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Effects of α-Melanocortin Enantiomers on Acetaminophen-Induced Hepatotoxicity in CBA Mice
Department of Pharmacology, Faculty of Pharmacy and Biochemistry, University of Zagreb, Domagojeva 2, 10000 Zagreb, Croatia
Department of Dermatology and Venerology, University Hospital Center Zagreb, Šalata 4, 10000 Zagreb, Croatia
Department of Neurosurgery, University Hospital “Sestre Milosrdnice”, Vinogradska 29, 10000 Zagreb, Croatia
Ruđer Bošković Institute, Bijenička cesta 54, 10002 Zagreb, Croatia
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; in revised form: 22 November 2009 / Accepted: 30 November 2009 / Published: 2 December 2009
(This article belongs to the Special Issue Prodrugs
Abstract: 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
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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.
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(12):5017-5026.
Turčić, Petra; Bradamante, Mirna; Houra, Karlo; Štambuk, Nikola; Kelava, Tomislav; Konjevoda, Paško; Kazazić, Saša; Vikić-Topić, Dražen; Pokrić, Biserka. 2009. "Effects of α-Melanocortin Enantiomers on Acetaminophen-Induced Hepatotoxicity in CBA Mice." Molecules 14, no. 12: 5017-5026.