultrasound sonication, is active against methicillin-resistant S. aureus (MRSA).2
1.Jia, Y., Wang, X., Liu, Q., et al.Sonodynamic action of hypocrellin B triggers cell apoptoisis of breast cancer cells involving caspase pathwayUltrasonics73154-161(2017) 2.Leung, A.W.N., Ip, M., Xu, C.S., et al.Sonodynamic bactericidal efficacy of hypocrellin A and B against methicillin-resistant Staphylococcus aureusHong Kong Med. J.23 Suppl 5(4)36-37(2017)
| Cas No. | 123940-54-5 | SDF | |
| 别名 | 竹红菌乙素 | ||
| Canonical SMILES | CC(C1)=C(C(C)=O)C(C2=C(C3=C(O)C=C4OC)C4=C5C(OC)=CC(O)=C6C5=C2C1=C(OC)C6=O)=C(OC)C3=O | ||
| 分子式 | C30H24O9 | 分子量 | 528.51 |
| 溶解度 | DMF: soluble,DMSO: soluble | 储存条件 | 4°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.8921 mL | 9.4606 mL | 18.9211 mL |
| 5 mM | 0.3784 mL | 1.8921 mL | 3.7842 mL |
| 10 mM | 0.1892 mL | 0.9461 mL | 1.8921 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Sonodynamic action of Hypocrellin B on methicillin-resistant Staphylococcus aureus
Ultrasonics 2016 Feb;65:137-44.PMID:26482395DOI:10.1016/j.ultras.2015.10.008.
Methicillin-resistant Staphylococcus aureus (MRSA) commonly causes refractory infections and has recently become a serious public health concern. The present study was designed to investigate sonodynamic action of Hypocrellin B on MRSA. A MRSA strain (ATCC BAA-43) was used in the present study. The dark toxicity of Hypocrellin B on MRSA and its uptake in MRSA first were measured. And then bacteria were incubated with Hypocrellin B and exposed to ultrasound. After sonodynamic treatment, colony forming unit assay and bacterial viability assay were conducted. Membrane permeability assay, DNA fragmentation assay, and DNA synthesis assay were also performed to examine the underlying mechanism. The results showed that Hypocrellin B at concentrations of up to 500 μM had no toxicity to MRSA in the dark. After incubation for 50 min, Hypocrellin B could be maximally absorbed by MRSA, and exhibited significant sonodynamic activity in a dose-dependent manner. The 5-log reduction in colony forming unit (CFU) was observed after Hypocrellin B (40 μM) treatment at an intensity of 1.38 W/cm(2) ultrasound for 5 min. Compared to the control, Hypocrellin B alone and ultrasound sonication alone group, more dead cells were found and bacterial membrane integrity was notably damaged after sonodynamic treatment of Hypocrellin B. However, no remarkable DNA damage was found in MRSA after sonodynamic treatment of Hypocrellin B. All the findings demonstrated that Hypocrellin B could serve as a potential antibacterial sonosensitizer to significantly cause damage to the membrane integrity of MRSA and inhibit its growth under ultrasound sonication.
Hypocrellin B enhances ultrasound-induced cell death of nasopharyngeal carcinoma cells
Ultrasound Med Biol 2010 Feb;36(2):336-42.PMID:20018428DOI:10.1016/j.ultrasmedbio.2009.09.007.
Hypocrellin B, a natural pigment from a traditional Chinese herb, has been attracting extensive attention. The present study aims to investigate whether Hypocrellin B can enhance cell death induced by ultrasound sonification on nasopharyngeal carcinoma cells in vitro. The sonodynamic action of Hypocrellin B was investigated on nasopharyngeal carcinoma cell line CNE2 cells as tumor model cells. In the experiments, the Hypocrellin B concentration was kept constant at 2.5 microM and the cells were subject to ultrasound exposure for 15 s at an intensity of 0.65 W/cm(2). Cytotoxicity was investigated 24 h after ultrasound sonification. Apoptosis was evaluated using flow cytometry with annexin V-FITC and propidium iodine staining and nuclear staining with Hoechst 33258. Cell ultrastructure morphology was observed using transmission electron microscopy (TEM). No significant dark cytotoxicity of Hypocrellin B in the CNE2 cells was observed at the concentration of 2.5 microM. The cell death rate induced by ultrasound sonification was significantly higher in the presence of Hypocrellin B than in the absence of Hypocrellin B. Flow cytometry showed that ultrasound exposure in the presence of Hypocrellin B significantly increased the early and late apoptotic rate, 18.64% and 22.57%, respectively, compared with the controls. Nuclear condensation was observed in the nuclear staining and swollen mitochondria and more vacuolar and broken cell membrane were found in TEM after the treatment of Hypocrellin B and ultrasound. Our findings demonstrated that the presence of Hypocrellin B significantly enhanced the cytotoxicity of ultrasound radiation in CNE2 cells, suggesting that Hypocrellin B is a novel sonosensitizer and hypocrellin B-mediated sonodynamic therapy is a potential therapeutic modality in the management of malignant tumors.
Hypocrellin B-based activatable photosensitizers for specific photodynamic effects against high H2O2-expressing cancer cells
Chem Commun (Camb) 2021 Dec 23;58(2):242-245.PMID:34850796DOI:10.1039/d1cc05823a.
A novel tumor-related biomarker, a H2O2-activatable photosensitizer 4 based on the 1,3-dicarbonyl enol moieties of Hypocrellin B (3), was designed and synthesized. The photosensitizer 4 showed a blue-shifted absorption band compared with 3, and showed negligible photosensitizing ability without H2O2. However, the release of 3 from 4 by the reaction with H2O2 regenerated the photosensitizing ability. Furthermore, 4 exhibited selective and effective photo-cytotoxicity against high H2O2-expressing cancer cells upon photo-irradiation with 660 nm light, which is inside the phototherapeutic window.
Hypocrellin B in hepatocellular carcinoma cells: Subcellular localization and sonodynamic damage
Int J Radiat Biol 2015 May;91(5):399-406.PMID:25565557DOI:10.3109/09553002.2015.1001532.
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 μM 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.
Ultrasound-Enhanced Self-Exciting Photodynamic Therapy Based on Hypocrellin B
Chem Asian J 2021 May 17;16(10):1221-1224.PMID:33881805DOI:10.1002/asia.202100205.
Peroxalate CL as an energy source to excite photosensitizers has attracted tremendous attention in photodynamic therapy (PDT). In this work, peroxyoxalate CPPO and Hypocrellin B (HB)-based nanoparticles (CBNPs) for ultrasound (US)-enhanced self-exciting PDT were designed and prepared. CBNPs showed an excellent therapeutic effect against cancer cells with the assistance of US. This US-enhanced-chemiluminescence system avoids the dependence on external light and provides an example for inspiring more effective and precise strategies for cancer treatment.