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Lepadin H

Lepadin H is a ferroptosis inducer and apoptosis inducer with in vitro cytotoxicity and in vivo antitumor efficacy against cancer cells. Lepadin H reduces GPX4 and SLC7A11 levels, increases p53 and ACSL4 expression, drives lipid hydroperoxide production, elevates reactive oxygen species (ROS) levels, reduces cellular glutathione (GSH) levels, induces lipid peroxidation and G₂/M phase cell cycle arrest, and suppresses clonogenic growth and migration of cancer cells.Lepadin H can be used for the research of melanoma.

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

CAS No.: 412328-25-7
Formula: C₂₆H₄₅NO₃
Molecular Weight:419.64

Storage:

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

Data Sheet (275 KB)

Lepadin H Chemical Structure

CAS No.: 412328-25-7

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Fluorescent Dye

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

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

IC₅₀ & Target^[1]

ACSL4

GPX4

All ACSL Family Isoforms :

ACSL4
ACSL5

All Glutathione Peroxidase Isoforms :

GPX1
GPX4

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	4.68 μM Compound: Lepadin H	Cytotoxicity against human A549 cells incubated for 72 hrs by MTT assay Cytotoxicity against human A549 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
B16-F10	IC₅₀	3.14 μM Compound: Lepadin H	Cytotoxicity against mouse B16-F10 cells incubated for 72 hrs by MTT assay Cytotoxicity against mouse B16-F10 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
HeLa	IC₅₀	2.52 μM Compound: Lepadin H	Cytotoxicity against human HeLa cells incubated for 72 hrs by MTT assay Cytotoxicity against human HeLa cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
HepG2	IC₅₀	6.2 μM Compound: Lepadin H	Cytotoxicity against human HepG2 cells incubated for 72 hrs by MTT assay Cytotoxicity against human HepG2 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
L02	IC₅₀	12.49 μM Compound: Lepadin H	Cytotoxicity against human L02 cells incubated for 72 hrs by MTT assay Cytotoxicity against human L02 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
MCF7	IC₅₀	5.03 μM Compound: Lepadin H	Cytotoxicity against human MCF7 cells incubated for 72 hrs by MTT assay Cytotoxicity against human MCF7 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
MDA-MB-231	IC₅₀	8.51 μM Compound: Lepadin H	Cytotoxicity against human MDA-MB-231 cells incubated for 72 hrs by MTT assay Cytotoxicity against human MDA-MB-231 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
NCI-H1155	IC₅₀	7.06 μM Compound: Lepadin H	Cytotoxicity against human NCI-H1155 cells incubated for 72 hrs by MTT assay Cytotoxicity against human NCI-H1155 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
NCI-H1355	IC₅₀	9.3 μM Compound: Lepadin H	Cytotoxicity against human NCI-H1355 cells incubated for 72 hrs by MTT assay Cytotoxicity against human NCI-H1355 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
SH-SY5Y	IC₅₀	5.8 μM Compound: Lepadin H	Cytotoxicity against human SH-SY5Y cells incubated for 72 hrs by MTT assay Cytotoxicity against human SH-SY5Y cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
SK-OV-3	IC₅₀	8.02 μM Compound: Lepadin H	Cytotoxicity against human SK-OV-3 cells incubated for 72 hrs by MTT assay Cytotoxicity against human SK-OV-3 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]
SMMC-7721	IC₅₀	4.09 μM Compound: Lepadin H	Cytotoxicity against human SMMC-7721 cells incubated for 72 hrs by MTT assay Cytotoxicity against human SMMC-7721 cells incubated for 72 hrs by MTT assay	[PMID: 37578947]

