Art. -Nr.: HY-N0863

Methyl protodioscin

(Synonyms: NSC-698790; Smilax saponin B)

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Methyl protodioscin (NSC-698790; Smilax saponin B) is a multi-target, selective, steroidal diglycoside inhibitor with antitumor activity that induces cell cycle arrest. The mechanism of action of Methyl protodioscin is complex, involving the induction of G2/M cell cycle arrest, regulation of the Bcl-2/Bax apoptotic pathway, inhibition of the Akt1/c-Myc axis and MAPK/ERK signaling, while simultaneously downregulating ADAM15 and inducing FOXO1 to reduce cholesterol synthesis. It also inhibits the JNK/c-Jun pathway, reducing the production of inflammatory factors (IL-6, TNF-α). Methyl protodioscin exhibits significant antitumor (inhibiting proliferation, migration, invasion, and inducing apoptosis), anti-inflammatory, and anti-restenosis activities. Methyl protodioscin can be used in research on lung cancer, prostate cancer, pancreatic cancer, and other tumors, as well as inflammatory diseases such as airway inflammation and enteritis.

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Reinheit: 99.67%
CAS. Nr.: 54522-52-0
Formel: C₅₂H₈₆O₂₂
Molecular Weight:1063.23

Speicherung:

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Methyl protodioscin Chemical Structure

CAS. Nr.: 54522-52-0

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

Biologische Aktivität

Beschreibung

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FOXO1
FOXO3

Cellular Effect

Cell Line	Type	Value	Description	References
A7R5	IC₅₀	9 μM Compound: 1	Antiproliferative activity against rat A7r5 cells assessed as reduction in cell viability after 24 hrs by MTT assay Antiproliferative activity against rat A7r5 cells assessed as reduction in cell viability after 24 hrs by MTT assay	[PMID: 27227546]
HL-60	IC₅₀	7.3 μM Compound: 10	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	[PMID: 12828464]

In Vitro

Methyl protodioscin (10 nM-0.1 μM; 48 h) was screened in vitro against 60 human cancer cell lines, showing strong cytotoxicity against most solid tumor cells (GI₅₀ ≤ 10.0 μM), with the strongest selectivity against colon cancer cells HCT-15 (GI₅₀ = 1.93 μM) and breast cancer cells MDA-MB-435 (GI₅₀ = 1.69 μM), and moderate toxicity against leukemia cells (GI₅₀ 10-30 μM); the GI₅₀ values ??of methyl protodioscin against various tumor cells ranged from 1.69 to 50 μM (e.g., MDA-MB-435: 1.69 μM, DU145: approximately 4 μM), and the IC₅₀ against vascular smooth muscle cells A7r5 was approximately 9 μM^[1].
Methyl protodioscin (5-20 μM; 48 h) dose-dependently inhibited proliferation in A549 lung cancer cells, inducing G2/M phase cell cycle arrest and apoptosis, downregulating Bcl-2 expression, upregulating Bax expression, activating caspase-3, reducing mitochondrial membrane potential, and promoting cytochrome c release^[2].
Methyl protodioscin (1-10 μM; 24-48 h) inhibited proliferation (48-hour IC₅₀ approximately 4 μM), migration, and invasion in DU145 prostate cancer cells, inducing G2/M phase arrest and apoptosis, downregulating SREBP1, SREBP2, and HMGCR mRNA expression, upregulating ABCA1 and FOXO1 protein expression, and inhibiting P-ERK activity^[3].
Methyl protodioscin (15-50 μM; 24-48 h) in PANC-1 (IC₅₀ = 34.4 μM) and MIA PaCa-2 (IC₅₀ = 50 μM) In pancreatic cancer cells, methyl protodioscin inhibits proliferation, induces G2/M phase arrest and apoptosis, downregulates the expression of glycolysis-related genes Glut1, HK2, LDHA, and PDK1, and inhibits the Akt1/c-Myc signaling pathway^[4].
Methyl protodioscin (1-100 ng/mL; 12-48 h) repairs inflammation-induced barrier function damage in Caco-2 intestinal epithelial cells, promotes crypt formation in mouse intestinal crypt cultures (10 ng/mL being optimal), and upregulates RegIIIc mRNA expression^[5].
Methyl protodioscin (3-9 μM; 16-24 h) inhibits proliferation (IC₅₀ approximately 9 μM) and migration in A7r5 vascular smooth muscle cells, induces G0/G1 phase arrest, and downregulates the protein expression and activity of ADAM15, P-FAK, P-ERK, and MMP-2/9^[6].
Methyl protodioscin (10-100 μM; 4 h) inhibits IL-1β-induced IL-6, IL-8, and TNF-α production in A549 cells and inhibits JNK/c-Jun activation; 100 μM treatment of MH-S macrophages for 24 hours slightly inhibits NO production, but this is accompanied by slight cytotoxicity^[6].

