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Art. -Nr.: HY-N21627

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Phanginin H

Phanginin H is an Autophagy inducer with an IC₅₀ of 18.13 μM in PANC-1 cells. Phanginin H induces Reactive Oxygen Species accumulation and mitochondrial depolarization, activates AMPK signaling, inhibits mTORC1/ULK signaling and promotes autophagic flux, and simultaneously induces G2/M phase cell cycle arrest, thereby inhibiting PANC-1 cell proliferation, spheroid formation, and migration. Phanginin H can be used in research related to pancreatic ductal adenocarcinoma.

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CAS. Nr.: 1011528-65-6
Formel: C₂₁H₂₈O₄
Molecular Weight:344.44

Speicherung:

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

Phanginin H Chemical Structure

CAS. Nr.: 1011528-65-6

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Use of MCE Products

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

Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
Chemical Information
Reinheit & Dokumentation
Verweise
Calculators
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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Cellular Effect

Cell Line	Type	Value	Description	References
PANC-1	IC50	18.13 μM	Cytotoxicity against human PANC-1 pancreatic ductal adenocarcinoma cells assessed as inhibition of cell proliferation incubated for 48 hrs by MTT assay. Cytotoxicity against human PANC-1 pancreatic ductal adenocarcinoma cells assessed as inhibition of cell proliferation incubated for 48 hrs by MTT assay.	18178229

In Vitro

Anti-cancerCell Cycle RegulationAutophagyMitochondrial FunctionOxidative StressOthers

Anti-cancer

Phanginin H (compound 4) (40 μM; 48 h) inhibits the proliferation of PANC-1 cells with an IC₅₀ of 18.13 μM^[2].
Phanginin H (5-10 μM; 48 h) significantly inhibits DNA synthesis and cell proliferation in PANC-1 cells^[2].
Phanginin H (2.5-10 μM; 24 and 48 h) significantly impairs the migration of PANC-1 cells^[2].
Phanginin H (5-10 μM; 24 h) significantly inhibits the invasive capacity of PANC-1 cells^[2].
Phanginin H (0.625-10 μM; 24 h) downregulates the expression of cancer stem cell markers (CD44, ALDH1A1, Bmi1) and the EMT marker Vimentin in PANC-1 cells^[2].
Phanginin H (compound 11) (20 μM; 48 h) lacks significant cytotoxicity against A2780, HEY, AGS, and A549 cancer cell lines^[3].

Cell Cycle Regulation

Phanginin H (1.25-10 μM; 18 h) induces G2/M phase arrest in PANC-1 cells^[2].
Phanginin H (1.25-10 μM; 24 h) modulates cyclin expression in PANC-1 cells by upregulating Cyclin B1 and downregulating Cyclin D1, cdc25C, and CDK4^[2].

Autophagy

Phanginin H (1.25-10 μM; 24 h) activates autophagy in PANC-1 cells through the ROS/AMPK/mTORC1 pathway by increasing p-AMPK and decreasing p-mTOR and p-ULK^[2].
Phanginin H (5-10 μM; 12 and 24 h) induces a significant increase in autophagic vacuoles in PANC-1 cells^[2].
Phanginin H (5-10 μM; 12 and 24 h) activates autophagic flux in PANC-1 cells^[2].
Phanginin H (1.25-10 μM; 24 h) increases AMPK Thr172 phosphorylation, decreases mTOR Ser2448 and ULK1 Ser757 phosphorylation, and modulates p62, p-p62, Atg5, and Atg14 in PANC-1 cells, thereby activating ROS/AMPK/mTORC1-related autophagic signaling^[2].

Mitochondrial Function

Phanginin H (1.25-10 μM; 7 days) dose-dependently inhibits the sphere-forming ability of PANC-1 cells^[2].
Phanginin H (5, 10 μM; 24 h) induces a decrease in mitochondrial membrane potential and mitochondrial depolarization in PANC-1 cells^[2].

