Citropten
(Synonyms: 5,7-二甲氧基香豆素; 5,7-Dimethoxycoumarin; Limettin) 目录号 : GC46121
A coumarin with diverse biological activities
Cas No.:487-06-9
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
Citropten is a coumarin that has been found in bergamot extracts and has diverse biological activities.1,2,3,4 It reduces IL-8 mRNA accumulation induced by TNF-α or heat-inactivated P. aeruginosa in IB3-1 cells derived from cystic fibrosis patients.1 Citropten induces cell cycle arrest at the G1 phase and inhibits proliferation of A375, MCF-7, PC3, and SW620 cancer cells (IC50s = 250-325 μM).2 It is active against various Gram-positive and Gram-negative bacteria (MICs = 16-64 μg/ml).3 Citropten increases prothrombin time in isolated rat platelet-poor plasma. In vivo, citropten (10 mg/kg) prevents decreases in locomotor activity and increases in hippocampal monoamine oxidase A (MAO-A) levels in a rat model of chronic mild stress-induced depression.4
|1. Borgatti, M., Mancini, I., Bianchi, N., et al. Bergamot (Citrus bergamia Risso) fruit extracts and identified components alter expression of interleukin 8 gene in cystic fibrosis bronchial epithelial cell lines. BMC Biochem. 12, 15 (2011).|2. Alesiani, D., Cicconi, R., Mattei, M., et al. Cell cycle arrest and differentiation induction by 5,7-dimethoxycoumarin in melanoma cell lines. Int. J. Oncol. 32(2), 425-434 (2008).|3. Rosselli, S., Maggio, A., Bellone, G., et al. Antibacterial and anticoagulant activities of coumarins isolated from the flowers of Magydaris tomentosa. Planta Med. 73(2), 116-120 (2006).|4. Yang, W., and Wang, H. 5,7-Dimethoxycoumarin prevents chronic mild stress induced depression in rats through increase in the expression of heat shock protein-70 and inhibition of monoamine oxidase-A levels. Saudi J. Biol. Sci. 25(2), 253-258 (2018).
| Cas No. | 487-06-9 | SDF | |
| 别名 | 5,7-二甲氧基香豆素; 5,7-Dimethoxycoumarin; Limettin | ||
| Canonical SMILES | O=C1C=CC2=C(OC)C=C(OC)C=C2O1 | ||
| 分子式 | C11H10O4 | 分子量 | 206.2 |
| 溶解度 | DMF: 25 mg/ml,DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml,DMSO: 14 mg/ml,Ethanol: 3 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 | 4.8497 mL | 24.2483 mL | 48.4966 mL |
| 5 mM | 0.9699 mL | 4.8497 mL | 9.6993 mL |
| 10 mM | 0.485 mL | 2.4248 mL | 4.8497 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。
Ameliorative Effect of Citropten Isolated from Citrusaurantifolia Peel Extract as a Modulator of T Cell and Intestinal Epithelial Cell Activity in DSS-Induced Colitis
Molecules 2022 Jul 20;27(14):4633.PMID:35889507DOI:10.3390/molecules27144633.
Citropten is a coumarin that is mainly found in fruits of Rutaceae trees, but its anti-inflammatory activities in colitis is still unknown. In this study, we investigated its attenuating effect of Citropten isolated from Citrus aurantifolia extract on DSS-induced colitis through the modulation of the activity of T cells and intestinal epithelial cells. We found that pre-treatment with Citropten downregulates the activity of T cells and intestinal epithelial cells without a negative effect on the viability of Jurkat and HT-29 cells. The results from the Western blot analysis revealed that pre-treatment with Citropten reduces the NFκB and MAPK signaling pathway in activated T cells and intestinal epithelial cells. We elucidated that the oral administration of Citropten alleviates the colonic inflammation and activity of effector T cells in DSS-induced colitis by measuring changes in body weight, histological scoring from H&E-stained sections, mRNA levels of pro-inflammatory cytokines and the phosphorylation level of the MAPK signaling pathway.
Citropten and bergapten suction blister fluid concentrations after solar product application in man
Skin Pharmacol 1991;4(2):100-8.PMID:1878243DOI:10.1159/000210931.
