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β-Amyrin Sale

(Synonyms: β-香树脂醇,(-)-δ-Amyrin; δ-Amyrenol) 目录号 : GC45603 复制 一键复制产品信息

β-Amyrin是一种天然存在的五环三萜类化合物,具有抗炎、抗菌、抗氧化作用。β-Amyrin能够有效阻断β-淀粉样蛋白诱导的长时程增强损伤。

β-Amyrin Chemical Structure

Cas No.:559-70-6

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1mg
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Description

β-Amyrin is a naturally occurring pentacyclic triterpenoid compound that possesses anti-inflammatory, antibacterial, and antioxidant activities[1-2]. β-Amyrin can be used in research related to Alzheimer's disease, cancer, obesity, atherosclerosis, and type II diabetes[3-4].

In vitro, Hep-G2 hepatocellular carcinoma cells were treated with β-Amyrin (0-100μM) for 24 hours. β-Amyrin significantly induced apoptosis and caused cell cycle arrest at the G2/M phase, while simultaneously activating the JNK and p38 signaling pathways[5]. Escherichia coli (E. coli) cells were treated with β-Amyrin (5μM) for 2 hours. β-Amyrin induced apoptosis-like death in the cells by triggering the accumulation of reactive oxygen species (ROS) and glutathione dysfunction, which led to cell membrane depolarization, resulting in DNA fragmentation and phosphatidylserine externalization[6].

In vivo, an amyloid-β (Aβ)-injected Alzheimer's disease (AD) mouse model was orally administered β-Amyrin (4mg/kg) daily from day 1 to day 5 after Aβ (0.5mg; 35-40μl; or 1mg; 70-80μl) injection. β-Amyrin significantly ameliorated the Aβ-induced impairments in object recognition memory and passive avoidance memory[7]. ICR mice with scopolamine-induced memory impairment were orally administered β-Amyrin (4mg/kg) 60 minutes before training. β-Amyrin significantly ameliorated the scopolamine-induced memory impairment in the passive avoidance task[8].

References:
[1] Viet TD, Xuan TD, Anh H. α-Amyrin and β-Amyrin Isolated from Celastrus hindsii Leaves and Their Antioxidant, Anti-Xanthine Oxidase, and Anti-Tyrosinase Potentials. Molecules. 2021 Nov 29;26(23):7248.
[2] Kwun MS, Lee HJ, Lee DG. β-amyrin-induced apoptosis in Candida albicans triggered by calcium. Fungal Biol. 2021 Aug;125(8):630-636.
[3] Oliveira RC, Bandeira PN, Lemos TLG, et al. In silico and in vitro evaluation of efflux pumps inhibition of α,β-amyrin. J Biomol Struct Dyn. 2022;40(23):12785-12799.
[4] Mus AA, Goh LPW, Marbawi H, et al. The Biosynthesis and Medicinal Properties of Taraxerol. Biomedicines. 2022 Mar 30;10(4):807.
[5] Wen S, Gu D, Zeng H. Antitumor effects of beta-amyrin in Hep-G2 liver carcinoma cells are mediated via apoptosis induction, cell cycle disruption and activation of JNK and P38 signalling pathways. J BUON. 2018 Jul-Aug;23(4):965-970.
[6] Han G, Lee DG. Antibacterial Mode of Action of β-Amyrin Promotes Apoptosis-Like Death in Escherichia coli by Producing Reactive Oxygen Species. J Microbiol Biotechnol. 2022 Dec 28;32(12):1547-1552.
[7] Park HJ, Kwon H, Lee JH, et al. β-Amyrin Ameliorates Alzheimer's Disease-Like Aberrant Synaptic Plasticity in the Mouse Hippocampus. Biomol Ther (Seoul). 2020 Jan 1;28(1):74-82.
[8] Park SJ, Ahn YJ, Oh SR, et al. Amyrin attenuates scopolamine-induced cognitive impairment in mice. Biol Pharm Bull. 2014;37(7):1207-13.

