Lubiprostone

Catalog No.S1675 Synonyms: RU 0211

Lubiprostone  Chemical Structure

Molecular Weight(MW): 390.46

Lubiprostone is an activator of ClC-2 chloride channels, used in the management of idiopathic chronic constipation.

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Biological Activity

Description Lubiprostone is an activator of ClC-2 chloride channels, used in the management of idiopathic chronic constipation.
Targets
ClC-2 chloride channels [1]
()
In vitro

Lubiprostone induces a robust secretory response in T84 monolayers. Lubiprostone induces a rise in cAMP levels that was sensitive to EP(4)-receptor blockage in T84 cells. [1] Lubiprostone induces a contraction in rat and human stomach longitudinal muscle, which is inhibited by pretreatment with the EP(1) receptor antagonist but not by the EP(3) or EP(4) receptor antagonists. Lubiprostone also reduces electrically stimulated, neuronal contractions in rat and human colon circular muscle preparations. [2] Lubiprostone (1 mM) stimulates higher elevations in TER despite lower I(sc) responses compared with the nonselective secretory agonist PGE(2) (1 mM). Lubiprostone significantly reduces mucosal-to-serosal fluxes of (3)H-labeled mannitol to levels comparable to those of normal control tissues and restored occludin localization to tight junctions. [3] Lubiprostone causes comparable and maximal increases of I(sc) in T84 cells. Lubiprostone-induced increases in iodide efflux are ~80% of those obtained with forskolin. Lubiprostone activates Cl(-) secretion in T84 cells via cAMP, protein kinase A, and by increasing apical membrane CFTR protein. [4] Lubiprostone, applied to the small intestinal mucosa in eight concentrations ranging from 1-3000 nM, evokes increases in Isc in a concentration-dependent manner with an EC50 of 42.5 nM. Lubiprostone applied to the mucosa of the colon in eight concentrations ranging from 1-3000 nM evokes increases in Isc in a concentration-dependent manner with an EC50 of 31.7 nM. [5]

In vivo Lubiprostone induces a CdCl(2)-insensitive secretory response in mouse intestine, but fail to induce intestinal Cl(-) secretion in Cftr-null mice. [1]

Protocol

Solubility (25°C)

In vitro DMSO 78 mg/mL (199.76 mM)
Ethanol 78 mg/mL (199.76 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 390.46
Formula

C20H32F2O5

CAS No. 136790-76-6
Storage powder
in solvent
Synonyms RU 0211

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03097861 Completed Drug: Lubiprostone|Drug: Placebo Chronic Idiopathic Constipation Sucampo AG|Sucampo Pharmaceuticals Inc.|Takeda|Sucampo Pharma Americas LLC February 13 2017 Phase 3
NCT01469819 Completed Drug: Lubiprostone Chronic Idiopathic Constipation Texas Tech University Health Sciences Center El Paso|Takeda Pharmaceuticals North America Inc. June 2012 Phase 2|Phase 3
NCT01324284 Completed Drug: Lubiprostone Colorectal Carcinoma Asian Institute of Gastroenterology India March 2011 Phase 3
NCT00934479 Completed Drug: Lubiprostone Other Constipation|Irritable Bowel Syndrome Mayo Clinic|Arizona State University|Takeda Pharmaceuticals North America Inc. April 2010 Phase 1
NCT01085643 Completed Drug: Lubiprostone|Drug: Placebo Constipation-predominant Irritable Bowel Syndrome Cedars-Sinai Medical Center|Takeda Pharmaceuticals North America Inc. March 2010 Not Applicable

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID