Procyanidin C1
(Synonyms: 原花青素 C1; PCC1) 目录号 : GC44689
原花青素C1是一种多酚类化合物,存在于多种蔬菜和水果中,具有广泛的生物活性,包括抗氧化和抗炎抗癌作用 /p>\n原花青素 C 是一种从肉桂皮层纯化的儿茶素三聚体,它对 TGF-β 诱导的 EMT 显示出抑制活性。
Cas No.:37064-30-5
Sample solution is provided at 25 µL, 10mM.
Procyanidin C1 is a polyphenolic compound, it is found in a variety of vegetables and fruits and has a wide range of biological activities, including antioxidant and anti-inflammatory anticancer roles[1,2]
Procyanidin C is a catechin trimer purified from Cinnamomi Cortex and it showed inhibitory activity against TGF-β-induced EMT[3]. Treatment with procyanidin C1 in BMDMs resulted in a significant decrease in prostaglandin E2 and cyclooxygenase-2 levels, as well as the expression of cell surface molecules (CD80, CD86, and MHC class II), which was induced by LPS[1]. procyanidin C1 induced cell cycle arrest at S-phase and activated check point kinases, Chk1 and 2 in both MCF-7 and MDA-MB- 231 cells. At 48 h treatment procyanidin C1 induced DNA damage. In addition, procyanidin C1 decreased the Bcl2 levels and increased the BAX levels in both MCF-7 and MDA-MB- 231cells, which indicate that the procyanidin C1 inhibits breast cancer cell growth by inhibiting proliferation and by inducing apoptosis[2]
Procyanidin C1, a polyphenolic component of grape seed extract, increases the healthspan and lifespan of mice through its action on senescent cells[4]. In vivo, zebrafish larvae (AB strain) 3 days post-fertilization were incubated with NAC or procyanidins (C, EC, ECG, B1, B2, B3, B4, B1-G, B2-G, C1) in 300 μM H2 O2 for 4 days. Different grape seed procyanidins increased the survival of PC12 cells challenged with H2 O2 , improved the movement behavior disorder of zebrafish caused by H2 O2 , inhibited the increase of ROS and MDA and the decrease of GSH-Px, CAT, and SOD activities, and up-regulated the Nrf2/ARE pathway. The neuroprotective effects of the procyanidin trimer C1 treatment group were greater than the other treatment groups[5]
References:
[1].Byun EB, Sung NY, et al. The procyanidin trimer C1 inhibits LPS-induced MAPK and NF-κB signaling through TLR4 in macrophages. Int Immunopharmacol. 2013;15(2):450-456.
[2].Koteswari LL, Kumari S, et al. A comparative anticancer study on procyanidin C1 against receptor positive and receptor negative breast cancer. Nat Prod Res. 2020;34(22):3267-3274.
[3].Kin R, Kato S, et al. Procyanidin C1 from Cinnamomi Cortex inhibits TGF-β-induced epithelial-to-mesenchymal transition in the A549 lung cancer cell line. Int J Oncol. 2013;43(6):1901-1906.
[4].Xu Q, Fu Q, Li Z, et al. The flavonoid procyanidin C1 has senotherapeutic activity and increases lifespan in mice. Nat Metab. 2021;3(12):1706-1726.
[5].Nakano N, Nishiyama C, Tokura T, et al. Procyanidin C1 from apple extracts inhibits Fc epsilon RI-mediated mast cell activation. Int Arch Allergy Immunol. 2008;147(3):213-221.
原花青素C1是一种多酚类化合物,存在于多种蔬菜和水果中,具有广泛的生物活性,包括抗氧化和抗炎抗癌作用[1,2] /p>\n
原花青素 C 是一种从肉桂皮层纯化的儿茶素三聚体,它对 TGF-β 诱导的 EMT 显示出抑制活性[3]。在 BMDM 中用原花青素 C1 处理导致前列腺素 E2 和环氧合酶 2 水平显着降低,以及由 LPS 诱导的细胞表面分子(CD80、CD86 和 MHC II 类)的表达 [1]。原花青素 C1 在 MCF-7 和 MDA-MB-231 细胞中诱导 S 期细胞周期停滞并激活检查点激酶 Chk1 和 2。在 48 小时处理原花青素 C1 诱导 DNA 损伤。此外,原花青素 C1 降低了 Bcl2 水平,增加了 MCF-7 和 MDA-MB-231 细胞中的 BAX 水平,这表明原花青素 C1 通过抑制增殖和诱导细胞凋亡来抑制乳腺癌细胞生长[2]
原花青素 C1 是葡萄籽提取物的一种多酚成分,可通过其对衰老细胞的作用延长小鼠的健康寿命和寿命[4]。在体内,将受精后 3 天的斑马鱼幼虫(AB 株)与 NAC 或原花青素(C、EC、ECG、B1、B2、B3、B4、B1-G、B2-G、C1)在 300 μM H< sub>2 O2 4 天。不同葡萄籽原花青素提高H2 O2 PC12细胞存活率,改善H2 O引起的斑马鱼运动行为障碍2 ,抑制ROS和MDA的增加以及GSH-Px、CAT和SOD活性的降低,并上调Nrf2/ARE通路。原花青素三聚体C1治疗组的神经保护作用优于其他治疗组[5]
