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Molecules 2009, 14(12), 5017-5026; doi:10.3390/molecules14125017

Effects of α-Melanocortin Enantiomers on Acetaminophen-Induced Hepatotoxicity in CBA Mice

4,* , 5
1 Department of Pharmacology, Faculty of Pharmacy and Biochemistry, University of Zagreb, Domagojeva 2, 10000 Zagreb, Croatia 2 Department of Dermatology and Venerology, University Hospital Center Zagreb, Šalata 4, 10000 Zagreb, Croatia 3 Department of Neurosurgery, University Hospital “Sestre Milosrdnice”, Vinogradska 29, 10000 Zagreb, Croatia 4 Ruđer Bošković Institute, Bijenička cesta 54, 10002 Zagreb, Croatia 5 Department of Physiology and Immunology, School of Medicine, University od Zagreb, Šalata 3, 10000 Zagreb, Croatia
* Author to whom correspondence should be addressed.
Received: 30 September 2009 / Revised: 22 November 2009 / Accepted: 30 November 2009 / Published: 2 December 2009
(This article belongs to the collection Prodrugs)
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Proteins and peptides in mammals are based exclusively on L-amino acids. Recent investigations show that D-amino acids exhibit physiological effects in vivo, despite of their very small quantities. We have investigated the hepatoprotective effects of the Land D-enantiomers of α-melanocortin peptide (α-MSH). The results showed that peptideenantiomerism is related to the protective effects of melanocortin peptides in vivo. L-α-MSH exhibited potent hepatoprotective effect in the experimental model of acetaminophen induced hepatotoxicity in male CBA mice, while its D-mirror image was inefficient. Furthermore, the antibody to the L-peptide did not recognize the D-structure. The results indicate that the opposite peptide configuration may be used to modulate its function and metabolism in vivo and in vitro.
Keywords: enantiomer; α-MSH; hepatoprotection; hepatotoxicity; antibody; CD spectroscopy enantiomer; α-MSH; hepatoprotection; hepatotoxicity; antibody; CD spectroscopy
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Turčić, P.; Bradamante, M.; Houra, K.; Štambuk, N.; Kelava, T.; Konjevoda, P.; Kazazić, S.; Vikić-Topić, D.; Pokrić, B. Effects of α-Melanocortin Enantiomers on Acetaminophen-Induced Hepatotoxicity in CBA Mice. Molecules 2009, 14, 5017-5026.

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