Camelliaside A
(Synonyms: 山茶苷 A) 目录号 : GC35599
A flavonoid with radical scavenging and enzyme inhibitory activities
Cas No.:135095-52-2
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
Camelliaside A is a flavonoid that has been found in C. sinensis and has radical scavenging and enzyme inhibitory activities.1,2,3,4 It scavenges superoxide radicals in a cell-free assay (IC50 = 137.44 ?M).1 Camelliaside A (1 ?M) inhibits recombinant human monoamine oxidase B (MAO-B) in a cell-free assay.4 It also inhibits 5-lipoxygenase (5-LO) in RBL-1 rat basophilic leukemia cells (IC50 = 390 ?M).3
1.Kang, B., Chang, H., Na, Y.J., et al.Extract of enzyme-hydrolyzed green tea seed as potent melanin synthesis inhibitorBull. Korean Chem. Soc.34(7)2199-2202(2013) 2.Park, J.S., Rho, H.S., Kim, D.H., et al.Enzymatic preparation of kaempferol from green tea seed and its antioxidant activityJ. Agric. Food Chem.54(8)2951-2956(2006) 3.Sekine, T., Arai, Y., Ikegami, F., et al.Isolation of camelliaside C from "tea seed cake" and inhibitory effects of its derivatives on arachidonate 5-lipoxygenaseChem. Pharm. Bull. (Tokyo)41(6)1185-1187(1993) 4.Shkondrov, A., Krasteva, I., Bucar, F., et al.A new tetracyclic saponin from Astragalus glycyphyllos L. and its neuroprotective and hMAO-B inhibiting activityNat. Prod. Res.34(4)511-517(2020)
| Cas No. | 135095-52-2 | SDF | |
| 别名 | 山茶苷 A | ||
| Canonical SMILES | O=C1C(O[C@H]2[C@@H]([C@H]([C@H](O)[C@@H](CO[C@H]3[C@@H]([C@@H]([C@@H](O)[C@H](C)O3)O)O)O2)O)O[C@]4([H])O[C@@H]([C@H](O)[C@H](O)[C@H]4O)CO)=C(C5=CC=C(O)C=C5)OC6=CC(O)=CC(O)=C61 | ||
| 分子式 | C33H40O20 | 分子量 | 756.66 |
| 溶解度 | DMSO : 100 mg/mL (132.16 mM; Need ultrasonic) | 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 | 1.3216 mL | 6.608 mL | 13.216 mL |
| 5 mM | 0.2643 mL | 1.3216 mL | 2.6432 mL |
| 10 mM | 0.1322 mL | 0.6608 mL | 1.3216 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。
A new tetracyclic saponin from Astragalus glycyphyllos L. and its neuroprotective and hMAO-B inhibiting activity
Nat Prod Res 2020 Feb;34(4):511-517.PMID:30470136DOI:10.1080/14786419.2018.1491040.
A new tetracyclic saponin, 17(R),20(R)-3β,6α,16β-trihydroxycycloartanyl-23-carboxylic acid 16-lactone 3-O-β-D-glucopyranoside (1) together with one known flavonoid, Camelliaside A (2) were isolated from the aerial parts of Astragalus glycyphyllos L. Their structures were determined by chemical, HRESIMS and NMR methods. On 6-hydroxydopamine in vitro model on isolated rat brain synaptosomes, compounds 1-2 had statistically significant neuroprotective activity similar to that of Silibinin, tested at 100 μM. Saponin 1 possessed the most prominent neuroprotective and antioxidant effects in this in vitro model. On human recombinant monoamine oxidase type B enzyme compound 1 displayed strong inhibiting activity, compared to Selegiline (1 μM). It could be concluded that the new epoxycycloartane saponin 1 could be a promising leading structure in respect of neurodegenerative diseases.
Isolation of camelliaside C from "tea seed cake" and inhibitory effects of its derivatives on arachidonate 5-lipoxygenase
Chem Pharm Bull (Tokyo) 1993 Jun;41(6):1185-7.PMID:8370116DOI:10.1248/cpb.41.1185.
A new flavonol glycoside, camelliaside C, was isolated from "tea seed cake" prepared from the defatted seeds of Camellia sinensis O. Kuntze. The structure was determined as kaempferol 3-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucopyranoside by spectroscopic methods (FAB-MS, UV, IR, 1H- and 13C-NMR) and the enzymatic transformation of camelliaside C to astragalin. Camelliaside C showed an inhibitory effect on the arachidonate 5-lipoxygenase of RBL-1 cells (IC50:1.4 x 10(-4)M) as did Camelliaside A and B isolated from the same product.
