Xanthyletin
(Synonyms: 花椒树皮素甲) 目录号 : GC32322
A coumarin
Cas No.:553-19-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Xanthyletin is a coumarin that has been found in Z. avicennae and has diverse biological activities, including antifungal, antioxidant, and anticancer properties.1,2,3 It is active against the fungi R. solani, F. graminearum, and P. oryzae (IC50s = 49.1, 117.2, and 31.6 mg/L, respectively).1 Xanthyletin (50 mg/L) is also active against F. oxysporum, A. solani, and S. sclerotiorum. It reduces LPS-induced production of nitric oxide (NO) in BV-2 microglial cells with an IC50 value of 5.4 ?M.2 Xanthyletin inhibits proliferation of A549 lung, MCF-7 breast, and PC3 prostate cancer cells (IC50s = 80.1, 19.3, and 97.2 ?g/ml, respectively).3
1.Xiong, Y., Huang, G., Yao, Z., et al.Screening effective antifungal substances from the bark and leaves of Zanthoxylum avicennae by the bioactivity-guided isolation methodMolecules24(23)E4207(2019) 2.Chan, Y.-Y., Li, C.-H., Shen, Y.-C., et al.Anti-inflammatory principles from the stem and root barks of Citrus medicaChem. Pharm. Bull. (Tokyo)58(1)61-65(2010) 3.Tahsin, T., Wansi, J.D., Al-Groshi, A., et al.Cytotoxic properties of the stem bark of Citrus reticulata blanco (Rutaceae)Phytother. Res.31(8)1215-1219(2017)
| Cas No. | 553-19-5 | SDF | |
| 别名 | 花椒树皮素甲 | ||
| Canonical SMILES | O=C(O1)C=CC(C1=C2)=CC3=C2OC(C)(C)C=C3 | ||
| 分子式 | C14H12O3 | 分子量 | 228.24 |
| 溶解度 | Soluble in DMSO | 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 | 4.3814 mL | 21.9068 mL | 43.8135 mL |
| 5 mM | 0.8763 mL | 4.3814 mL | 8.7627 mL |
| 10 mM | 0.4381 mL | 2.1907 mL | 4.3814 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。
Evaluation of antifungal effect and toxicity of Xanthyletin and two bacterial metabolites against Thai isolates of Pythium insidiosum
Sci Rep 2020 Mar 11;10(1):4495.PMID:32161276DOI:10.1038/s41598-020-61271-0.
Pythiosis is a harmful disease caused by Pythium insidiosum, an aquatic oomycete. Therapeutic protocols based on antifungal drugs are often ineffective because the cytoplasmic membrane of P. insidiosum does not contain ergosterol. Therefore, the treatment of pythiosis is still challenging, particularly making use of natural products and secondary metabolites from bacteria. In this study, Xanthyletin and substances obtained from Pseudomonas stutzeri ST1302 and Klebsiella pneumoniae ST2501 exhibited anti-P. insidiosum activity and, moreover, Xanthyletin was non-toxic against human cell lines. The hyphae of P. insidiosum treated with these three substances exhibited lysis holes on a rough surface and release of anamorphic material. Therefore, Xanthyletin could be considered a promising alternative agent for treating cutaneous pythiosis in the near future.
Analysis of Xanthyletin and secondary metabolites from Pseudomonas stutzeri ST1302 and Klebsiella pneumoniae ST2501 against Pythium insidiosum
BMC Microbiol 2019 Apr 16;19(1):78.PMID:30991991DOI:10.1186/s12866-019-1452-4.
