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Vol. 26 No. 18 (2014): Vol 26 Issue 18

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Microbial Transformation of Topical Corticosteroid: Prednicarbate

https://doi.org/10.14233/ajchem.2014.16548
Saeed Ahmad
Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan
Muhammad Fahad Mukhtar
Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan
Farhan Hameed Khaliq
Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan
Sajid Irshad
Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan
Javed Iqbal
Faculty of Pharmacy, University of Lahore, Lahore 54000, Pakistan

Corresponding Author(s) : Saeed Ahmad

rsahmed_iub@yahoo.com

Asian Journal of Chemistry, Vol. 26 No. 18 (2014): Vol 26 Issue 18

Abstract

In the present research, the steroidal antiinflammatory topically used drug prednicarbate (1) was subjected to microbial biotransformation by Cunninghamella elegans. Prednicarbate (1) was transformed into various metabolites. One new and two known metabolites were purified named as prednisolone 17-ethylcarbonate (2) Prednisolone (3) and 4-(4-hydroxybenzyl)-2-(3-methylbut-2-enyl)phenyl methyl carbonate (4). The compound (4) was separated as a new compound and was not reported in literature. Its structure did not show resemblance with prednicarbate so possibly derived from fungal mass. Their structures were elucidated by using modern spectroscopic techniques e.g. 13C NMR, 1H NMR, HMQC, HMQC, COSY, NOESY and mass spectrometry e.g. EI-MS.

Keywords

Biotransformation Cunninghamella elegans Prednicarbate Topical
Ahmad, S., Fahad Mukhtar, M., Hameed Khaliq, F., Irshad, S., & Iqbal, J. (2014). Microbial Transformation of Topical Corticosteroid: Prednicarbate. Asian Journal of Chemistry, 26(18), 6043–6046. https://doi.org/10.14233/ajchem.2014.16548
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References
  1. E.G. Fathabad and M.T. Yazdi, J. Sci. I. R. Iran., 17, 309 (2006).
  2. C.M. Bensasson, J.R. Hanson and A.C. Hunter, Phytochemistry, 49, 2355 (1998); doi: 10.1016/S0031-9422(98)00312-4.
  3. D.H. Peterson and H.C. Murray, J. Am. Chem. Soc., 74, 1871 (1952); doi:10.1021/ja01127a531.
  4. S.B. Mahato and S. Garai, Steroids, 62, 332 (1997); doi:10.1016/S0039-128X(96)00251-6.
  5. B.M. Fraga, M.G. Hernandez, P. Gonzalez, M.C. Chamy and J.A. Garbarino, Phytochemistry, 53, 395 (2000); doi:10.1016/S0031-9422(99)00542-7.
  6. S. Hu, X. Tian and G. Han, Steroids, 63, 88 (1998); doi:10.1016/S0039-128X(97)00139-6.
  7. M.R. Wilson, W.A. Gallimore and P.D. Reese, Steroids, 64, 834 (1999); doi:10.1016/S0039-128X(99)00067-7.
  8. A. Farooq and S. Tahara, J. Nat. Prod., 63, 489 (2000); doi:10.1021/np990520b.
  9. K. Lisowska and J. Długoński, J. Steroid Biochem. Mol. Biol., 85, 63 (2003); doi:10.1016/S0960-0760(03)00136-5.
  10. H. Salvio Neto, F.A.P. Barros, F.M. Sousa Carvalho and J.R. Matos, J. Therm. Anal. Calorim., 102, 277 (2010); doi:10.1007/s10973-009-0419-3.
  11. K. Lange, A. Gysler, M. Bader, B. Kleuser, H.C. Korting and M. Schäfer-Korting, Pharm. Res., 14, 1744 (1997); doi:10.1023/A:1012183914011.
  12. M. Wainwright, Chem. Br., 34, 46 (1998).
  13. L.P. Wackett and D.T. Gibson, Biochem. J., 205, 117 (1982).
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