Microbiological N-deoxygenation and C-oxygenation of pioglitazone-N-oxide in a single fermentation.
Oxygenation of pioglitazone-N-oxide by a microorganism isolated from soil was accompanied by N-deoxygenation to produce the pioglitazone metabolites 5-[4-[2-[5-(1-hydroxyethyl)-2-pyridyl]ethoxy]benzyl]-2,4-thiazolidinedio ne and 5-[4-[2-(5-acetyl-2-pyridyl)ethoxy]benzyl]2,4-thiazolidinedione. The oxygenating/deoxygenating organism has been characterized as Streptomyces hygroscopicus strain 02179 (UC 11099). The culture has been deposited with Agricultural Research Service, USDA, with accession number NRRL 18975.
Johnson
R A
RA
Research Laboratories, Pharmacia & Upjohn, Inc., Kalamazoo, Michigan 49001, USA.
Marshall
V P
VP
Li
G P
GP
Sih
J C
JC
Cialdella
J I
JI
Liggett
W F
WF
Nidy
E G
EG
D005285:Fermentation; D007004:Hypoglycemic Agents / Q000378:metabolism*; D000077205:Pioglitazone; D013302:Streptomyces / Q000378:metabolism*; D013844:Thiazoles / Q000378:metabolism*; D045162:Thiazolidinediones
D007004:Hypoglycemic Agents; D013844:Thiazoles; D045162:Thiazolidinediones; D000077205:Pioglitazone