Bostrycin
(Synonyms: Rhodosporin) 目录号 : GC40009An anthraquinone with diverse biological activities
Cas No.:21879-81-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Bostrycin is an anthraquinone originally isolated from B. alpestre that has diverse biological activities, including antibacterial, antiproliferative, and phytotoxic properties. It is active against Gram-positive bacteria, including methicillin-resistant S. aureus (MRSA), M. tuberculosis, and C. botulinum. Bostrycin inhibits proliferation of A549 lung adenocarcinoma cells when used at concentrations ranging from 10 to 30 µM, as well as halts the cell cycle at the G0/G1 phase and induces apoptosis in A549 cells. It is a phytotoxin that induces necrosis of water hyacinth leaves when used at a concentration of approximately 7 µg/ml. Bostrycin has been used as a cross-linking agent for protein immobilization that retains bacteriostatic activity when immobilized on nonwoven polypropylene fabric.
| Cas No. | 21879-81-2 | SDF | |
| 别名 | Rhodosporin | ||
| Canonical SMILES | O=C(C(OC)=C1)C2=C(C(O)=C([C@H](O)[C@@H](O)[C@](O)(C)C3)C3=C2O)C1=O | ||
| 分子式 | C16H16O8 | 分子量 | 336.3 |
| 溶解度 | DMSO: 1 mg/ml | 储存条件 | Store at -20°C |
| 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 | 2.9735 mL | 14.8677 mL | 29.7354 mL |
| 5 mM | 0.5947 mL | 2.9735 mL | 5.9471 mL |
| 10 mM | 0.2974 mL | 1.4868 mL | 2.9735 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。
Bostrycin
Acta Crystallogr Sect E Struct Rep Online 2008 Oct 31;64(Pt 11):o2226.PMID:21581081DOI:10.1107/S1600536808032030.
The title compound, C(16)H(16)O(8), is a potent nonspecific phyto-toxin. The crystal structure is the average of two tauto-mers, 5,6,7,9,10-penta-hydr-oxy-2-meth-oxy-7-methyl-1,4,5,6,7,8-hexa-hydro-anthracene-1,4-dione and 1,4,5,6,7-pentahydr-oxy-2-meth--oxy-7-methyl-5,6,7,8,9,10-hexa-hydro-anthracene-9,10-di-one. The cyclo-hexene rings in both tautomers display a half-chair conformation. An extensive O-H?O hydrogen-bonding network is present in the crystal structure.
Bostrycin inhibits growth of tongue squamous cell carcinoma cells by inducing mitochondrial apoptosis
Transl Cancer Res 2020 Jun;9(6):3926-3936.PMID:35117759DOI:10.21037/tcr-19-2076.
Background: Bostrycin is a natural pigment product with anthraquinone skeleton, which has excellent inhibitory effect on a variety cancer cells. However, its suppression on tongue squamous cell carcinoma has not been reported. Methods: We studied the effects of Bostrycin on the cell growth and apoptosis of tongue squamous cell carcinoma in vitro, and explored its mechanism. Results: Bostrycin could inhibit the proliferation and migration of tongue squamous cell carcinoma by arresting cell cycle at G2/M phase, and inducing cell apoptosis with mitochondrial membrane potential changes. West-blotting analysis also showed that Bostrycin could inhibit the growth of tongue squamous cell carcinoma cells by activating the apoptosis-related signal proteins especially in mitochondrial apoptotic pathway. Conclusions: Bostrycin can be used as a new anti-tumor candidate drug for further research. Our study provides reference for the potential application of Bostrycin in the treatment of the tongue squamous cell carcinoma.
Bostrycin production by agro-industrial residues and its potential for food processing
Food Sci Biotechnol 2017 May 29;26(3):715-721.PMID:30263596DOI:10.1007/s10068-017-0082-6.
