Picrocrocin
(Synonyms: 苦番紅花素) 目录号 : GC60288
Picrocrocin, the chemical most responsible for the bitter taste of saffron, is isolated from saffron and inhibits proliferation of cancer cells.
Cas No.:138-55-6
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
Picrocrocin, the chemical most responsible for the bitter taste of saffron, is isolated from saffron and inhibits proliferation of cancer cells.
Picrocrocin exerts anti-tumor activity through apoptosis, cell cycle arrest, and enhancing the ROS levels and decreases the MMP levels, also inhibiting the JAK/STAT5 signalling pathway in the SK-MEL-2 melanoma cells.[1]
[1] Yu L,et al. J BUON. 2018 Jul-Aug;23(4):1163-1168.
| Cas No. | 138-55-6 | SDF | |
| 别名 | 苦番紅花素 | ||
| Canonical SMILES | OC[C@H]([C@@H](O)[C@H](O)[C@H]1O)O[C@@]1([H])O[C@H]2CC(C)(C(C=O)=C(C)C2)C | ||
| 分子式 | C16H26O7 | 分子量 | 330.37 |
| 溶解度 | 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 | 3.0269 mL | 15.1345 mL | 30.2691 mL |
| 5 mM | 0.6054 mL | 3.0269 mL | 6.0538 mL |
| 10 mM | 0.3027 mL | 1.5135 mL | 3.0269 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。
Picrocrocin kinetics in aqueous saffron spice extracts (Crocus sativus L.) upon thermal treatment
J Agric Food Chem 2011 Jan 12;59(1):249-55.PMID:21141822DOI:10.1021/jf102828v.
The kinetics of Picrocrocin degradation in aqueous extracts of saffron upon thermal treatment from 5 to 70 °C have been studied, together with the degradation of purified Picrocrocin in water at 100 °C. The best fits to experimental data were found for a second-order kinetics model. Picrocrocin showed high stability with half-life periods (t(1/2)) ranging from >3400 h at 5 °C in saffron extracts to 9 h in the experiments with purified Picrocrocin at 100 °C. In saffron extracts, the evolution of the rate constant (k) with temperature showed maximum values at 35 °C, and filtration of the extracts contributed to Picrocrocin stability. In the case of purified Picrocrocin, the generation of safranal in the first 5 h (yield up to 7.4%) was confirmed. Spectrometric parameters used in saffron quality control (E(1cm)(1%) 257 nm and ΔΕ(pic)) were not appropriate for documenting the evolution of Picrocrocin.
Effective Isolation of Picrocrocin and Crocins from Saffron: From HPTLC to Working Standard Obtaining
Molecules 2022 Jul 3;27(13):4286.PMID:35807531DOI:10.3390/molecules27134286.
Saffron is widely cultivated and used as a spice. Recently published data on the chemical composition and pharmacological potential of saffron determine its use in pharmacy and medicine. The proposed high-performance thin-layer chromatography (HPTLC) method allows good separation of 11 analytes. The saffron quality (Iran, Ukraine, Spain, Morocco samples) assessment was based on the European Pharmacopoeia monograph and ISO 3632. The HPTLC method for the safranal, crocin, and Picrocrocin quantification was proposed and validated. The crocins content in Ukrainian saffron was from 17.80% to 33.25%. Based on qualitative and quantitative assessment results, the saffron sample from Zaporizhzhia (Ukraine) had the highest compounds content and was chosen to obtain the working standards of Picrocrocin and crocins (trans-4GG, trans-2G, trans-3Gg) by preparative chromatography. The compounds were isolated from lyophilized extract of saffron using a Symmetry Prep C18 column (300 × 19 mm × 7 µm), and identified by spectroscopic techniques (HPLC-DAD, UPLC-ESI-MS/MS). The purity of crocins and Picrocrocin was more than 97%. A novel method proposed to obtain working standards is simple and reproducible for the routine analysis of saffron quality control.
Pharmacokinetic Properties of Saffron and its Active Components
Eur J Drug Metab Pharmacokinet 2018 Aug;43(4):383-390.PMID:29134501DOI:10.1007/s13318-017-0449-3.
