Abstract
The methods of chemical structural alteration of small organic molecules by using microbes (fungi, bacteria, yeast, etc.) are gaining tremendous attention to obtain structurally novel and therapeutically potential leads. The regiospecific mild environmental friendly reaction conditions with the ability of novel chemical structural modification in compounds categorize this technique; a distinguished and unique way to obtain medicinally important drugs and their in vivo mimic metabolites with costeffective and timely manner. This review article shortly addresses the immense pharmaceutical importance of microbial transformation methods in drug designing and development as well as the role of CYP450 enzymes in fungi to obtain in vivo drug metabolites for toxicological studies.
Keywords: Microbial bioconversion, regiospecificity, novel drugs, drug metabolites, pharmaceutical leads, CYP450 enzymes.
Graphical Abstract
[1]
Prescott, U.S U.S.GS Department of the Interior Geological Survey.
Science for a Changing World, . 2002. 19, Feb-2013.
[3]
Editors of the American Heritage Dictionaries. U.S.G.S. Department of the Interior., 2000. 19, Feb-2013.
[4]
Smitha, M.S.; Singh, S.; Singh, R. Microbial biotransformation: A process for chemical alterations. J. Bacteriol. Mycol. Open Access, 2017, 4(2), 47-51.
[5]
Pervaiz, I.; Ahmad, S.; Madni, M.A.; Ahmad, H.; Khaliq, F.H. Microbial biotransformation: a tool for drug designing. (Review). Prikl. Biokhim. Mikrobiol., 2013, 49(5), 435-449.
[http://dx.doi.org/10.7868/S0555109913050097] [PMID: 25474866]
[http://dx.doi.org/10.7868/S0555109913050097] [PMID: 25474866]
[6]
Liu, J-H. Yu B-Y. Biotransformation of bioactive natural products for pharmaceutical lead compounds. Curr. Org. Chem., 2010, 14, 1400-1406.
[http://dx.doi.org/10.2174/138527210791616786]
[http://dx.doi.org/10.2174/138527210791616786]
[7]
Syed, A.A.S.; Sadia, S.; Humera, S.A.A. whole-cell biocatalysis application of steroidal drugs. Orient. J. Chem., 2013, 29(2), 389-403.
[http://dx.doi.org/10.13005/ojc/290201]
[http://dx.doi.org/10.13005/ojc/290201]
[8]
Daniel, W.; Nebert, D.W.R. Role of cytochromes P450 in chemical toxicity and oxidative stress studies with CYP2E1 Mutation Research. Lancet, 2005, 569, 101-110.
[9]
Maria, Y.; Saif, U. Biotransformation of Tolbutamide into 4′ Hydroxytolbutamide by Macrophomina phaseolina and Plant cell culture. Int. J. Adv. Res. , 2016, 3, 218-225.
[10]
Girhard, M.; Machida, K.; Itoh, M.; Schmid, R.D.; Arisawa, A.; Urlacher, V.B. Regioselectivebiooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system. Microb. Cell Fact., 2009, 8, 36.
[http://dx.doi.org/10.1186/1475-2859-8-36] [PMID: 19591681]
[http://dx.doi.org/10.1186/1475-2859-8-36] [PMID: 19591681]
[11]
Danchet, S.; Buisson, D.; Azerad, R. Microbial reduction of varying
size cyclic β-ketoesters.: Stereoselective synthesis of chiral lactones
and epoxides. J. Mol. Catal. B: Enzymatic,, 1998, Volume 5(Issues 1-4)15 September. , 255-259.
[12]
Saikat, H.; Swati, P.K.; Hirekodathakallu, V. Thulasiram; Biocatalysis: fungi mediated novel and selective 12β- or 17β-hydroxylation on the basic limonoid skeleton. Green Chem., 2013, 15, 1311-1317.
[http://dx.doi.org/10.1039/c3gc40193f]
[http://dx.doi.org/10.1039/c3gc40193f]
[13]
Sayeda, S.M.; Abdel-Monem, H.E-R. LotfyAbd, E.L-R.S.; Khadiga, M. Abo-Zied, Abdel-Gawad M.H.; Heba, A.A. Biotransformation of progesterone to hydroxysteroid derivatives by whole cells of Mucorracemosus. Malays. J. Microbiol., 2013, 9(3), 237-244.
[14]
Pavel, A.; Eva, A. Institute of pharmacology and Institute of Medicinal
Chemistry and Biochemistry CR. Cytochrome P450 review
on their basic principle. Proc. Indian Nat. Sci. Acad.,, B69 No.. 2003, 991(3), 883-91.
[15]
Wrighton, S.A.; Schuetz, E.G.; Thummel, K.E.; Shen, D.D.; Korzekwa, K.R.; Watkins, P.B. The human CYP3A subfamily: practical considerations. Drug Metab. Rev., 2000, 32(3-4), 339-361.
[http://dx.doi.org/10.1081/DMR-100102338] [PMID: 11139133]
[http://dx.doi.org/10.1081/DMR-100102338] [PMID: 11139133]
[16]
Crešnar, B.; Petrič, S. Cytochrome P450 enzymes in the fungal kingdom. Biochim. Biophys. Acta, 2011, 1814(1), 29-35.
[http://dx.doi.org/10.1016/j.bbapap.2010.06.020] [PMID: 20619366]
[http://dx.doi.org/10.1016/j.bbapap.2010.06.020] [PMID: 20619366]
[17]
Danielson, P.B. The Cytochrome P450 superfamily: biochemistry, evolution and drug metabolism in humans. Curr. Drug Metab., 2003, 3(6), 561-597.