β-Amyrin是一种天然存在的五环三萜类化合物,具有抗炎、抗菌、抗氧化作用。β-Amyrin能够有效阻断β-淀粉样蛋白诱导的长时程增强损伤[1-2]。β-Amyrin可用于阿尔茨海默病、癌症、肥胖症、动脉粥样硬化和II型糖尿病的相关研究[3-4]

在体外,β-Amyrin(0-100μM)处理Hep-G2肝癌细胞24小时,可显著诱导细胞凋亡并引起G2/M期细胞周期阻滞,同时激活JNK和p38信号通路[5]。β-Amyrin(5μM)处理大肠杆菌(E. coli)细胞2小时。β-Amyrin通过诱导活性氧的积累和谷胱甘肽功能失调,引发细胞膜去极化,导致DNA断裂和磷脂酰丝氨酸外露诱导细胞发生凋死亡[6]

在体内,β-Amyrin(4mg/kg)从Aβ(0.5mg;35-40μl;或1mg;70-80μl)注射后第1天至第5天每天口服给药,处理Aβ注射的阿尔茨海默病(AD)小鼠模型。β-Amyrin显著改善了由Aβ诱导的物体识别记忆和被动回避记忆损伤[7]。β-Amyrin(4mg/kg)在训练前60分钟口服处理被东莨菪碱诱导记忆损伤的ICR小鼠。β-Amyrin显著改善了由东莨菪碱引起的被动回避任务中的记忆损伤[8]

实验参考方法

Cell experiment [1]:

Cell lines

Hep-G2 cells (human liver carcinoma cell line)

Preparation Method

Hep-G2 cells were maintained in RPMI-1640 medium supplemented with 10% fetal bovine serum (FBS) at 37°C, 5% CO₂. Hep-G2 cells were treated with β-Amyrin (0-100μM) for 24 hours.

Reaction Conditions

0-100μM; 24h.

Applications

β-Amyrin significantly induced apoptosis in Hep-G2 cells. β-Amyrin also caused cell cycle arrest at the G2/M phase. β-Amyrin activated the JNK and p38 signaling pathways.

Animal experiment [2]:

Animal models

ICR mice

Preparation Method

Mice were orally administered a single dose of β-Amyrin (4mg/kg) 60 minutes before the acquisition trial of a step-through passive avoidance task. Memory impairment was induced by an intraperitoneal (i.p.) injection of scopolamine (1mg/kg) 30 minutes before the acquisition trial. A retention trial was conducted 24 hours later.

Dosage form

4mg/kg; p.o.; single administration.

Applications

A single administration of β-Amyrin (4mg/kg) significantly ameliorated the scopolamine-induced deficits in contextual long-term memory in the passive avoidance task. It also enhanced the phosphorylation levels of extracellular signal-regulated kinase (ERK) and glycogen synthase kinase-3β (GSK-3β) in the hippocampal tissue.

References:
[1] Wen S, Gu D, Zeng H. Antitumor effects of beta-amyrin in Hep-G2 liver carcinoma cells are mediated via apoptosis induction, cell cycle disruption and activation of JNK and P38 signalling pathways. J BUON. 2018 Jul-Aug;23(4):965-970.
[2] Park SJ, Ahn YJ, Oh SR, et al. Amyrin attenuates scopolamine-induced cognitive impairment in mice. Biol Pharm Bull. 2014;37(7):1207-13.

化学性质

Cas No. 559-70-6 SDF
别名 β-香树脂醇,(-)-δ-Amyrin; δ-Amyrenol
Canonical SMILES CC1(C)[C@]2([H])CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CCC(C)(C)C[C@@]5([H])C4=CC[C@]3([H])[C@@]2(C)CC[C@@H]1O
分子式 C30H50O 分子量 426.7
溶解度 DMF: 3 mg/ ml,DMF:PBS (pH 7.2) (1:8): 0.11 mg/ml,Ethanol: 1 mg/ml,Soluble in Chloroform 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 2.3436 mL 11.7178 mL 23.4357 mL
5 mM 468.7 μL 2.3436 mL 4.6871 mL
10 mM 234.4 μL 1.1718 mL 2.3436 mL
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