Saffron as a medicinal plant has many therapeutic effects. Phytochemical studies have reported that saffron is composed of at least four active ingredients which include crocin, crocetin, Picrocrocin and safranal. The carotenoids of saffron are sensitive to oxygen, light, heat and enzymatic oxidization. However, regulation of these factors is required for saffron quality. Some pharmacologic effects of saffron and its active compounds include cardioprotective, neuroprotective, memory enhancer, antidepressant and anxiolytic. Among more than 150 chemicals of saffron, the most biologically active components are two carotenoids including crocin and crocetin. Most of the pharmacokinetic studies are related to these compounds. The pharmacokinetic studies have shown that crocin is not available after oral administration in blood circulation. Crocin is converted to crocetin in intestine but after intravenous injection, the level of crocetin in plasma is low. Crocetin can distribute in different tissues because of weak interaction between crocetin and albumin. Also it can penetrate blood-brain barrier and reach CNS by passive transcellular diffusion; thus it can be effective in neurodegenerative disorders. The large portion of crocin is eliminated via feces.
Picrocrocin exhibits growth inhibitory effects against SKMEL- 2 human malignant melanoma cells by targeting JAK/ STAT5 signaling pathway, cell cycle arrest and mitochondrial mediated apoptosis
J BUON 2018 Jul-Aug;23(4):1163-1168.PMID:30358226doi
Purpose: Melanoma is one of the lethal types of skin malignancies and is responsible for significant morbidity and mortality across the globe. In this study the anticancer effects of Picrocrocin on the human SK-MEL-2 malignant melanoma cell line were evaluated along with its mode of action. Methods: The effect of Picrocrocin was evaluated on SKMEL- 2 cells by MTT assay. Apoptosis was determined by DAPI and annexin V/PI staining. The effects on reactive oxygen species (ROS), mitochondrial membrane potential (MMP) and cell cycle analysis were performed by flow cytometry. Expression of the proteins (JAK/STAT5) was estimated by western blotting. Results: Picrocrocin exerted growth inhibitory effects on the SK-MEL-2 melanoma cells. The IC50 of Picrocrocin against the SK-MEL-2 cells was 20 μM at 24-h incubation. The antiproliferative activity of Picrocrocin was due to apoptosis and cell cycle arrest. In addition, Picrocrocin enhanced the ROS levels and decreased the MMP levels of SK-MEL-2 cells. Finally, Picrocrocin inhibited the JAK/STAT5 signalling pathway in the SK-MEL-2 melanoma cells. Conclusions: Taken together, these results indicate that Picrocrocin can prove to be an important molecule in the search of more efficient therapies for melanoma.
Quantification of crocin, Picrocrocin and safranal in saffron stigmas obtained from sounded corms with acoustic waves
Phytochem Anal 2021 Nov;32(6):1059-1066.PMID:33884676DOI:10.1002/pca.3047.
Introduction: Plant acoustic frequency technology (PAFT) is the effect or treatment of a plant with a specific frequency sound wave. Objective: The sound waves with different frequencies and a sound pressure level 77 dB were emitted on the saffron corms in a controlled environment using aeroponic cultivation and the contents of crocin, Picrocrocin and safranal in their produced stigmas were analysed by high-performance liquid chromatography. For this purpose, the corms were divided into two groups. In group 1, sound waves with the frequencies of 0.5, 1 and 2 kHz were emitted on saffron corms in different stages of sprouting, flowering and the whole stage of sprouting and flowering. In group 2, sonication was performed on the corms during the flowering stage at 4, 8, 12 and 16 kHz frequencies. Results: The changes in the contents of crocin, Picrocrocin and safranal were not significantly compared to the control at 0.5, 1 and 2 kHz frequencies in the stages of sprouting and flowering of corms. While the higher frequencies (4, 8, 12 and 16 kHz) in flowering stage were affected significantly, the crocin and Picrocrocin content increased 8.5% and 30%, applying the frequency of 12 and 8 kHz, respectively. Also, the effect of sound exposure time per day with the frequency of 16 kHz at 15, 30 and 60 min were investigated. Conclusion: The findings showed that the corms could be affected by sounding in the different stages of growth of the corm and also in the content of secondary metabolites.