PB28
PB28 is a cyclohexylpiperazine derivative and a high affinity and selective sigma 2 (σ2) receptor agonist with a Ki of 0.68 nM. PB28 is also a σ1 antagonist with a Ki of 0.38 nM. PB28 is less affinity for other receptors. PB28 inhibits electrically evoked twitch in guinea pig bladder and ileum with EC50 values of 2.62 μM and 3.96 μM, respectively. PB28 can modulate SARS-CoV-2-human protein-protein interaction. PB28 induces caspase-independent apoptosis and has antitumor activity.
For research use only. We do not sell to patients.
- CAS No.: 172906-90-0
- Formula: C24H38N2O
- Molecular Weight:370.57
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
All Sigma Receptor Isoforms
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Biological Activity
Ki: 0.68 nM (σ2 receptor); 0.38 nM (σ1 receptor)[4]
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| Caco-2 | EC50 |
0.55 μM
Compound: PB-28
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Inhibition of human Pgp mediated [3H]vinblastine transport in human Caco-2 cells
Inhibition of human Pgp mediated [3H]vinblastine transport in human Caco-2 cells
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[PMID: 17936633] |
| MCF7 | EC50 |
27.4 μM
Compound: PB, PB28
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Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay
Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay
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[PMID: 23415062] |
| MCF7 | EC50 |
31.2 μM
Compound: PB, PB28
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Antiproliferative activity against human MCF7 cells transfected with human sigma1 receptor after 48 hrs by MTT assay
Antiproliferative activity against human MCF7 cells transfected with human sigma1 receptor after 48 hrs by MTT assay
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[PMID: 23415062] |
| MCF7 | IC50 |
1.2 nM
Compound: 1, PB28
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Displacement of [3H]DTG from sigma 2 receptor in human MCF7 cells after 45 mins by FACS analysis
Displacement of [3H]DTG from sigma 2 receptor in human MCF7 cells after 45 mins by FACS analysis
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[PMID: 24697311] |
| MCF7 | IC50 |
4.27 nM
Compound: 1, PB28
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Displacement of 2-(6-{1-[3-(4-Cyclohexylpiperazin-1-yl)propyl]-1,2,3,4-tetrahydronaphthalen-5-yloxy}hexyl)-5-dimethylamino-1H-isoindole-1,3(2H)-dione from sigma 2 receptor in human MCF7 cells after 45 mins by FACS analysis
Displacement of 2-(6-{1-[3-(4-Cyclohexylpiperazin-1-yl)propyl]-1,2,3,4-tetrahydronaphthalen-5-yloxy}hexyl)-5-dimethylamino-1H-isoindole-1,3(2H)-dione from sigma 2 receptor in human MCF7 cells after 45 mins by FACS analysis
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[PMID: 24697311] |
| PC-3 | EC50 |
64.2 μM
Compound: 36, PB-28
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Cytotoxicity against human PC3 cells assessed as LDH release after 24 hrs
Cytotoxicity against human PC3 cells assessed as LDH release after 24 hrs
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[PMID: 19053780] |
| RPMI-8226 | IC50 |
9.29 μM
Compound: 3, PB28
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Cytotoxicity against human RPMI8226 cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human RPMI8226 cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 24331758] |
| SK-N-SH | EC50 |
9.04 μM
Compound: (+/-)-1, PB-28
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Antiproliferative activity against human SK-N-SH cells after 48 hts by MTT assay
Antiproliferative activity against human SK-N-SH cells after 48 hts by MTT assay
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[PMID: 21229979] |
| SK-N-SH | EC50 |
9.97 μM
Compound: 7, PB-28
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Antiproliferative activity against human SK-N-SH cells after 48 hrs by MTT assay
Antiproliferative activity against human SK-N-SH cells after 48 hrs by MTT assay
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[PMID: 19842660] |
PB28 (15-25 nM; 24-48 hours; MCF7 and MCF7 ADR cells) treatment shows an accumulation in the G0-G1 phase for MCF7 and MCF7 ADR cells that are time and concentration independent[1].
PB28 has a higher σ2 receptor affinity expressed as Ki (0.28 nM and 0.17 nM in MCF7 and MCF7 ADR cells, respectively) than σ1 receptor affinity (13.0 nMand 10.0 nM, respectively)[1].
PB28 inhibits cell growth of MCF7 and MCF7 ADR cells with IC50s of 25 nM and 15 nM, respectively after 2-day treatment[1].
PB28 induces apoptosis through a caspase-independent pathway[1].
PB28 also reduces P-gp expression in a concentration- and time-dependent manner (approximately 60% in MCF7 and 90% in MCF7 ADR)[1].
PB28 displays antiproliferative and cytotoxic effects in both C6 rat glioma and SK-N-SH human neuroblastoma cell lines[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:MCF7 and MCF7 ADR cells
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Concentration:25 nM and 15 nM
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Incubation Time:24 hours, 48 hours
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Result:Showed an accumulation in the G0-G1 phase for MCF7 and MCF7 ADR cells that were time and concentration independent.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:C57BL/6 female mice (10 weeks old) injected with Panc02 cells[2]
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Dosage:10.7 mg/mL
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Administration:Intraperitoneal injection; daily; for two weeks
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Result:Inhibited tumor growth in Panc02 tumor burden mice.
Chemical Information
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CAS No. 172906-90-0
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Molecular Weight 370.57
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Formula C24H38N2O
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SMILES
COC1=CC=CC2=C1CCCC2CCCN3CCN(C4CCCCC4)CC3
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Amalia Azzariti, et al. Cyclohexylpiperazine Derivative PB28, a sigma2 Agonist and sigma1 Antagonist Receptor, Inhibits Cell Growth, Modulates P-glycoprotein, and Synergizes With Anthracyclines in Breast Cancer. Mol Cancer Ther. 2006 Jul;5(7):1807-16. [Content Brief]
[2]. Maria Laura Pati, et al. Sigma-2 Receptor Agonist Derivatives of 1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine (PB28) Induce Cell Death via Mitochondrial Superoxide Production and Caspase Activation in Pancreatic Cancer. [Content Brief]
[3]. Nicola A Colabufo, et al. A New Method for Evaluating sigma(2) Ligand Activity in the Isolated Guinea-Pig Bladder. Naunyn Schmiedebergs Arch Pharmacol. 2003 Aug;368(2):106-12. [Content Brief]
[4]. Francesco Berardi, et al. Exploring the Importance of Piperazine N-atoms for sigma(2) Receptor Affinity and Activity in a Series of Analogs of 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine (PB28). J Med Chem. 2009 Dec 10 [Content Brief]
[5]. David E Gordon, et al. A SARS-CoV-2-Human Protein-Protein Interaction Map Reveals Drug Targets and Potential Drug-Repurposing. bioRxiv. 2020 Mar 22;2020.03.22.002386. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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