Metalloporphyrins - an Update

Overview

Journal Front Pharmacol

Date 2012 May 5

PMID 22557967

Citations 33

Authors

Stephanie Schulz

Ronald J Wong

Hendrik J Vreman

David K Stevenson

Affiliations

Soon will be listed here.

Abstract

Metalloporphyrins are structural analogs of heme and their potential use in the management of neonatal hyperbilirubinemia has been the subject of considerable research for more than three decades. The pharmacological basis for using this class of compounds to control bilirubin levels is the targeted blockade of bilirubin production through the competitive inhibition of heme oxygenase (HO), the rate-limiting enzyme in the bilirubin production pathway. Ongoing research continues in the pursuit of identifying ideal metalloporphyrins, which are safe and effective, by defining therapeutic windows and targeted interventions for the treatment of excessive neonatal hyperbilirubinemia.

Citing Articles

Navigating heme pathways: the breach of heme oxygenase and hemin in breast cancer.

Consoli V, Sorrenti V, Gulisano M, Spampinato M, Vanella L Mol Cell Biochem. 2024; 480(3):1495-1518.

PMID: 39287890 PMC: 11842487. DOI: 10.1007/s11010-024-05119-5.

Metalloporphyrins Reduce Proteinuria in Podocyte Immune Injury: The Role of Metal and Porphyrin Moieties.

Lianos E, Phung G, Foster M, Zhou J, Sharma M Int J Mol Sci. 2023; 24(16).

PMID: 37628958 PMC: 10454924. DOI: 10.3390/ijms241612777.

5-Aminolevulinic acid combined with ferrous iron ameliorates scrotal heat stress-induced spermatogenic damage by enhancing HO-1 expression.

Gao P, Zhuang J, Chen H, Fang Z, Zheng J, Zhu D Mol Biol Rep. 2023; 50(6):4999-5011.

PMID: 37086299 DOI: 10.1007/s11033-023-08462-w.

Metalloporphyrins as Tools for Deciphering the Role of Heme Oxygenase in Renal Immune Injury.

Lianos E, Detsika M Int J Mol Sci. 2023; 24(7).

PMID: 37047787 PMC: 10095062. DOI: 10.3390/ijms24076815.

Molecular Mechanisms of Nemorosone-Induced Ferroptosis in Cancer Cells.

Fernandez-Acosta R, Hassannia B, Caroen J, Wiernicki B, Alvarez-Alminaque D, Verstraeten B Cells. 2023; 12(5).

PMID: 36899871 PMC: 10000521. DOI: 10.3390/cells12050735.

References

Vreman H, Rodgers P, Stevenson D . Zinc protoporphyrin administration for suppression of increased bilirubin production by iatrogenic hemolysis in rhesus neonates. J Pediatr. 1990; 117(2 Pt 1):292-7. DOI: 10.1016/s0022-3476(05)80550-5. View

Kappas A, Drummond G, Henschke C, VALAES T . Direct comparison of Sn-mesoporphyrin, an inhibitor of bilirubin production, and phototherapy in controlling hyperbilirubinemia in term and near-term newborns. Pediatrics. 1995; 95(4):468-74. View

Schuller D, Wilks A, Ortiz de Montellano P, Poulos T . Crystal structure of human heme oxygenase-1. Nat Struct Biol. 1999; 6(9):860-7. DOI: 10.1038/12319. View

Gourley G . Bilirubin metabolism and kernicterus. Adv Pediatr. 1997; 44:173-229. View

Stevenson D, Bartoletti A, Ostrander C, Johnson J . Pulmonary excretion of carbon monoxide in the human newborn infant as an index of bilirubin production: III. Measurement of pulmonary excretion of carbon monoxide after the first postnatal week in premature infants. Pediatrics. 1979; 64(5):598-600. View

Stout D, Becker F . The effects of tin-protoporphyrin administration on hepatic xenobiotic metabolizing enzymes in the juvenile rat. Drug Metab Dispos. 1988; 16(1):23-6. View

