Isolindleyin
目录号 : GC68399Isolindleyin 是一种丁酰苯，是酪氨酸酶抑制剂，对人酪氨酸酶的 Kd 值为 54.8 μM。Isolindleyin 具有抗炎和抗黑色素生成活性，可用于缓解疼痛的研究。
Cas No.:87075-18-1
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Isolindleyin, a butyrophenone, is a Tyrosinase inhibitor, with a Kd of 54.8 μM for human tyrosinase. Isolindleyin exhibits anti-inflammatory, analgesic and anti-melanogenic activities[1].
Isolindley (1-500 μM; 7 days) suppresses melanin synthesis in human epidermal melanocytes[1].
[1]. Lee JY, et, al. Isolindleyin exerts anti-melanogenic effects in human epidermal melanocytes via direct binding to tyrosinase. Biochem Biophys Res Commun. 2021 Jan 1;534:802-807.
| Cas No. | 87075-18-1 | SDF | Download SDF |
| 分子式 | C23H26O11 | 分子量 | 478.45 |
| 溶解度 | 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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 2.0901 mL | 10.4504 mL | 20.9008 mL |
| 5 mM | 0.418 mL | 2.0901 mL | 4.1802 mL |
| 10 mM | 0.209 mL | 1.045 mL | 2.0901 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。
Isolindleyin exerts anti-melanogenic effects in human epidermal melanocytes via direct binding to tyrosinase
Biochem Biophys Res Commun 2021 Jan 1;534:802-807.PMID:33162034DOI:10.1016/j.bbrc.2020.10.105.
To overcome dermatological concerns causing abnormally excessive melanin synthesis, highly effective and safe skin depigmentation compounds have been identified in the cosmetic and pharmaceutical industries. Among several methods used to achieve skin depigmentation, inhibition of tyrosinase is one of the most effective, since tyrosinase is a crucial enzyme in melanogenesis. Herein, Isolindleyin, a novel inhibitor of human tyrosinase, was introduced and evaluated for its anti-melanogenic effects in human epidermal melanocytes. The results revealed that Isolindleyin was directly bound to tyrosinase and it suppressed melanin synthesis. The binding mode between Isolindleyin and the active sites of human tyrosinase was investigated using computational molecular docking at the atomic level. Isolindleyin binding was found to be stabilized by hydrophobic interactions between His 367 and Val 377 and by hydrogen bonds between Ser 380 and Asn 364. The results of this study revealed the anti-melanogenic effects of Isolindleyin that could contribute toward overcoming dermatological concerns that cause abnormally excessive melanin synthesis.
[Determination of four n-butyrophenone compounds contained in rhubarb using RP-HPLC]
Zhongguo Zhong Yao Za Zhi 2012 Sep;37(17):2594-6.PMID:23236758doi
Objective: To establish the method for determining the contets of 4-(4'-hydroxyphenyl)-2-butanone, lindleyin, Isolindleyin, and 4-(4'-hydroxyphenyl )-2-butanone-4'-O-beta-D-(2"-O-galloyl-6"-O-cinnamoyl)-glucopyranoside contained in rhubarb. Method: Agilent Zorbax SB-C18 analytical column (4.6 mm x 250 mm, 5 microm) was adopted as the chromatographic column, with acetonitrile-0.05% phosphoric acid as mobile phase for gradient elute. The flow rate was 1 mL x min(-1), and detective wavelength was set at 268 nm. Result: 4-(4'-hydroxyphenyl)-2-butanone, lindleyin, Isolindleyin, and 4-(4'-hydroxyphenyl)-2-butanone-4'-O-beta-D-(2"-O-galloyl-6"-O-cinnamoyl)-glucopyranoside showed good resolutions . The four standard curves displayed good linear relationship within the detection rate (r > 0.9999), with their detection limit of less than 1.76 ng and quantitation limit of less than 4.98 ng. At the high, medium and low levels, their RSDs of inter- and intra-day precision were less than 2.3%, with recovery of more than 91.8%. Conclusion: The method is so simple, rapid, accurate and reliable that it can provide reference for comprehensive quality evaluation on rhubarb.
Phenols from the roots of Rheum palmatum attenuate chemotaxis in rat hepatic stellate cells
Planta Med 2008 Aug;74(10):1246-52.PMID:18612943DOI:10.1055/s-2008-1074581.
