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Pimaric Acid

Katalog-Nr.GC40832 Copy One-Click Copy Product Info

PimarsÄure ist eine HarzsÄure, die in A.

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Pimaric Acid Chemische Struktur

Cas No.: 127-27-5

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1mg
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Sample solution is provided at 25 µL, 10mM.



Description of Pimaric Acid

Pimaric Acid is a modulator of the large conductance Ca2+-activated K+ channel, which sensitizes the channel to voltage and stabilizes the open state in KV1.1-KV2.1[1]. Pimaric Acid can induce swelling of both mitochondria and endoplasmic reticulum by activating potassium channels, resulting in mitochondrial cristae becoming diffuse[2]. Pimaric Acid can be used to disrupt the plasma membrane of bacteria and inhibit the growth of Paenibacillus larvae [3].

In vitro, Pimaric Acid treatment for 24 hours significantly inhibited the production of NO in BV-2 cells under lipopolysaccharide (LPS) stress, with an IC50 value of 13.6μM[4]. Treatment with 20μM of Pimaric Acid for 48 hours significantly inhibited the viability of PA-1 cells and altered the morphology, promoting the upregulation of endoplasmic reticulum stress-related proteins, including p-PERK, PERK, AT-4, CHOP and IRE-1[5]. Treatment with 20μM of Pimaric Acid for 24 hours reduced the MMP-9 protein level in human aortic smooth muscle cells (HASMC) stimulated by TNF-α, accompanied by decreased expressions of p65, c-Fos, p-c-Jun, p-ATF2, and Jun-D, and inhibition of cell migration[6].

References:
[1] Sakamoto K, Suzuki Y, Yamamura H, et al. Molecular mechanisms underlying pimaric acid-induced modulation of voltage-gated K+ channels[J]. Journal of Pharmacological Sciences, 2017, 133(4): 223-231.
[2] Hoa N, Myers M P, Douglass T G, et al. Molecular mechanisms of paraptosis induction: implications for a non-genetically modified tumor vaccine[J]. PloS one, 2009, 4(2): e4631.
[3] Song H, Kim J, Shin Y K, et al. Antibacterial activity of pimaric acid against the causative agent of American foulbrood, Paenibacillus larvae[J]. Journal of Apicultural Research, 2022, 61(2): 219-226.
[4] Kim C S, Oh J, Subedi L, et al. Structural characterization of terpenoids from Abies holophylla using computational and statistical methods and their biological activities[J]. Journal of natural products, 2018, 81(8): 1795-1802.
[5] Li W, Xuemei G, Yilin Z, et al. Anticancer effects of Pimaric acid is mediated via endoplasmic reticulum stress, caspase-dependent apoptosis, cell cycle arrest, and inhibition of cell migration in human ovarian cancer cells[J]. Acta Biochimica Polonica, 2022, 69(1): 245-250.
[6] Suh S J, Kwak C H, Chung T W, et al. Pimaric acid from Aralia cordata has an inhibitory effect on TNF-α-induced MMP-9 production and HASMC migration via down-regulated NF-κB and AP-1[J]. Chemico-Biological Interactions, 2012, 199(2): 112-119.

Protocol of Pimaric Acid

Cell experiment [1]:

Cell lines

PA-1 cells

Preparation Method

PA-1 cells were cultured in RPMI-1640 medium supplemented with 10% fetal bovine serum (FBS) and antibiotics (penicillin 100U/ml, streptomycin 0.1mg/ml) under normal conditions (5% CO2 with 95% humidified air). PA-1 cells (1×103) were plated using 96-well plates and subjected to incubation for 12h in a 5% CO2 incubator. Incubation was followed by treatment with different doses of Pimaric Acid (0, 2.5, 5, 10, 20, 40, 80, 160, and 320μM) for 48h, and cell viability was measured.

Reaction Conditions

0, 2.5, 5, 10, 20, 40, 80, 160 and 320μM; 48h

Applications

Pimaric Acid treatment decreased the cell viability of PA-1 cells in a dose of manner.

References:
[1] Li W, Xuemei G, Yilin Z, et al. Anticancer effects of Pimaric acid is mediated via endoplasmic reticulum stress, caspase-dependent apoptosis, cell cycle arrest, and inhibition of cell migration in human ovarian cancer cells[J]. Acta Biochimica Polonica, 2022, 69(1): 245-250.

Chemical Properties of Pimaric Acid

Cas No. 127-27-5 SDF
Canonical SMILES C=C[C@@]1(C)C=C2CC[C@@]3([H])[C@@](C(O)=O)(C)CCC[C@]3(C)[C@@]2([H])CC1
Formula C20H30O2 M.Wt 302.5
Löslichkeit DMSO : 100 mg/mL (330.63 mM; Need ultrasonic) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Pimaric Acid

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.3058 mL 16.5289 mL 33.0579 mL
5 mM 661.2 μL 3.3058 mL 6.6116 mL
10 mM 330.6 μL 1.6529 mL 3.3058 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 27 reference(s) in Google Scholar.)

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