In Vitro

Lepadin H (72 h) potently inhibits the viability of 10 human cancer cell lines and 1 normal human cell line (L02) with IC₅₀ values ranging from 2.52 μM (HeLa) to 12.49 μM (L02) after 72 h incubation^[1].
Lepadin H (5-9 μM; 24 h) inhibits clonogenic growth of HeLa cells in a dose-dependent manner, with complete inhibition at 8 and 9 μM after 24 h treatment^[1].
Lepadin H (0.625-10 μM; 24 h) potently suppresses HeLa cell migration in a dose-dependent manner when treated for 24 h at concentrations from 0.625 to 10 μM^[1].
Lepadin H (4-10 μM; 24 h) induces dose-dependent apoptosis in HeLa cells, with ~70% apoptotic cells at 10 μM after 24 h treatment, and upregulates cleaved-PARP expression^[1].
Lepadin H (4-12 μM; 24 h) causes dose-dependent G₂/M phase cell cycle arrest in HeLa cells and upregulates p53 and p21 protein expression after 24 h treatment^[1].
Lepadin H (6-20 μM; 0.5-1 h) increases intracellular ROS levels in HeLa cells in a dose- and time-dependent manner^[1].
Lepadin H (10-12 μM; 4 h) significantly increases lipid peroxidation in HeLa cells, with ~55% and ~73% lipid peroxidation observed at 10 and 12 μM after 4 h treatment, respectively^[1].
Lepadin H (2.5-20 μM; 24 h) induces ferroptosis in HeLa cells via the p53-SLC7A11-GPX4 pathway, as evidenced by reduced GSH levels, characteristic mitochondrial ultrastructural changes, upregulated ACSL4 expression, downregulated SLC7A11 and GPX4 expression^[1].
Lepadin H (6 μM; 24 h) alters the transcriptome and proteome of HeLa cells, with significant enrichment of ferroptosis-related pathways and downregulation of ferroptosis-associated gene SLC7A11^[1].

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

Cell Proliferation Assay^[1]

Cell Line:

HeLa
Concentration:

5 μM, 6 μM, 7 μM, 8 μM, 9 μM
Incubation Time:

24 h
Result:

Completely eliminated colony formation at 8 and 9 μM.
Strongly reduced colony numbers at 7 μM.
Showed partial inhibition of colony growth at 5 and 6 μM compared to control.

Cell Migration Assay^[1]

Cell Line:

HeLa
Concentration:

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

24 h
Result:

Significantly inhibited cell migration at all tested concentrations in a dose-dependent manner.
Showed the strongest inhibition at 10 μM.

Apoptosis Analysis^[1]

Cell Line:

HeLa
Concentration:

4 μM, 6 μM, 8 μM, 10 μM
Incubation Time:

24 h
Result:

Induced apoptosis in ~70% of cells at 10 μM.
Induced dose-dependent increase in apoptotic cell percentages at 4, 6, 8, and 10 μM.
Markedly increased cleaved-PARP protein levels at 10 μM.

Cell Cycle Analysis^[1]

Cell Line:

HeLa
Concentration:

4 μM, 6 μM, 8 μM, 10 μM, 12 μM
Incubation Time:

24 h
Result:

Induced dose-dependent G2/M phase cell cycle arrest with increasing percentages of cells in G2/M phase at 4 to 12 μM.
Upregulated p53 and p21 protein levels in a dose-dependent manner at 4, 6, 8, and 10 μM.

In Vivo

Lepadin H (30 mg/kg; i.p.; daily; 14 consecutive days) significantly suppresses B16F10 melanoma tumor growth in C57BL/6J mice by reducing tumor volume greater than three-fold, with no obvious toxicity to major organs^[1].

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

Animal Model:

C57BL/6J (female, 8 weeks old, subcutaneous injection of 1 × 10⁷ B16F10 cells)^[1]
Dosage:

30 mg/kg
Administration:

i.p.; daily; 14 consecutive days
Result:

Reduced tumor volume from ~1500 mm³ to <500 mm³ (a greater than three-fold reduction).
Significantly decreased tumor weight relative to controls.
Showed no significant changes in mouse body weight, organ indexes, or histologic tissue damage in heart, liver, spleen, lung, kidney, or thymus.

Chemical Information

CAS No. 412328-25-7
Molecular Weight 419.64
Formula C₂₆H₄₅NO₃
SMILES

CCC[C@@H](O)CCCC[C@@H]1[C@@]2([H])[C@](CCC1)([H])N[C@H]([C@@H](C2)OC(/C=C/C=C/CCC)=O)C
Structure Classification
- Alkaloids
- Quinoline Alkaloids
Initial Source
- Marine natural products
- Other marine organisms
- Animals
Tropical Marine Tunicate Didemnum sp.
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

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (275 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)

References

[1]. Wang W, et al. Marine Alkaloid Lepadins E and H Induce Ferroptosis for Cancer Chemotherapy. J Med Chem. 2023 Aug 24;66(16):11201-11215. [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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Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References

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Lepadin H

All ACSL Family Isoforms

All Glutathione Peroxidase Isoforms