In liver injury, hepatic stellate cells (HSCs) acquire an activated phenotype, migrate to the injured region in response to chemotactic factors and produce extracellular matrix (ECM) proteins including alpha-smooth muscle actin (alpha-SMA) and collagen in order to repair the damage. HSC-T6, a cell line of rat HSCs, was used in in vitro experiments. TGF-beta1 was used as a chemoattractant. The expression of alpha-SMA was used as a marker of activated hepatic stellate cells and cell migration was assayed with the Transwell method to investigate the active principles of the roots of Rheum palmatum L. (Dahuang), a well-known traditional Chinese herb used for treating liver diseases. Under cell activation and chemotaxis-directed fractionation and purification, four anthraquinones, rhein ( 1), emodin ( 2), chrysophanol ( 3) and physcion ( 4), and four phenylbutanoids, lindleyin ( 5), Isolindleyin ( 7), 4-(4'-hydroxyphenyl)-2-butanone 4'- O-beta- D-glucopyranoside ( 8), and 4-(4'-hydroxyphenyl)-2-butanone ( 9), and a stilbene, 3,5,4'-trihydroxystilbene 4'- O-beta- D-glucopyranoside 6'- O-gallate ( 6) were isolated from the active fractions. Among them, compounds 1 and 2 inhibited alpha-SMA expression. However, compounds 3, 4, 6 and 8 attenuated chemotactic migration, but not alpha-SMA expression.
Separation of six compounds including two n-butyrophenone isomers and two stibene isomers from Rheum tanguticum Maxim by recycling high speed counter-current chromatography and preparative high-performance liquid chromatography
J Sep Sci 2018 Oct;41(19):3660-3668.PMID:30058764DOI:10.1002/jssc.201800411.
Six compounds including two n-butyrophenone isomers and two stibene isomers were obtained from Rheum tanguticum Maxim. Two n-butyrophenone isomers with a separation factor of 1.14 were successfully separated by recycling high-speed counter-current chromatography after ten cycles. Two stibene isomers were successfully separated by preparative high-performance liquid chromatography. High-performance liquid chromatography analysis showed that the purities of the compounds were all over 98%. These compounds were identified as lindleyin, Isolindleyin, resveratrol-4'-O-(2″-O-galloyl)-glucopyranoside, resveratrol-4'-O-(6''-O-galloyl)-glucopyranoside, emodin 1-O-β-d-glucoside, and 3,5-dihydroxy-4'-methoxystilbene-3-O-β-d-glucopyranoside. The results indicated that recycling high-speed counter-current chromatography and preparative high-performance liquid chromatography could be effective combination for the preparation of bioactive compounds from Rheum tanguticum Maxim.
[Simultaneous content determination of 14 components in Rhei Radix et Rhizoma by high performance liquid chromatography method]
Zhongguo Zhong Yao Za Zhi 2017 Dec;42(23):4514-4519.PMID:29376246DOI:10.19540/j.cnki.cjcmm.20171113.006.
To establish an HPLC (high performance liquid chromatography) method for the simultaneous content determination of gallic acid, (+)-catechin, (－)-epicatechin-3-O-gallate, Isolindleyin, 4-(4'-hydroxyphenyl)-2-butanone, emodin, chrysophanol, physcion, aloe-emodin, rhein, lindleyin, 4-(4'-hydroxyphenyl)-2-butanone-4'-O-β-D-(2″-O-galloyl-6″-O-cinnamoyl)-glucopyranoside, sennoside A and sennoside B in Rhei Radix et Rhizoma. The analysis was performed on Agilent Zorbax SB-C₁₈ (4.6 mm×150 mm, 5 μm) with 0.05% phosphoric acid solution (A) - acetonitrile (B) as mobile phase for gradient elution. The flow rate was 1 mL•min⁻¹, with column temperature of 40 ℃ and the wavelength was set at 268 nm. All calibration curves showed good linearity (r > 0.999 9) within the concentration range. Both the intra- and inter-day precision for 14 analytes was less than 3.1%, with the mean recovery at the range of 91.80%-104.1%. Meanwhile, quantitative determination was carried out for 10 qualified samples from Rheum palmatum and 10 qualified samples from R. tanguticum, respectively. It was found that the content of 4-(4'-hydroxyphenyl)-2-butanone and aloe-emodin were higher in the R. tanguticum and R. palmatum, respectively, and the content of all the compounds was different in each sample. The established HPLC method for simultaneous content determination of 14 compounds from Rhei Radix et Rhizoma could be used for quantitative assessment and quality control of Rhei Radix et Rhizoma.