1. Immunology/Inflammation NF-κB Metabolic Enzyme/Protease
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  3. 2α-Ferrocenylmethyl-DHT

2α-Ferrocenylmethyl-DHT is a dihydrotestosterone-derived ferrocene-steroid conjugate. 2α-Ferrocenylmethyl-DHT inhibits the growth of various cancer cells. 2α-Ferrocenylmethyl-DHT induces S-phase cell cycle arrest in ovarian cancer cells, elevates intracellular iron levels, triggers ROS-dependent cell death, and disrupts the integrity of multicellular tumor spheroids of ovarian cancer cells. 2α-Ferrocenylmethyl-DHT can be used in the research of prostate cancer and ovarian cancer.

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

2α-Ferrocenylmethyl-DHT

2α-Ferrocenylmethyl-DHT Chemical Structure

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Description

2α-Ferrocenylmethyl-DHT is a dihydrotestosterone-derived ferrocene-steroid conjugate. 2α-Ferrocenylmethyl-DHT inhibits the growth of various cancer cells. 2α-Ferrocenylmethyl-DHT induces S-phase cell cycle arrest in ovarian cancer cells, elevates intracellular iron levels, triggers ROS-dependent cell death, and disrupts the integrity of multicellular tumor spheroids of ovarian cancer cells. 2α-Ferrocenylmethyl-DHT can be used in the research of prostate cancer and ovarian cancer[1].

In Vitro

2α-Ferrocenylmethyl-DHT (Compound 2) (3.12-50 μM; 72 h) potently inhibits the growth of OVCAR-3 (IC50 = 2.8 μM), PC-3 (IC50 = 16.8 μM), LNCaP (IC50 = 16 μM) cancer cells and non-malignant MRC-5 fibroblasts (IC50 = 8.5 μM), and exhibits moderate tumor selectivity toward OVCAR-3 cells[1].
2α-Ferrocenylmethyl-DHT (2.8 μM; 48 h, 72 h) induces time-dependent S-phase arrest in OVCAR-3 cells, with extremely low accumulation of Sub-G1 phase cells[1].
Treatment with 2α-Ferrocenylmethyl-DHT (50 μM; 24 h) increases intracellular iron levels in OVCAR-3 cells by 21-fold[1].
2α-Ferrocenylmethyl-DHT (0.3-30 μM; 72 h) induces ROS-dependent, caspase-independent cell death in OVCAR-3 cells[1].
2α-Ferrocenylmethyl-DHT (3.12-50 μM; 72 h) disrupts the integrity and inhibits the growth of OVCAR-3 multicellular tumor spheroids, with an IC50 of 14 μM[1].

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

Cell Proliferation Assay[1]

Cell Line: human prostate adenocarcinoma PC-3 cells, LNCaP cells, ovarian adenocarcinoma OVCAR-3 cells, non-malignant MRC-5 fetal lung fibroblasts
Concentration: 3.12, 6.25, 12.5, 25, 50 μM
Incubation Time: 72 h
Result: Inhibited PC-3 cell growth with an IC50 of 16.8 μM.
Inhibited LNCaP cell growth with an IC50 of 16 μM.
Inhibited OVCAR-3 cell growth with an IC50 of 2.8 μM.
Inhibited MRC-5 cell growth with an IC50 of 8.5 μM.
Achieved a selectivity index of 3.03 for OVCAR-3 cells relative to MRC-5 cells.

Cell Cycle Analysis[1]

Cell Line: human ovarian adenocarcinoma OVCAR-3 cells
Concentration: 2.8 μM
Incubation Time: 48 h; 72 h
Result: Increased S-phase population to 24.1=% after 72 h, compared to 10=% in untreated controls.
Reduced G1 phase population and elevated G2/M phase population after 72 h.
Increased Sub-G1 fraction to 9.3% after 72 h.

Cell Proliferation Assay[1]

Cell Line: 3D multicellular tumor spheroids (MCTSs) of human ovarian adenocarcinoma OVCAR-3 cells
Concentration: 3.12, 6.25, 12.5, 25, 50 μM
Incubation Time: 72 h
Result: Inhibited OVCAR-3 MCTS growth with an IC50 of 14 μM.
Induced weakening of intercellular contacts and loss of spheroid compactness starting at 6.25 μM.
Caused complete loss of spheroid architecture at 50 μM.
Molecular Weight

472.48

Formula

C30H40FeO

SMILES

C[C@]1(C/2)[C@](CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@H]4O)([H])CCC2=C\c5cccc5.[][Fe][].c6cccc6

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Room temperature in continental US; may vary elsewhere.

Storage

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

Purity & Documentation
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Product Name:
2α-Ferrocenylmethyl-DHT
Cat. No.:
HY-181688
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