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

In Vivo

Methyl protodioscin (0.5 mg/kg, 1 mg/kg; tail vein injection; once daily; 15 days) significantly reduced tumor volume and weight, decreased cholesterol concentration in tumor tissue, induced FOXO1 expression, inhibited P-ERK activity, upregulated Bax, cleaved caspase-3, and cleaved PARP expression, downregulated Bcl-2 expression, and promoted tumor cell apoptosis in a subcutaneous prostate cancer RM-1 cell xenograft model in male C57BL/6 mice^[3].
Methyl protodioscin (100 mg/kg; intravenous injection; frequency and duration not specified) inhibited tumor growth, reduced ¹⁸F-FDG uptake in tumor tissue, and inhibited glycolysis in vivo in a subcutaneous pancreatic cancer MIA PaCa-2 cell xenograft model in BALB/c-nu mice^[4].
Methyl protodioscin (25 mg/kg; intraperitoneal injection; once daily; 5 days/10 days) increased the survival rate of 4% DSS-induced mice, promoted mucosal healing in 2.5% DSS-induced mice, reduced colon inflammation scores, decreased NF-κB activation and inflammatory cytokine (TNF-α, IL-17, IL-23) production, and reduced bacterial translocation to mesenteric lymph nodes in a DSS (HY-116282C)-induced colitis model in C57BL/6 mice^[5].
Methyl protodioscin (25 mg/kg; intraperitoneal injection; once daily; 7 days) alleviated colon inflammation, reduced bacterial colonization and translocation to mesenteric lymph nodes, and restored body weight and colon length in a Citrobacter rodentium infection-induced colitis model in C57BL/6 mice^[5].
Methyl protodioscin (3 μM, 6 μM; topical application; single administration; 2 weeks) significantly reduced neointimal formation, decreased the neointima/media area ratio, and downregulated ADAM15 in vascular tissue in a carotid artery balloon injury model in male rats^[6].
Protein expression^[6].
Methyl protodioscin (30 mg/kg, 60 mg/kg; oral administration; single dose; 16 h) reduced total cell and neutrophil/macrophage infiltration in bronchoalveolar lavage fluid, decreased mRNA expression of IL-6, IL-1β, and TNF-α in lung tissue, and improved pathological changes such as alveolar wall thickening and alveolar lumen narrowing in a LPS-induced acute lung injury model in male ICR mice^[7].

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

Chemical Information

CAS. Nr. 54522-52-0
Appearance Solid
Molecular Weight 1063.23
Formel C₅₂H₈₆O₂₂
Color White to off-white
SMILES

C[C@@]1([C@]([C@@H]2C)([H])[C@](O[C@]2(OC)CC[C@@H](C)CO[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO)([H])C4)[C@]4([H])[C@@](CC=C5[C@@]6(CC[C@H](O[C@@](O[C@H](CO)[C@@H](O[C@@](O[C@@H](C)[C@H](O)[C@H]7O)([H])[C@@H]7O)[C@@H]8O)([H])[C@@H]8O[C@@](O[C@@H](C)[C@H](O)[C@H]9O)([H])[C@@H]9O)C5)C)([H])[C@]6([H])CC1
Synonyms

NSC-698790; Smilax saponin B
Structure Classification
- Steroids
Initial Source
- Plants
- other families
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (94.05 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

0.9405 mL

4.7027 mL

9.4053 mL

5 mM

0.1881 mL

0.9405 mL

1.8811 mL

10 mM

0.0941 mL

0.4703 mL

0.9405 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 3.5 mg/mL (3.29 mM); Clear solution

This protocol yields a clear solution of ≥ 3.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (35.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: 3.5 mg/mL (3.29 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 3.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (35.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 3.5 mg/mL (3.29 mM); Clear solution

This protocol yields a clear solution of ≥ 3.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (35.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (283 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Hu K, et al. The cytotoxicity of methyl protodioscin against human cancer cell lines in vitro. Cancer Invest. 2003 Jun;21(3):389-93. [Content Brief]

[2]. Bai Y, et al. Methyl protodioscin induces G2/M cell cycle arrest and apoptosis in A549 human lung cancer cells. Pharmacogn Mag. 2014 Jul;10(39):318-24. [Content Brief]

[3]. Chen J, et al. Anticancer Activity of Methyl Protodioscin against Prostate Cancer by Modulation of Cholesterol-Associated MAPK Signaling Pathway via FOXO1 Induction. Biol Pharm Bull. 2023;46(4):574-585. [Content Brief]

[4]. Chen L, et al. Natural Compound Methyl Protodioscin Suppresses Proliferation and Inhibits Glycolysis in Pancreatic Cancer. Evid Based Complement Alternat Med. 2018 Mar 15;2018:7343090. [Content Brief]

[5]. Zhang R, et al. Natural compound methyl protodioscin protects against intestinal inflammation through modulation of intestinal immune responses. Pharmacol Res Perspect. 2015 Mar;3(2):e00118. [Content Brief]

[6]. Chung YL, et al. Methyl Protodioscin, a Steroidal Saponin, Inhibits Neointima Formation in Vitro and in Vivo. J Nat Prod. 2016 Jun 24;79(6):1635-44. [Content Brief]

[7]. Lee JH, et al. Methyl Protodioscin from the Roots of Asparagus cochinchinensis Attenuates Airway Inflammation by Inhibiting Cytokine Production. Evid Based Complement Alternat Med. 2015;2015:640846. [Content Brief]

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.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	0.9405 mL	4.7027 mL	9.4053 mL	23.5133 mL
	5 mM	0.1881 mL	0.9405 mL	1.8811 mL	4.7027 mL
	10 mM	0.0941 mL	0.4703 mL	0.9405 mL	2.3513 mL
	15 mM	0.0627 mL	0.3135 mL	0.6270 mL	1.5676 mL
	20 mM	0.0470 mL	0.2351 mL	0.4703 mL	1.1757 mL
	25 mM	0.0376 mL	0.1881 mL	0.3762 mL	0.9405 mL
	30 mM	0.0314 mL	0.1568 mL	0.3135 mL	0.7838 mL
	40 mM	0.0235 mL	0.1176 mL	0.2351 mL	0.5878 mL
	50 mM	0.0188 mL	0.0941 mL	0.1881 mL	0.4703 mL
	60 mM	0.0157 mL	0.0784 mL	0.1568 mL	0.3919 mL
	80 mM	0.0118 mL	0.0588 mL	0.1176 mL	0.2939 mL

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Methyl protodioscin

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