Biotransformation of metoprolol by the fungus Cunninghamella blakesleeana

Acta Pharmacologica Sinica

Volumn 28, Issue 7, 2007, Pages 1067-1074

  Ma, Bin ^a,b   Huang, Hai Hua ^b   Chen, Xiao Yan ^a   Sun, Yu Ming ^b   Lin, Li Hong ^b   Zhong, Da Fang ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

^b SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Biotransformation; Cun ninghamella blakesleeana; Liquid chromatography tandem mass spectrometry; Metoprolol

Indexed keywords

DRUG METABOLITE; METOPROLOL;

ARTICLE; BIOTRANSFORMATION; CUNNINGHAMELLA BLAKESLEEANA; DRUG METABOLISM; FILAMENTOUS ALGA; FUNGAL STRAIN; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VIVO STUDY; ISOLATION PROCEDURE; LIQUID CHROMATOGRAPHY; MAMMAL; METABOLITE; MICROORGANISM; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; TANDEM MASS SPECTROMETRY;

ADRENERGIC BETA-ANTAGONISTS; ANIMALS; BIOTRANSFORMATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CUNNINGHAMELLA; HUMANS; MASS SPECTROMETRY; METOPROLOL; MOLECULAR STRUCTURE;

EID: 34347397178     PISSN: 16714083     EISSN: 17457254     Source Type: Journal    
DOI: 10.1111/j.1745-7254.2007.00567.x     Document Type: Article

References (19)

1. Davis ME, Richards AM, Nicholls MG, Yandle TG, Frampton CM, Troughton RW. Introduction of metoprolol increases plasma B-type cardiac natriuretic peptides in mild, stable heart failure. Circulation 2006 113 : 977 85.
2. Borg KO, Carlsson E, Hoffmann KJ, Jonsson TE, Thorin H, Wallin B. Metabolism of metoprolol (3H) in man, the dog and the rat. Acta Pharmacol Toxicol 1975 36 : 125 35.
3. Dumasia MC. In vivo biotransformation of metoprolol in horse and on-column esterification of the aminocarboxylic acid metabolite by alcohols during solid phase extraction using mixed mode columns. J Pharm Biomed Anal 2006 40 : 75 81.
4. Lennard MS, Tucker GT, Woods HF. The polymorphic oxidation of beta-adrenoceptor antagonists. Clinical pharmacokinetic considerations. Clin Pharmacokinet 1986 11 : 1 17.
5. Lisowska K, Szemraj, J, Rozalska S, Dlugonski J. The expression of cytochrome P-450 and cytochrome P-450 reductase genes in the simultaneous transformation of corticosteroids and phenanthrene by Cunninghamella elegans. FEMS Microbiol Lett 2006 261 : 175 80.
6. Zhang D, Zhang H, Aranibar N, Hanson R, Huang Y, Cheng PT, et al. Structural elucidation of human oxidative metabolites of muragli-tazar: use of microbial bioreactors in the biosynthesis of metabolite standards. Drug Metab Dispos 2006 34 : 267 80.
7. Lisowska K, Dlugonski J, Freeman JP, Cerniglia CE. The effect of the corticosteroid hormone cortexolone on the metabolites produced during phenanthrene biotransformation in Cunning-hamella elegans. Chemosphere 2006 64 : 1499 506.
8. Chen Y, Monshouwer M, Fitch WL. Analytical tools and approaches for metabolite identification in early drug discovery. Pharm Res 2007 24 : 248 57.
9. Sun L, Huang HH, Liu L, Zhong DF. Transformation of verapamil by Cunning hamella blake sleana. Appl Environ Microbial 2004 70 : 2722 7.
10. Xie ZY, Huang HH, Zhong DF. Biotransformation of pantoprazole by the fungus Cunninghamella blakesleana. Xenobiotica 2005 35 : 467 77.
11. Zhang P, Lin LH, Huang HH, Xu HY, Zhong DF. Biotransformation of indomethacin by the fungus Cunninghamella blakesleeana. Acta Pharmacol Sin 2006 27 : 1097 102.
12. Kulkarni VM, Coutinho EC. Conformational analysis of atenolol and metoprolol by 1H NMR. Indian J Chem 1991 30 : 52 6.
13. de Groot MJ, Ackland MJ, Horne VA, Alex AA, Jones BC. A novel approach to predicting P450-mediated drung metabolism. CYP2D6 catalyzed N-dealkylation reactions and qualitative metabolite predictions using a combined protein and pharmacophore model for CYP2D6. J Med Chem 1999 42 : 4062 70.
14. Upthagrove AL, Nelson WL. Importance of amine pKa and distribution coefficient in the metabolism of fluorinated propranolol derivatives. Preparation, identification of metabolite regioisomers, and metabolism by CYP2D6. Durg Metab Dispos 2001 29 : 1377 88.
15. Bonde J, Bodtker S, Angelo HR, Svendsen TL, Kampmann JP. Atenolol inhibits the elimination of disopyramide. Eur J Clin Pharmacol 1985 28 : 41 3.
16. Zamek-Gliszcynski MJ, Hoffmaster KA, Nezasa K, Tallman MN, Brouwer KL. Integration of hepatic drug transporters and phase II metabolizing enzymes: mechanisms of hepatic excretion of sulfate, glucuronide, and glutathione metabolites. Eur J Pharm Sci 2006 27 : 447 86.
17. Levsen K, Schiebel HM, Behnke B, Dotzer R, Dreher W, Elend M, et al. Structure elucidation of phase II metabolites by tandem mass spectrometry: on overview : J Chromatogr A 2005 1067 : 55 72.
18. Huang HH, Ma GL, Sun YM, Li Q, Zhong DF. Phase II metabolites of etofesalamide in filamentous fungi. Acta Pharmacol Sin 2005 26 : 893 6.
19. Zhan J, Gunatilaka AA. Microbial transformation of curvularin. J Nat Prod 2005 68 : 1271 3.