原花青素 C 是一种从肉桂皮层纯化的儿茶素三聚体,它对 TGF-β 诱导的 EMT 显示出抑制活性[3]。在 BMDM 中用原花青素 C1 处理导致前列腺素 E2 和环氧合酶 2 水平显着降低,以及由 LPS 诱导的细胞表面分子(CD80、CD86 和 MHC II 类)的表达 [1]。原花青素 C1 在 MCF-7 和 MDA-MB-231 细胞中诱导 S 期细胞周期停滞并激活检查点激酶 Chk1 和 2。在 48 小时处理原花青素 C1 诱导 DNA 损伤。此外,原花青素 C1 降低了 Bcl2 水平,增加了 MCF-7 和 MDA-MB-231 细胞中的 BAX 水平,这表明原花青素 C1 通过抑制增殖和诱导细胞凋亡来抑制乳腺癌细胞生长[2]
原花青素 C1 是葡萄籽提取物的一种多酚成分,可通过其对衰老细胞的作用延长小鼠的健康寿命和寿命[4]。在体内,将受精后 3 天的斑马鱼幼虫(AB 株)与 NAC 或原花青素(C、EC、ECG、B1、B2、B3、B4、B1-G、B2-G、C1)在 300 μM H< sub>2 O2 4 天。不同葡萄籽原花青素提高H2 O2 PC12细胞存活率,改善H2 O引起的斑马鱼运动行为障碍2 ,抑制ROS和MDA的增加以及GSH-Px、CAT和SOD活性的降低,并上调Nrf2/ARE通路。原花青素三聚体C1治疗组的神经保护作用优于其他治疗组[5]
Cell experiment [1]: | |
Cell lines |
RAW 264.7 macrophage cells and Bone marrow derived macrophages(BMDMs) |
Preparation Method |
RAW 264.7 macrophage cells (1×105 cells/well) and BMDMs (0.5×106 cells/well) were cultured in 48-well and 12-well plates with DMEM containing 10% FBS, and then incubated at 37℃ under 5% CO2 in an incubator until they reached 95% confluence. Procyanidin C1 (at concentrations of 31.25 and 62.5μg/ml) was added to each well and incubated at 37℃ for 24h. |
Reaction Conditions |
31.25μg/ml and 62.5μg/ml |
Applications |
Procyanidin C1 significantly (P |
Animal experiment [2]: | |
Animal models |
Male ICR mice weighing 35–40g |
Preparation Method |
Male ICR mice were treated with a single oral dose of flavan3-ols(FL), epicatechin(EC), procyanidin B2(B2), procyanidin C1(C1), cinnamtannin A2(A2), or pentamer fraction(P5). The animals were sacrificed and blood and brown adipose tissue (BAT) sampled. The plasma catecholamine (CA) levels and BAT uncoupling protein (UCP)-1 mRNA expression were determined. |
Applications |
A single dose of 10mg/kg FL significantly increased plasma CA and UCP-1 mRNA levels. B2, procyanidin C1, and A2, but not EC and P5 (all at 1mg/kg), significantly increased plasma adrenaline levels. Plasma noradrenaline was significantly elevated by B2 and A2, but not by EC, procyanidin C1, or P5. UCP-1 mRNA levels were significantly increased by procyanidin C1 and P5. In the dose response study of A2, 10-3mg/kg A2 increased UCP-1 mRNA levels significantly, but not 10-2 and 10-1mg/kg A2. In addition, combination treatment with 10-1mg/kg A2 and yohimbine, an α2 adrenalin blocker, remarkably increased UCP-1 mRNA levels. |
References: [1]. Sung NY, Yang MS, et al. The procyanidin trimer C1 induces macrophage activation via NF-κB and MAPK pathways, leading to Th1 polarization in murine splenocytes. Eur J Pharmacol. 2013;714(1-3):218-228. [2]. Nakagawa Y, Ishimura K, et al. Comparison of the sympathetic stimulatory abilities of B-type procyanidins based on induction of uncoupling protein-1 in brown adipose tissue (BAT) and increased plasma catecholamine (CA) in mice. PLoS One. 2018;13(7):e0201203. Published 2018 Jul 30. |
Cas No. | 37064-30-5 | SDF | |
别名 | 原花青素 C1; PCC1 | ||
Canonical SMILES | OC1=CC=C([C@H]2OC(C([C@H]3C4=C(O)C=C(O)C=C4O[C@H](C5=CC(O)=C(O)C=C5)[C@@H]3O)=C(O)C=C6O)=C6[C@H](C7=C(O)C=C(O)C8=C7O[C@H](C9=CC=C(O)C(O)=C9)[C@H](O)C8)[C@H]2O)C=C1O | ||
分子式 | C45H38O18 | 分子量 | 866.8 |
溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml | 储存条件 | 4°C, protect from light |
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1 mg | 5 mg | 10 mg |
1 mM | 1.1537 mL | 5.7683 mL | 11.5367 mL |
5 mM | 0.2307 mL | 1.1537 mL | 2.3073 mL |
10 mM | 0.1154 mL | 0.5768 mL | 1.1537 mL |
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