Novel synthesis of leucoside by enzymatic hydrolysis of tea seed extract
J Sci Food Agric 2013 Jan;93(2):362-7.PMID:22777867DOI:10.1002/jsfa.5769.
Background: The application of tea seed extract (TSE) has been widely investigated owing to its biological activities. In this paper, two flavonol triglycosides found in TSE, Camelliaside A (CamA) and camelliaside B (CamB), were subjected to hydrolysis in the presence of three commercial enzyme complexes of the Pectinex® series, 5XL, XXL and Ultra SP-L (Ultra). Results: XXL and 5XL induced stepwise deglycosylation of CamA and CamB to yield kaempferol diglycoside (nicotiflorin), kaempferol monoglycoside (astragalin) and kaempferol, while Ultra produced an additional new compound (1) that had not been observed in earlier studies. Upon hydrolysis of isolated CamA and CamB, compound (1) was obtained only from CamB. Both the molecular ion peak in liquid chromatography/mass spectrometry and the ¹H and ¹³C nuclear magnetic resonance spectra of (1) isolated by Ultra-induced hydrolysis of TSE indicated that (1) was kaempferol 3-O-β-xylopyranosyl (1 → 2)-β-glucopyranoside (leucoside), formed by selective hydrolysis of the rhamnosyl moiety of CamB. Conclusion: Pure leucoside can be prepared by enzymatic partial hydrolysis of TSE. This is the first study to address the synthesis of pure leucoside from a natural source.
Camellia cake extracts reduce burn injury through suppressing inflammatory responses and enhancing collagen synthesis
Food Nutr Res 2020 Mar 6;64.PMID:32425739DOI:10.29219/fnr.v64.3782.
Background: Burn injury accidents happen in our daily life, and the burn mortality is especially high in the low-to-middle-income countries. Camellia cake extracts (CCEs) are compound extracts from Camellia cake, and the major ingredients in CCEs may have antimicrobial, anti-oxidative, and anti-inflammatory effects. However, the effects of CCEs on burn inflammation and injury remain unknown. Objective: This study is to investigate the effects of CCEs in burn injury and explore its mechanism. Design: First, CCEs were identified to mainly contain Camelliaside A and B using Ultra High Performance Liquid Chromatography-Time of Flight Mass Spectrometer (UHPLC-TOF-MS) method. Second, the CCEs' effect on burn was tested. Burn was induced by boiling water in mice, and then CCEs (30, 50, and 100 mg/mL) were applied on the damaged skin at 3, 7, and 14 days after burn induction. Results: The results showed that CCEs protected the skin from burn-induced inflammation and enhanced the wound healing in a dose-dependent manner. CCEs decreased the expression levels of various cytokines including IL-6, TNF-α, IL-1β, MCP-1, TGF-β, and IL-10, as well as inflammatory related factors iNOS. Moreover, CCEs increased the levels of collagens, including the mRNA of COLα-1 and COL-3, and inhibited the mRNA of MMP-1 and TIMP-1, and increased the collagen staining. CCEs also reversed the impairment of activity levels of anti-oxidative enzymes. Furthermore, CCEs suppressed the gene expression of pro-inflammatory cytokines in LPS-stimulated human skin keratinocyte, possibly through inhibiting NF-κB signaling pathway. In addition, toxicological safety experiments on CCEs showed that the oral median lethal dose (LD50) was 2,000 mg/kg, the percutaneous LD50 was greater than 2,000 mg/kg, and CCEs did not cause gene mutation. Conclusion: CCEs exert a potent anti-inflammatory effect against burn damage in mice. And toxicological safety experiments suggest that CCEs are safe for usage.
Isolation and characterization of nicotiflorin obtained by enzymatic hydrolysis of two precursors in tea seed extract
J Agric Food Chem 2010 Apr 28;58(8):4808-13.PMID:20225859DOI:10.1021/jf9045182.
Two flavonol triglycosides, Camelliaside A (CamA) and camelliaside B (CamB), of tea seed extract (TSE) were subjected to enzymatic hydrolysis. Among five kinds of glycosidases investigated, beta-galactosidase (Gal) induced selective hydrolysis of CamA. On the other hand, pectinase (Pec) and cellulase (Cel) induced hydrolysis of CamB. For Gal and Pec, only kaempferol diglycoside (nicotiflorin, NF) was produced; on the other hand, significant amounts of kaempferol monoglycoside (astragalin, AS) and kaempferol (KR) were also detected for Cel. The combination of the use of Gal and Pec in the enzymatic hydrolysis of TSE afforded NF with high specificity. Crude NF with 22% purity was recovered from the enzymatic reaction mixture by extraction with organic solvent, and pure NF with >95% purity was obtained by crystallized in water. The chemical structure of NF was confirmed by (1)H and (13)C NMR analyses.