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
Synonyms RU 0211

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT03010631 Active, not recruiting Healthy Volunteers Sucampo AG|Sucampo Pharma Americas, LLC November 2016 Phase 3
NCT02695719 Active, not recruiting Constipation Takeda April 2016 Phase 3
NCT02766777 Completed Constipation - Functional Sucampo Pharma Americas, LLC|Sucampo AG April 2016 Phase 3
NCT02729909 Recruiting Constipation Takeda March 2016 Phase 3
NCT02651155 Active, not recruiting Constipation Takeda March 2016 Phase 3
NCT02481947 Completed Chronic Idiopathic Constipation Braintree Laboratories May 2015 Phase 3

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID