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Cat. No.: HY-184830

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Isosilychristin

Isosilychristin is a P-glycoprotein inhibitor with an IC₅₀ of 25.9 μM. Isosilychristin downregulates the expression of transmembrane efflux pumps, exerts intracellular antioxidant effects, and inhibits NO production in macrophages. Isosilychristin regulates cell cycle progression, and exerts weak antiproliferative and colony formation inhibitory effects in prostate cancer cells. Isosilychristin reduces bacterial intercellular communication and reverses the drug resistance of Staphylococcus aureus. Isosilychristin can be used in studies related to prostate cancer, inflammation and bacterial infections.

For research use only. We do not sell to patients.

CAS No.: 77182-66-2
Formula: C₂₅H₂₂O₁₀
Molecular Weight:482.44

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Isosilychristin Chemical Structure

CAS No.: 77182-66-2

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
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Biological Activity

Description

All NO Synthase Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
Huh-7	IC₅₀	130 μM Compound: 11	Cytotoxicity against human Huh7.5.1 cells after 72 hrs Cytotoxicity against human Huh7.5.1 cells after 72 hrs	[PMID: 23673225]

In Vitro

Oxidative StressAnti-cancerCell Cycle RegulationBacterial InfectionOthers

Oxidative Stress

Isosilychristin acts as an oxygen radical scavenger in cell-free ORAC assays with an IC₅₀ of 6.0 μM; it scavenges free radicals in HepG2 cells with an IC₅₀ of 13 μM; and it inhibits LPS-induced NO production in RAW 264.7 macrophages with an IC₅₀ of 59.8 μM^[1].

Anti-cancer

Isosilychristin inhibits P-gp activity in isolated membranes with an IC₅₀ of 25.9 μM, and completely abolishes P-gp-mediated ATP consumption at concentrations of 225 μM and above^[1].
Isosilychristin (10-30 μM; 72 h co-incubation with Doxorubicin (HY-15142A)) exhibits only mild toxicity to HOC and HOC/ADR cells when used alone, and only weakly sensitizes HOC/ADR cells to doxorubicin at a concentration of 20 μM^[1].
Isosilychristin (10 μM; 48 h) downregulates ABCB1 gene expression by 20% in HOC/ADR human ovarian cancer cells, while altering the expression of several other ABC transporter genes^[1].
Isosilychristin (90 μM; 10 days) exerts only a slight inhibitory effect on colony formation of human prostate cancer PC3 cells (inhibition rate: 19.9%)^[2].

Cell Cycle Regulation

Anti-cancer

Isosilychristin (60-90 μM; 72 h) causes a slight but statistically significant change in cell cycle distribution at 60 μM in human prostate cancer PC3 cells, and induces a mild, concentration-dependent G1-phase cell cycle arrest in human androgen-dependent prostate cancer LNCaP cells^[2].

Bacterial Infection

Isosilychristin reverses the oxacillin resistance of multidrug-resistant Staphylococcus aureus NEM 449 at a concentration of 30 μM; it potently inhibits AI-2-mediated quorum sensing in Vibrio campbellii ATCC BAA-1119 with an EC₅₀ of 14.7 μM, and shows no toxicity to this bacterium even at concentrations as high as 200 μM^[3].

Others

Isosilychristin shows no toxicity to human skin fibroblasts, human renal tubular epithelial cells and human embryonic kidney cells, with the highest tested concentration reaching 200 μM^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Real Time qPCR^[1]

Cell Line:

doxorubicin-resistant (HOC/ADR) human ovarian carcinoma cells
Concentration:

10 μM
Incubation Time:

48 h
Result:

Downregulated the expression of the ABCB1 (P-gp) gene by 20% in HOC/ADR cells.
Downregulated ABCA2, ABCB9, ABCC10, and ABCF1 genes.
Upregulated ABCD1, ABCD4, ABCE1, ABCF2, and ABCG4 genes.
Did not affect the expression of the ABCC2 (BCRP) gene.

Cell Proliferation Assay^[2]

Cell Line:

human prostate carcinoma PC3 cells
Concentration:

90 μM
Incubation Time:

10 days (treated every 48 h)
Result:

Inhibited PC3 cell colony formation by 19.9%.

Cell Cycle Analysis^[2]

Cell Line:

human prostate carcinoma PC3 cells, human androgen-dependent prostate carcinoma LNCaP cells
Concentration:

60, 90 μM
Incubation Time:

72 h
Result:

Elevated PC3 G2/M population to 17.45% and decreased G1 population to 51.77% with unmodified S phase at 60 μM over 72 h, while 90 μM brought no cell cycle variation to PC3 cells.
Elevated LNCaP G1 population and reduced S population without G2/M fluctuation under both concentrations; G1 reached 70.23% and S dropped to 19.91% at 60 μM, and G1 rose to 71.81% with S declining to 18.48% at 90 μM.

Western Blot Analysis^[2]

Cell Line:

human prostate carcinoma PC3 cells
Concentration:

90 μM
Incubation Time:

72 h
Result:

Did not cause significant changes in the expression levels of cyclins (D1, D3, E, A, B1), CDKs (2, 4, Cdc2), CDKIs (p21, p27), Skp2, phosphorylated Chk2 (Thr68), total Chk2, or Cdc25 phosphatases (A, B, C) relative to control.

Related Protocols :

Chemical Information

CAS No. 77182-66-2
Molecular Weight 482.44
Formula C₂₅H₂₂O₁₀
SMILES

OC[C@@H]1C2=C([C@H]3OC4=CC(O)=CC(O)=C4C([C@@H]3O)=O)C=CC(O)=C2O[C@H]1C5=CC(OC)=C(C=C5)O
Structure Classification
- Flavonoids
- Other Flavonoids
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Viktorová J, et al. Antioxidant, Anti-Inflammatory, and Multidrug Resistance Modulation Activity of Silychristin Derivatives. Antioxidants (Basel, Switzerland). 2019 Aug 14;8(8):303. [Content Brief]

[2]. Deep G, et al. Identifying the differential effects of silymarin constituents on cell growth and cell cycle regulatory molecules in human prostate cancer cells. International journal of cancer. 2008 Jul 01;123(1):41-50. [Content Brief]

[3]. Holasová K, et al. Flavonolignans from silymarin modulate antibiotic resistance and virulence in Staphylococcus aureus. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 May;149:112806. [Content Brief]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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