Citropten (5,7-dimethoxycoumarin) and bergapten (5-methoxypsoralen) are present in bergamot oil which is used as a cosmetic tanning product. The aim of this study was to quantify, using HPLC, the amount of Citropten and bergapten in the skin after the application of suntan products (emulsion and oil formulations). A suction blister technique, performed on the volar aspect of the forearm, permitted the collection of these two molecules. The blister fluid concentrations were 37 and 51 ng/ml (emulsion) and 26 and 23 ng/ml (oil), respectively, for Citropten and bergapten. Our results show that the suction blister technique could be used for comparing transepidermal penetration of several compounds in vivo in man.
High-performance liquid chromatographic determination of Citropten and bergapten in suction blister fluid after solar product application in humans
J Chromatogr 1991 Feb 15;563(2):407-13.PMID:2056004DOI:10.1016/0378-4347(91)80049-i.
Citropten (5,7-dimethoxycoumarin) and bergapten (5-methoxypsoralen) are present in bergamot oil which is used as a tanning cosmetic product. The aim of this study was to quantify, using high-performance liquid chromatography, the amount of Citropten and bergapten in the skin after suntan products application (an emulsion and an oil formulation). A suction blister technique performed of the anterior aspect of the forearm permitted the collection of these two accumulated molecules. Fluorometric and ultraviolet detections were used for Citropten and bergapten determinations, respectively.
Distinguishing citrus varieties based on genetic and compositional analyses
PLoS One 2022 Apr 18;17(4):e0267007.PMID:35436309DOI:10.1371/journal.pone.0267007.
Simple sequence repeats (SSR) markers and secondary metabolite composition were used in combination to study seven varieties of citrus for the first time. With reference to established accessions of citrus, two of the varieties (Chanh Giay and Ma Nao Pan) were predicted to be Mexican key limes, while three were mandarin hybrids (Nagpur, Pontianak and Dalandan) and the remaining two (Qicheng and Mosambi) were related to the sweet orange. Notably, Dalandan was genetically more like a mandarin despite often referred to as an orange locally, whereas Mosambi was more likely to be a sweet orange hybrid although it has also been called a sweet lime due to its green peel and small size. Several key secondary metabolites such as polymethoxyflavones (sinensetin, tangeretin etc.), furanocoumarins (bergapten, Citropten etc.) and volatiles (citronellol, α-sinensal etc.) were identified to be potential biomarkers for separation of citrus species. However, despite having similar genetic profiles, variations in the volatile profile of the two limes were observed; similarly, there were differences in the secondary metabolite profiles of the three mandarin hybrids despite having a common ancestral parent, highlighting the usefulness of genetic and compositional analyses in combination for revealing both origins and flavour profiles especially in citrus hybrids. This knowledge would be crucial for variety screening and selection for use in flavour or fragrance creation and application.
Nanodiamonds coupled with 5,7-dimethoxycoumarin, a plant bioactive metabolite, interfere with the mitotic process in B16F10 cells altering the actin organization
Int J Nanomedicine 2016 Feb 3;11:557-74.PMID:26893562DOI:10.2147/IJN.S96614.
For the first time, we coupled reduced detonation nanodiamonds (NDs) with a plant secondary metabolite, Citropten (5,7-dimethoxycoumarin), and demonstrated how this complex was able to reduce B16F10 tumor cell growth more effectively than treatment with the pure molecule. These results encouraged us to find out the specific mechanism underlying this phenomenon. Internalization kinetics and quantification of Citropten in cells after treatment with its pure or ND-conjugated form were measured, and it was revealed that the coupling between NDs and Citropten was essential for the biological properties of the complex. We showed that the adduct was not able to induce apoptosis, senescence, or differentiation, but it determined cell cycle arrest, morphological changes, and alteration of mRNA levels of the cytoskeletal-related genes. The identification of metaphasic nuclei and irregular disposition of β-actin in the cell cytoplasm supported the hypothesis that Citropten conjugated with NDs showed antimitotic properties in B16F10 cells. This work can be considered a pioneering piece of research that could promote and support the biomedical use of plant drug-functionalized NDs in cancer therapy.