Falcarinol
(Synonyms: 人参炔醇; Panaxynol; Carotatoxin) 目录号 : GC43649
Falcarinol是一种天然来源的口服Hsp90抑制剂。
Cas No.:21852-80-2
Sample solution is provided at 25 µL, 10mM.
Falcarinol is a naturally derived, orally active Hsp90 inhibitor [1]. Falcarinol binds to both the N- and C-terminal ATP-binding sites of Hsp90, inducing apoptosis in non-small cell lung cancer (NSCLC) and its cancer stem cell populations by disrupting Hsp90 function without upregulating Hsp70 [1-2]. Falcarinol is primarily used in inflammatory models and for colorectal cancer prevention research [3-4].
In Caco-2 cells, Falcarinol (0.001-20μg/mL; 72h) treatment significantly reduced cell proliferation under basal growth conditions [5]. In Caco-2 cells, Falcarinol (0.5-100μM; 24h, 72h) decreased expression of the apoptosis indicator caspase-3 concomitantly with decreased basal DNA strand breakage [6]. In PANC-1 cells, after treatment with Falcarinol (0.5μg/mL; 72h), most cells detached and showed signs of cell death [7].
In CB57BL/6 mice, Falcarinol (5mg/kg; po; 8d) pretreatment effectively reduced the expression levels of intestinal pro-inflammatory genes [8]. In endotoxin-induced acute inflammation mice model, Falcarinol (5mg/kg; po; 7d) pretreatment leads to a unique Th2/Th9 plasma cytokine imbalance and robust induction of Ho1 at the intestinal mRNA and protein levels [9].
References:
[1]. Le H T, Nguyen H T, Min H Y, et al. Panaxynol, a natural Hsp90 inhibitor, effectively targets both lung cancer stem and non-stem cells[J]. Cancer Letters, 2018, 412: 297-307.
[2]. Gonçalves E C D, Baldasso G M, Bicca M A, et al. Terpenoids, cannabimimetic ligands, beyond the cannabis plant[J]. Molecules, 2020, 25(7): 1567.
[3]. Kobaek-Larsen M, Baatrup G, K. Notabi M, et al. Dietary polyacetylenic oxylipins falcarinol and falcarindiol prevent inflammation and colorectal neoplastic transformation: A mechanistic and dose-response study in a rat model[J]. Nutrients, 2019, 11(9): 2223.
[4]. Christensen L P, Larsen M K, El-Houri R, et al. Polyacetylenes of the falcarinol type: A promising new class of neutraceuticals and lead compounds for the development of anticancer drugs[J]. 2017.
[5]. Purup S, Larsen E, Christensen L P. Differential effects of falcarinol and related aliphatic C17-polyacetylenes on intestinal cell proliferation[J]. Journal of agricultural and food chemistry, 2009, 57(18): 8290-8296.
[6]. Young J F, Duthie S J, Milne L, et al. Biphasic effect of falcarinol on CaCo-2 cell proliferation, DNA damage, and apoptosis[J]. Journal of Agricultural and Food Chemistry, 2007, 55(3): 618-623.
[7]. Cheung S S C, Hasman D, Khelifi D, et al. Devil’s Club falcarinol-type polyacetylenes inhibit pancreatic cancer cell proliferation[J]. Nutrition and Cancer, 2019, 71(2): 301-311.
[8]. Stefanson A L, Bakovic M. Falcarinol Is a Potent Inducer of Heme Oxygenase‐1 and Was More Effective than Sulforaphane in Attenuating Intestinal Inflammation at Diet‐Achievable Doses[J]. Oxidative Medicine and Cellular Longevity, 2018, 2018(1): 3153527.
[9]. Stefanson A, Bakovic M. Dietary polyacetylene falcarinol upregulated intestinal heme oxygenase-1 and modified plasma cytokine profile in late phase lipopolysaccharide-induced acute inflammation in CB57BL/6 mice[J]. Nutrition Research, 2020, 80: 89-105.