LANDAW S, Drummond G, Kappas A . Targeting of heme oxygenase inhibitors to the spleen markedly increases their ability to diminish bilirubin production. Pediatrics. 1989; 84(6):1091-6. View

Martinez J, Garcia H, Otheguy L, Drummond G, Kappas A . Control of severe hyperbilirubinemia in full-term newborns with the inhibitor of bilirubin production Sn-mesoporphyrin. Pediatrics. 1999; 103(1):1-5. DOI: 10.1542/peds.103.1.1. View

Jeffrey Maisels M, McDonagh A . Phototherapy for neonatal jaundice. N Engl J Med. 2008; 358(9):920-8. DOI: 10.1056/NEJMct0708376. View

10.

Kappas A, Drummond G, Munson D, Marshall J . Sn-Mesoporphyrin interdiction of severe hyperbilirubinemia in Jehovah's Witness newborns as an alternative to exchange transfusion. Pediatrics. 2001; 108(6):1374-7. DOI: 10.1542/peds.108.6.1374. View

11.

Anderson K, Simionatto C, Drummond G, Kappas A . Tissue distribution and disposition of tin-protoporphyrin, a potent competitive inhibitor of heme oxygenase. J Pharmacol Exp Ther. 1984; 228(2):327-33. View

12.

Berglund L, Angelin B, Hultcrantz R, Einarsson K, Emtestam L, Drummond G . Studies with the haeme oxygenase inhibitor Sn-protoporphyrin in patients with primary biliary cirrhosis and idiopathic haemochromatosis. Gut. 1990; 31(8):899-904. PMC: 1378619. DOI: 10.1136/gut.31.8.899. View

13.

Drummond G, Galbraith R, Sardana M, Kappas A . Reduction of the C2 and C4 vinyl groups of Sn-protoporphyrin to form Sn-mesoporphyrin markedly enhances the ability of the metalloporphyrin to inhibit in vivo heme catabolism. Arch Biochem Biophys. 1987; 255(1):64-74. DOI: 10.1016/0003-9861(87)90294-3. View

14.

Lutton J, Chertkov J, Levere R, Abraham N . Comparative effect of heme analogues on hematopoiesis in lymphoproliferative disorders. Leuk Lymphoma. 2011; 5(2-3):179-85. DOI: 10.3109/10428199109068123. View

15.

Kappas A, Drummond G, VALAES T . A single dose of Sn-mesoporphyrin prevents development of severe hyperbilirubinemia in glucose-6-phosphate dehydrogenase-deficient newborns. Pediatrics. 2001; 108(1):25-30. DOI: 10.1542/peds.108.1.25. View

16.

Hintz S, Kwong L, Vreman H, Stevenson D . Recovery of exogenous heme as carbon monoxide and biliary heme in adult rats after tin protoporphyrin treatment. J Pediatr Gastroenterol Nutr. 1987; 6(2):302-6. DOI: 10.1097/00005176-198703000-00025. View

17.

Appleton S, Chretien M, Mclaughlin B, Vreman H, Stevenson D, Brien J . Selective inhibition of heme oxygenase, without inhibition of nitric oxide synthase or soluble guanylyl cyclase, by metalloporphyrins at low concentrations. Drug Metab Dispos. 1999; 27(10):1214-9. View

18.

Galbraith R, Kappas A . Pharmacokinetics of tin-mesoporphyrin in man and the effects of tin-chelated porphyrins on hyperexcretion of heme pathway precursors in patients with acute inducible porphyria. Hepatology. 1989; 9(6):882-8. DOI: 10.1002/hep.1840090616. View

19.

Zhao H, Wong R, Nguyen X, Kalish F, Mizobuchi M, Vreman H . Expression and regulation of heme oxygenase isozymes in the developing mouse cortex. Pediatr Res. 2006; 60(5):518-23. DOI: 10.1203/01.PDR.0000242374.21415.f5. View

20.

Dercho R, Nakatsu K, Wong R, Stevenson D, Vreman H . Determination of in vivo carbon monoxide production in laboratory animals via exhaled air. J Pharmacol Toxicol Methods. 2006; 54(3):288-95. DOI: 10.1016/j.vascn.2006.01.004. View