Background: Pythium insidiosum is a member of the oomycetes class of aquatic fungus-like microorganisms. It can infect humans and animals through skin wounds and the eyes, causing pythiosis, an infectious disease with high morbidity and mortality rates. Antifungal agents are ineffective as pythiosis treatments because ergosterol, the target site of most antifungal agents, is not found in the P. insidiosum cytoplasmic membrane. The best choice for treatment is surgical removal of the infected organ. While natural plant products or secretory substances from bacterial flora have exhibited in vitro anti-P. insidiosum activity, their mechanism of action remains unknown. Therefore, this study hypothesized that the mechanism of action could be related to changes in P. insidiosum biochemical composition (such as lipid, carbohydrate, protein or nucleic acid) following exposure to the inhibitory substances. The biochemical composition of P. insidiosum was investigated by Synchrotron radiation-based Fourier-transform infrared (FTIR) microspectroscopy. Results: Fraction No.6 from the crude extract of P. stutzeri ST1302, fraction No.1 from the crude extract of K. pneumoniae ST2501 and Xanthyletin were used as anti-P. insidiosum substances, with MFCs at 3.125, 1.57-1.91, 0.003 mg/ml, respectively. The synchrotron FTIR results show that the deconvoluted peak distributions in the amide I, amide II, and mixed regions were significantly different between the treatment and control groups. Conclusions: Xanthyletin and the secondary metabolites from P. stutzeri ST1302 and K. pneumoniae ST2501 exerted anti-P. insidiosum activity that clearly changed the proteins in P. insidiosum. Further study, including proteomics analysis and in vivo susceptibility testing, should be undertaken to develop a better understanding of the mechanism of anti-P. insidiosum activity.
Isolation of Xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography
J Chromatogr A 2009 May 8;1216(19):4307-12.PMID:19296958DOI:10.1016/j.chroma.2009.02.066.
Xanthyletin, an inhibitor of symbiotic fungus (Leucoagaricus gongylophorus) of leaf-cutting ant (Atta sexdens rubropilosa), as well as suberosin, seselin and xanthoxyletin were isolated from Citrus sinensis grafted on Citrus limonia. A two-phase solvent system composed of hexane/ethanol/acetonitrile/water (10:8:1:1, v/v) was used for the high-speed counter-current chromatographic isolation of Xanthyletin with high yield and over 99% purity as determined by liquid and gas chromatography with mass spectrometry detection. Identifications were performed by UV spectra, IR spectra, (1)H NMR and (13)C NMR.
Synthesis and cytotoxic activity of pyranocoumarins of the seselin and Xanthyletin series
J Nat Prod 1998 Aug;61(8):982-6.PMID:9722480DOI:10.1021/np9800295.
The synthesis of known (3-6) and new (7-10 and 14-22) coumarins in the seselin and Xanthyletin series is described. The cytotoxic activity of compounds 3-22 was carried out in vitro on L-1210 cells. The most active compounds were 9, 16, 18, and 20 in the seselin series and 10, 17, and 19 in the Xanthyletin series. Structure-activity relationships are discussed.
Phytochemical and antimicrobial study of Pilocarpus pennatifolius Lemaire
Fitoterapia 2018 Nov;131:1-8.PMID:30240843DOI:10.1016/j.fitote.2018.09.009.
The investigation of the crude extract of leaves and bark of Pilocarpus pennatifolius Lemaire allowed isolated of a not yet described coumarin, together with three known coumarins (bergapten, xanthotoxin and dimethyl allyl Xanthyletin), and a not yet described imidazole alkaloid. All structures were established by means of spectral analysis, including extensive 2D NMR studies. In addition, the alkaloid had its absolute stereochemistry determined by X-ray diffraction. Meanwhile, extracts and pure compounds were tested against various strains of bacteria and fungi, showing promising antimicrobial activities. We highlight the activities of crude bark methanol extract (CBME), of the leaf basic acetate fraction (LBAcF), and of compound 2 against the Gram negative bacteria Shigella flexneri (MICs = 7.8, 7.8 and 3.12 渭g路mL-1, respectively), of compound 5 against the Gram positive Enterococcus fecalis (MIC = 1.56 渭g路mL-1), and against two Gram negative bacteria Salmonella enteritidis (MIC = 1.56 渭g路mL-1), and Pseudomonas aeruginosa (MIC = 6.25 渭g路ml-1). On the other hand, CBME and compounds 3-5 showed excellent activity against the fungus Candida krusei with MICs of 15.6, 1.56, and 3.12 渭g路mL-1 respectively, as actives or better than the antifungal standard fluconazole (MIC = 3.12 渭g路mL-1).