Falcarinol是一种天然来源的口服Hsp90抑制剂 [1]。Falcarinol可与Hsp90的N端和C端ATP结合位点结合，通过破坏Hsp90的功能而不上调Hsp70的表达，诱导非小细胞肺癌（NSCLC）及其肿瘤干细胞群凋亡 [1-2]。Falcarinol主要用于炎症模型和结直肠癌预防研究 [3-4]。
在Caco-2细胞中，Falcarinol（0.001-20μg/mL；72h）处理可显著降低基础生长条件下的细胞增殖 [5]。在Caco-2细胞中，Falcarinol（0.5-100μM；24h，72h）可降低凋亡指标caspase-3的表达，同时减少基础DNA链断裂 [6]。在PANC-1细胞中，用Falcarinol（0.5μg/mL；72h）处理后，大多数细胞脱落并出现细胞死亡迹象 [7]。
在CB57BL/6小鼠中，Falcarinol（5mg/kg；po；8d）预处理有效降低了肠道促炎基因的表达水平 [8]。在内毒素诱导的急性炎症小鼠模型中，Falcarinol（5mg/kg；po；7d）预处理导致独特的Th2/Th9血浆细胞因子失衡，并在肠道mRNA和蛋白质水平上强烈诱导Ho1 [9]。
| Cell experiment [1]: | |
Cell lines | Caco-2 cells |
Preparation Method | In the in vitro cell-based assays with Falcarinol, falcarindiol, and panaxydol were prepared as stock solutions in 96% ethanol (EtOH). The experimental drugs were diluted in these stock solutions and added to the cell culture medium at final concentrations of 0.001, 0.01, 0.1, 1, 2.5, 5, 10, and 20μg/mL, respectively. The ethanol concentration in the culture medium did not exceed 1%. Carrot extract was also dissolved in 96% ethanol and added to the culture medium at volume fractions of 0.01%, 0.05%, 0.1%, 0.5%, and 1%. |
Reaction Conditions | 0.001-20μg/mL; 72h |
Applications | Falcarinol treatment significantly reduced cell proliferation under basal growth conditions. |
| Animal experiment [2]: | |
Animal models | CB57BL/6 mice |
Preparation Method | Three-month-old male CB57BL/6 mice were individually housed in a constant temperature and humidity room with a 12:12 light-dark cycle, fed a standard chow diet, and had free access to water. The phytochemicals were prepared in 100% ethanol and immediately administered with peanut butter. Each dose was refrigerated overnight in a light-proof container. Twice daily for seven days, four groups of mice received peanut butter (166mg ± 0.01) and either 5mg/kg Falcarinol (FA group), 5mg/kg sulforaphane (SF group), or ethanol vehicle. Two control groups were also included: a negative control group (NC group) treated with saline, and a positive control group (PC group) treated with lipopolysaccharide (LPS). To induce an immune response, fasted animals (n=3 per group) in the FA, SF, and PC groups were intraperitoneally injected with 5mg/kg LPS on day 8 and sacrificed four hours later. Plasma was collected by cardiac puncture, and tissues were removed and snap frozen in liquid nitrogen. |
Dosage form | 5mg/kg; po; 8d |
Applications | Falcarinol pretreatment effectively reduced the expression levels of intestinal pro-inflammatory genes. |
References: | |
| Cas No. | 21852-80-2 | SDF | |
| 别名 | 人参炔醇; Panaxynol; Carotatoxin | ||
| 化学名 | 1,9Z-heptadecadiene-4,6-diyn-3R-ol | ||
| Canonical SMILES | CCCCCCC/C=C\CC#CC#C[C@H](O)C=C | ||
| 分子式 | C17H24O | 分子量 | 244.4 |
| 溶解度 | DMF: 20 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 20 mg/ml | 储存条件 | -20°C, protect from light |
| 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 | 4.0917 mL | 20.4583 mL | 40.9165 mL |
| 5 mM | 0.8183 mL | 4.0917 mL | 8.1833 mL |
| 10 mM | 0.4092 mL | 2.0458 mL | 4.0917 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。
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Quality Control & SDS
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- Purity: >98.00%
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