Fudosteine, a novel mucoactive agent, is an inhibitor of MUC5AC mucin hypersecretion.

 

Brand: BCM

 

In Vitro: Fudosteine (FDS), a unique mucolytic antioxidant, shows a stronger scavenging effect of Peroxynitrite than N-acetyl-cysteine on DCDHF oxidation in vitro and in sputum macrophages, and also on Peroxynitrite-induced BSA nitration. Fudosteine (0.1 mM) reduces Peroxynitrite-enhanced interleukin (IL)-1beta-induced IL-8 release and restores corticosteroid sensitivity defected by Peroxynitrite more potently than those induced by H(2)O(2) in A549 airway epithelial cells.  Fudosteine significantly inhibits increases in GRO/CINC-1 at 10-100 mg/kg, and neutrophils and goblet cells at 30 and 100 mg/kg. Fudosteine inhibits goblet cell hyperplasia by inhibiting GRO/CINC-1 production and/or neutrophil migration. Fudosteine treatment reduces the expression levels of p-p38 MAPK and p-ERK in vivo and of p-ERK in vitro. Fudosteine inhibits MUC5AC mucin hypersecretion by reducing MUC5AC gene expression and the effects of fudosteine are associated with the inhibition of extracellular signal-related kinase and p38 mitogen-activated protein kinase in vivo and extracellular signal-related kinase in vitro. Fudosteine significantly suppresses blood flow of tracheal microvasculature increased by SO(2) exposure. Fudosteine scavenges superoxide anion generated from rat neutrophils, and enzymatically generated from xanthine oxidase-acetaldehyde reaction.

 

Melting Point: 200-202°C (dec.)

 

Boiling Point: 354.5±42.0 °C(Predicted)

 

pKa: 2.09±0.10(Predicted)

 

Solubility: Soluble in Water. Insoluble in DMSO; Insoluble in Ethanol.

 

GHS: GHS07

 

Isomeric SMILES: C(CO)CSC[C@@H](C(=O)O)N  

 

InChIKey: KINWYTAUPKOPCQ-YFKPBYRVSA-N  

 

InChI: InChI=1S/C6H13NO3S/c7-5(6(9)10)4-11-3-1-2-8/h5,8H,1-4,7H2,(H,9,10)/t5-/m0/s1

 

Attribute
[Chem Name]	(2R)-2-amino-3-(3-hydroxypropylsulfanyl)propanoic acid
[Synonym]	Fudosteine
[CAS No.]	13189-98-5
[EINECS]	1592732-453-0
[MDL No.]	MFCD00899873
[Formula]	C6H13NO3S
[Molecular]	179.24
[Form]	White to Light Brown Solid
[Storage]	Keep in dark place. Inert atmosphere. Store in freezer, under -20°C

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