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(Synonyms: 大豆甾醇A) 目录号 : GC37668 复制 一键复制产品信息

Soyasapogenol A是一种从Abrus cantoniensis根中分离得到的三萜类化合物,具有抗炎、抗癌、保肝和抗HIV-1等活性。

Soyasapogenol A Chemical Structure

Cas No.:508-01-0

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1mg
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Description

Soyasapogenol A is a triterpenoid compound isolated from the roots of Abrus cantoniensis that exhibits anti-inflammatory, anti-cancer, hepatoprotective, and anti-HSV-1 activities. Soyasapogenol A can be used in the research of tumors and immune inflammatory diseases[1][2][3].

In vitro, treatment with Soyasapogenol A at 10µM for 11 days caused a 68% reduction in MDA-MB-231 cell proliferation, whereas it stimulated a 2.4-fold increase in MCF-7 cell proliferation[4]. Treatment with Soyasapogenol A for 24h increased pS2 mRNA expression in MCF-7 cells by 3.4-fold at 0.1µM and by 5.5-fold at 1µM[4]. Treatment with Soyasapogenol A (0-0.5mg/mL) for 24-72h inhibited the proliferation of Hep-G2 cells, with an LC₅₀ of 0.052mg/mL, and induced cell cycle arrest and apoptosis[1].

In vivo, Soyasapogenol A was orally administered at a dose of 15mg/kg twice weekly for 6 weeks in SKOV-3 xenograft mice, demonstrating a potent and significant reduction in the growth of subcutaneous xenografts by more than 55% and lung metastases by more than 60%[5].

References:
[1] Zhang W, et al. Effect of soyasapogenol A and soyasapogenol B concentrated extracts on HEP-G2 cell proliferation and apoptosis. J Agric Food Chem. 2008 Apr 23;56(8):2603-8.
[2] Kuzuhara H, et al. Protective effects of soyasapogenol A on liver injury mediated by immune response in a concanavalin A-induced hepatitis model. Eur J Pharmacol. 2000 Mar 10;391(1-2):175-81.
[3] Guang C, et al. Biological functionality of soyasaponins and soyasapogenols. J Agric Food Chem. 2014 Aug 20;62(33):8247-55.
[4] Rowlands JC, Berhow MA, Badger TM. Estrogenic and antiproliferative properties of soy sapogenols in human breast cancer cells in vitro. Food Chem Toxicol. 2002;40(12):1767-1774. 
[5]Omar A, Kalra RS, Putri J, Elwakeel A, Kaul SC, Wadhwa R. Soyasapogenol-A targets CARF and results in suppression of tumor growth and metastasis in p53 compromised cancer cells. Sci Rep. 2020;10(1):6323.

Soyasapogenol A是一种从Abrus cantoniensis根中分离得到的三萜类化合物,具有抗炎、抗癌、保肝和抗HIV-1等活性。Soyasapogenol A可用于肿瘤和免疫炎性疾病的研究[1][2][3]

体外实验中,Soyasapogenol A在10µM浓度下处理11天,MDA-MB-231细胞增殖率降低68%,而MCF-7细胞增殖率增加2.4倍[4]。Soyasapogenol A处理24h后,MCF-7细胞中pS2 mRNA的表达在0.1µM时增加3.4倍,在1µM时增加5.5倍[4]。Soyasapogenol A(0-0.5mg/mL)处理24-72h抑制Hep-G2细胞的增殖,其LC50值为0.052mg/mL,并诱导细胞周期阻滞和凋亡[1]

体内实验中,Soyasapogenol A以15mg/kg的剂量口服给予SKOV-3异种移植小鼠,每周两次,持续6周,显著且强效地抑制了肿瘤进展,使皮下移植瘤的生长减少超过55%,肺转移减少超过60%[5]

实验参考方法

Cell experiment [1]:

Cell lines

MCF-7 and MDA-MB-231

Preparation Method

Cell suspensions were diluted into a 24-well plate. The following day, Soyasapogenol A dissolved in DMSO were added. The final DMSO concentration did not exceed 0.3% (v/v). The cells were incubated in the Soyasapogenol A for a further 11 days in a 5% CO2 atmosphere and 100% humidity. The media with chemicals was changed after 4 days and then every 2 days thereafter.

Reaction Conditions

0, 0.1, 1, 10µM; 11d

Applications

There were no significant changes in proliferation of MCF-7 or MDA-MB-231 cells cultured in 0.1 or 1.0µM SA for 11 days. However, at 10µM , Soyasapogenol A caused 68% reduction in MDA-MB-231 cell proliferation, whereas it stimulated a 2.4-fold increase in MCF-7 cell proliferation.
Animal experiment [2]:

Animal models

Athymic balb/c nude female mice transplanted with SKOV3 cells

Preparation Method

Animals were pre-fed with either vehicle (0.1% carboxymethyl cellulose) or Soyasapogenol A supplemented vehicle (15mg/kg) in 250µL suspension twice a week before xenografting of SKOV-3 cells by subcutaneous and intravenous injections. Post-1 week of injections, mice were feed with Soyasapogenol A for next 4 weeks, before sacrifice.

Dosage form

15mg/kg; 2/w, 6w; p.o.

Applications

Soyasapogenol A fed mice demonstrated a potent and significant reduction (>55%) in growth of subcutaneous xenografts and lung metastases (>60%).

References:
[1] Rowlands JC, Berhow MA, Badger TM. Estrogenic and antiproliferative properties of soy sapogenols in human breast cancer cells in vitro. Food Chem Toxicol. 2002;40(12):1767-1774. 
[2] Omar A, Kalra RS, Putri J, Elwakeel A, Kaul SC, Wadhwa R. Soyasapogenol-A targets CARF and results in suppression of tumor growth and metastasis in p53 compromised cancer cells. Sci Rep. 2020;10(1):6323.

化学性质

Cas No. 508-01-0 SDF
别名 大豆甾醇A
Canonical SMILES C[C@]12[C@]3(C([C@@]4([H])[C@](C)([C@@H]([C@H](O)C(C)(C)C4)O)CC3)=CC[C@]1([H])[C@@]5([C@@]([C@](C)([C@@H](O)CC5)CO)([H])CC2)C)C
分子式 C30H50O4 分子量 474.72
溶解度 DMSO : 100 mg/mL (210.65 mM; Need ultrasonic) 储存条件 4°C, protect from light
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1 mM 2.1065 mL 10.5325 mL 21.065 mL
5 mM 421.3 μL 2.1065 mL 4.213 mL
10 mM 210.7 μL 1.0533 mL 2.1065 mL
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