Bostrycin, a red antibacterial agent produced by Nigrospora sp. no. 407, is considered for meat processing. To optimize production, the culture conditions of submerged fermentation (SmF) and solid-state fermentation (SSF) were investigated. The optimal SmF conditions were a medium containing 1.0% cane molasses and incubation at 30 °C and 150 rpm for 6 days. In SSF, other than Bostrycin, less pigment was produced and the optimal ratio of bagasse to water was 1:2 for 10 days. The production and recovery rate of Bostrycin by SmF were 120 mg/L and 40%, respectively. Bostrycin exhibited thermostable, pH-dependent color change and dose-dependent antibacterial activity against Clostridium botulinum. Bostrycin-modified meat turned strong red for at least 24 h and could not be removed by washing; Bostrycin maintained its antibacterial activity with a bacteriostasis rate of 91% on Staphylcoccus aureus. This is an easy and inexpensive means of acquiring Bostrycin from molasses and sugarcane.
Optimal fermentation time for Nigrospora-fermented tea rich in Bostrycin
J Sci Food Agric 2021 Apr;101(6):2483-2490.PMID:33058154DOI:10.1002/jsfa.10874.
Background: Bostrycin has many biological functions, such as anticancer activity, and is becoming increasingly popular. Nigrospora sphaerica HCH285, which has the ability to produce high levels of Bostrycin, can be used to ferment sun-dried green tea of Camellia sinensis through acclimation, resulting in the development of a Nigrospora-fermented tea. The effects of fermentation time on the production of Bostrycin by the HCH285 strain were investigated. Results: After 45 days of fermentation, the Bostrycin content reached 3.18 g kg-1 , which is the highest level during the whole fermentation. At 50 days, the tea liquor was red, had a strong mushroom odour and a sweet taste, and presented optimal quality. The contents of free amino acids, tea polyphenols and soluble sugars in the fermented tea decreased generally during the fermentation, although the content of water-soluble substances increased. Additionally, the results of a 14-day acute oral toxicity test showed that Nigrospora-fermented tea was nontoxic. Conclusion: The optimum fermentation time of Nigrospora-fermented tea was concluded to be 45-50 days. These results provide insights with respect to the development of tea biotechnology and new tea products with active ingredients. ? 2020 Society of Chemical Industry.
Proteomic characterization of Mycobacterium tuberculosis reveals potential targets of Bostrycin
J Proteomics 2020 Feb 10;212:103576.PMID:31706025DOI:10.1016/j.jprot.2019.103576.
Tuberculosis (TB) is caused by bacterial pathogen Mycobacterium tuberculosis (Mtb) and remains a major health problem worldwide. The increasing prevalence of drug-resistant Mtb strains and the extended duration of anti-TB regimens have created an urgent need for new anti-tuberculosis antibiotics with novel targets or inhibitory strategies. Anthracenedione compound Bostrycin has been shown to inhibit the growth of Mtb in vitro and inhibit the activity of the effector protein tyrosine phosphatase (MptpB) secreted by Mtb. In this study, we characterized the proteomic profile of the Mtb strain H37Ra exposed to 1 mg/L and 25 mg/L of Bostrycin for 24 h. Bioinformatic analysis of the differential abundant proteins indicated that Bostrycin treatment may induce oxidative stress and interfere with essential processes such as synthesis of NAD(+) and the tricarboxylic acid cycle in mycobacteria. Then, the molecular docking of Bostrycin and 15 candidates of targeted proteins showed that Rv3684 and Rv1908c got higher scores compared to MptpB, suggesting the direct interaction of Bostrycin and these two proteins. Further docking of potential targeted proteins with the functional group-removal derivatives of Bostrycin revealed possible key functional groups of Bostrycin and provides direction for the modification of Bostrycin in future. BIOLOGICAL SIGNIFICANCE: It is a challenging work to determine the potential target(s) of an antibiotic accurately and quickly. In this study, we conducted a proteomic analysis of Mtb responding to the treatment of Bostrycin, and provided insight into the inhibiting mechanism of this anti-Mtb compound. The proper interaction of Bostrycin and targeted proteins, as well as the interacting residues of targets, and functional groups of Bostrycin were also identified within the docking surface, providing a direction for further modification of Bostrycin. Our study also suggests a reference for the interaction analysis between mycobacteria and antibiotics, and provides potential targets information for other active anthraquinones.