Oxidative Stress

Phanginin H (5, 10, 20 μM; 24 h) promotes ROS generation in PANC-1 cells^[2].

Others

Phanginin H (compound 8) shows no cytotoxic activity against MCF-7, HeLa, HT-29, and KB cell lines^[1].

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

Cell Proliferation Assay^[2]

Cell Line:

PANC-1
Concentration:

5, 10 μM
Incubation Time:

48 h
Result:

Potently inhibited cell proliferation, as demonstrated by a decrease in Click-EdU-488 fluorescence relative to total nuclei.

Cell Cycle Analysis^[2]

Cell Line:

PANC-1
Concentration:

1.25, 2.5, 5, 10 μM
Incubation Time:

18 h
Result:

Arrested cells at the G2/M phase.

Western Blot Analysis^[2]

Cell Line:

PANC-1
Concentration:

1.25, 2.5, 5, 10 μM
Incubation Time:

24 h
Result:

Increased the expression of Cyclin B1 and decreased the levels of Cyclin D1, cdc25C, and CDK4, while levels of cdc2, p-cdc2 (Thr14/Tyr15), and p21 remained unchanged.\nUp-regulated the phosphorylation level of AMPK (Thr172) and down-regulated phosphorylation of mTOR (Ser2448) and ULK (Ser757).
This was followed by regulation of key autophagy markers, including a decrease in p62, changes in LC3B, an increase in Atg14, and a decrease in Atg5.

Cell Migration Assay ^[2]

Cell Line:

PANC-1
Concentration:

2.5, 5, 10 μM
Incubation Time:

24 and 48 h
Result:

Significantly impeded the migration in the wound healing assay.

Cell Invasion Assay^[2]

Cell Line:

PANC-1
Concentration:

5, 10 μM
Incubation Time:

24 h
Result:

Significantly impeded the invasive ability.

Western Blot Analysis^[2]

Cell Line:

PANC-1
Concentration:

0.625, 1.25, 2.5, 5, 10 μM
Incubation Time:

24 h
Result:

Down-regulated the expression levels of cancer stem cell markers CD44, ALDH1A1, and Bmi1, as well as the EMT marker Vimentin.

Cell Cytotoxicity Assay^[3]

Cell Line:

A2780, HEY, AGS, A549
Concentration:

20 μM
Incubation Time:

48 h
Result:

Showed no obvious effect on any of the four cell lines up to 20 μM.
Resulted in cell viabilities of 95.4%, 91.7%, 85.8%, and 74.8% in A2780, HEY, AGS, and A549 cells, respectively.

Related Protocols :

Chemical Information

CAS. Nr. 1011528-65-6
Molecular Weight 344.44
Formel C₂₁H₂₈O₄
SMILES

COC([C@]1([C@@]2([H])[C@]3(CCC1)[C@@]4([H])[C@@](C5=C(C=CO5)[C@@H]([C@]4([H])CC2)C)([H])OC3)C)=O
Structure Classification
- Terpenoids
- Diterpenoids
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

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

Reinheit & Dokumentation

Handling Instructions (2659 KB)

Verweise

[1]. Yodsaoue O, et al. Phanginin A-K, diterpenoids from the seeds of Caesalpinia sappan Linn. Phytochemistry. 2008 Mar;69(5):1242-9.

[2]. Su J, et al. Anti-pancreatic cancer activity of cassane diterpenoids isolated from the seeds of Caesalpinia sappan mediated by autophagy activation via ROS/AMPK/mTORC1 pathway. Phytochemistry. 2024 Jun;222:114105.

[3]. Bao H, et al. Cytotoxic and Pro-Apoptotic Effects of Cassane Diterpenoids from the Seeds of Caesalpinia sappan in Cancer Cells. Molecules (Basel, Switzerland). 2016 Jun 18;21(6):791.

Calculators

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

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.

Bioz

Keywords

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Biologische Aktivität
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Chemical Information
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Phanginin H

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