[http://dx.doi.org/10.2174/1389200023337054] [PMID: 12369887]
[http://dx.doi.org/10.2174/1389200023337054] [PMID: 12369887]
[18]
Steven, L.K.; Diane, E.K. Microbial cytochromes P450: Biodiversity and biotechnology. Where do cytochromes P450 come from, what do they do and what can they do for us 2013. Philos. Trans. R. Soc. Lond. B Biol. Sci., 2013, 368, 1-17.
[19]
Booth Depaz, I.M.; Toselli, F.; Wilce, P.A.; Gillam, E.M. Differential expression of human cytochrome P450 enzymes from the CYP3A subfamily in the brains of alcoholic subjects and drug-free controls. Drug Metab. Dispos., 2013, 41(6), 1187-1194.
[http://dx.doi.org/10.1124/dmd.113.051359] [PMID: 23491640]
[http://dx.doi.org/10.1124/dmd.113.051359] [PMID: 23491640]
[20]
Zuber, R.; Anzenbacherová, E.; Anzenbacher, P. Cytochromes P450 and experimental models of drug metabolism. J. Cell. Mol. Med., 2002, 6(2), 189-198.
[http://dx.doi.org/10.1111/j.1582-4934.2002.tb00186.x] [PMID: 12169204]
[http://dx.doi.org/10.1111/j.1582-4934.2002.tb00186.x] [PMID: 12169204]
[21]
Guengerich, F.P. Role of cytochrome P450 enzymes in drug-drug interactions. Adv. Pharmacol., 1997, 43, 7-35.
[http://dx.doi.org/10.1016/S1054-3589(08)60200-8] [PMID: 9342171]
[http://dx.doi.org/10.1016/S1054-3589(08)60200-8] [PMID: 9342171]
[22]
Donova, M.V.; Egorova, O.V. Microbial steroid transformations: Current state and prospects. Appl. Microbiol. Biotechnol., 2012, 94(6), 1423-1447.
[http://dx.doi.org/10.1007/s00253-012-4078-0] [PMID: 22562163]
[http://dx.doi.org/10.1007/s00253-012-4078-0] [PMID: 22562163]
[23]
Selamu, K; Shibiru, T; Bekesho, G The role of biotransformation in
drug discovery and development. J. Drug Metab. Toxicol. Rev.,, 2015, 6(5), 1-13.
[24]
elSayed, K.A. Microbial biotransformation of veratramine. J. Nat. Prod., 1998, 61(1), 149-151.
[http://dx.doi.org/10.1021/np9703611] [PMID: 9461666]
[http://dx.doi.org/10.1021/np9703611] [PMID: 9461666]
[25]
Lividans Ltd JH., future drug discovery, Lead expansion, metabolites
and intermediates for future drug discovery; TechnolServ, 2004, 1-2.
[26]
Pan, A.; Lorenzotti, S.; Zoncada, A. Registered and investigational drugs for the treatment of methicillin-resistant Staphylococcus aureus infection. Recent Pat. Antiinfect. Drug Discov., 2008, 3(1), 10-33.
[http://dx.doi.org/10.2174/157489108783413173] [PMID: 18221183]
[http://dx.doi.org/10.2174/157489108783413173] [PMID: 18221183]
[27]
Kebamo, S.; Tesema, S.; Geleta, B. The role of biotransformation in drug discovery and development. J. Drug Metab. Toxicol., 2015, 6, 196.https://www.longdom.org/open-access/the-role-of-biotransformation-in-drug-discovery-and-development-2157-7609-1000196.pdf
[28]
Lividans Ltd. Juha H; Biotransformation in Drug Discovery Development and Production. Future Drug; Discov, 2004.
[29]
Johanna, S.; Annemarie, K.; Antje, L.; Deniz, T. From discovery to production: Biotechnology of marine fungi for the production of new antibiotics. Mar. Drugs, 2016, 14(7), 137.
[30]
Musharraf, S.G.; Ali, A.; Khan, N.T.; Yousuf, M.; Choudhary, M.I. Atta-ur-Rahman. Tandem mass spectrometry approach for the investigation of the steroidal metabolism: Structure-Fragmentation Relationship (SFR) in anabolic steroids and their metabolites by ESI-MS/MS analysis. Steroids, 2013, 78(2), 171-181.
[http://dx.doi.org/10.1016/j.steroids.2012.10.017] [PMID: 23159734]
[http://dx.doi.org/10.1016/j.steroids.2012.10.017] [PMID: 23159734]
[31]
Shah, S.A.; Sultan, S.; Hassan, N.B.; Muhammad, F.K.; Faridz, M.A.; Hussain, F.B.; Hussain, M.; Adnan, H.S. Biotransformation of 17α-ethynyl substituted steroidal drugs with microbial and plant cell cultures: A review. Steroids, 2013, 78(14), 1312-1324.
[http://dx.doi.org/10.1016/j.steroids.2013.10.001] [PMID: 24135562]
[http://dx.doi.org/10.1016/j.steroids.2013.10.001] [PMID: 24135562]
[32]
Asha, S.; Vidyavathi, M. Cunninghamella-a microbial model for drug metabolism studies-a review. Biotechnol. Adv., 2009, 27(1), 16-29.
[http://dx.doi.org/10.1016/j.biotechadv.2008.07.005] [PMID: 18775773]
[http://dx.doi.org/10.1016/j.biotechadv.2008.07.005] [PMID: 18775773]
[33]
Bianchini, L.F.; Arruda, M.F.; Vieira, S.R.; Campelo, P.M.; Grégio, A.M.; Rosa, E.A. Microbial biotransformation to obtain new antifungals. Front. Microbiol., 2015, 6, 1433.
[http://dx.doi.org/10.3389/fmicb.2015.01433] [PMID: 26733974]
[http://dx.doi.org/10.3389/fmicb.2015.01433] [PMID: 26733974]
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