Craniofacial and axial skeletal defects induced by the fungicide triadimefon in the mouse

Birth Defects Research Part B - Developmental and Reproductive Toxicology

Volumn 74, Issue 2, 2005, Pages 185-195

  Menegola, Elena ^a   Broccia, Maria Luisa ^a   Di Renzo, Francesca ^a   Massa, Valentina ^a   Giavini, Erminio ^a  

^a UNIVERSITY OF MILAN   (Italy)

Author keywords

Birth defects; Homeotic respecification; Teratogenesis; Triazole

Indexed keywords

ANTIFUNGAL AGENT; TRIADIMEFON; TRIAZOLE DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIRTH DEFECT; BONE TISSUE; BRANCHIAL ARCH; CARTILAGINOUS TISSUE; CELL MIGRATION; CRANIOFACIAL MALFORMATION; DISEASE SEVERITY; EMBRYO; EMBRYO SEGMENTATION; EXPLANT; GESTATIONAL AGE; IMMUNOHISTOCHEMISTRY; MOUSE; NEURAL CREST CELL; NEUROMERE; NONHUMAN; PRIORITY JOURNAL; RHOMBENCEPHALON; SKELETON MALFORMATION; TERATOGENESIS;

ABNORMALITIES, DRUG-INDUCED; ANIMALS; BIOLOGICAL MARKERS; BONE AND BONES; CRANIOFACIAL ABNORMALITIES; EMBRYONIC DEVELOPMENT; FEMALE; FETAL DEVELOPMENT; FLUORESCENT ANTIBODY TECHNIQUE, INDIRECT; FUNGICIDES, INDUSTRIAL; MALE; MICE; MICE, INBRED STRAINS; PREGNANCY; TERATOGENS; TRIAZOLES;

RODENTIA;

EID: 18244395545     PISSN: 15429733     EISSN: None     Source Type: Journal    
DOI: 10.1002/bdrb.20035     Document Type: Article

References (53)

1. Abu-Abed S, MacLean G, Fraulob V, Chambon P, Petkovich M, Dollè P. 2002. Differential expression of the retinoic acid-metabolizing enzymes CYP26A1 and CYP26B1 during murine organogenesis. Mech Dev 110:173-177.
2. Aleck KA, Bartley DL. 1997. Multiple malformation syndrome following fluconazole use in pregnancy: report of an additional patient. Am J Med Genet 72:253-256.
3. Becker H, Frei D, Sacsse. 1986. Dose finding embryotoxicity (including teratogenicity) study with KWG 0519 in the rabbit. Unpublished report N. 3826. Basel, Switzerland: RCC Itingen.
4. Clagett-Dame M, Plum LA. 1997. Retinoid-regulated gene expression in neural development. Crit Rev Eukaryot Gene Expr 7:299-342.
5. Colburn DE, Giles FJ, Oladovich D, Smith JA. 2004. In vitro evaluation of cytochrome P450-mediated drug interactions between cytoarabine, idarubidn, itraconazole and caspofungin. Hematology 9:217-221.
6. Di Renzo F, Broccia ML, Massa V, Menegola E, Giavini E. 2003. In vitro comparative study of the mechanisms involved in triazole-derivative teratogenesis. Reprod Toxicol 17:503.
7. Eikel D, Lampen A, Nan H. 2004a. Histonedeacetylases are new molecular targets whose inhibition can cause birth defects: evidence from structure-activity relationship of valproic acid derivatives. Reprod Toxicol 17:723-724.
8. Eikel D, Hoffmann K, Lampen A, Nau H. 2004b. Hydroxamic acid derivatives of valproic acid: histonedeacetylase inhibition and pharmacokinetic profiles in mice. Reprod Toxicol 17:724-725.
9. Ervine CM, Mattew DE, Brennan B, Houston JB. 1996. Comparison of ketoconazole and fluconazole as cytochrome P-450 inhibitors. Use of steady-state infusion approach to achieve plasma concentration-response relationships. Drug Metab Dispos 24:211-215.
10. Faiella A, Wernig M, Consalez GG, Hostik U, Hofmann C, Hustert E, Boncinelli E, Balling R, Nadeau JH. 2000. A mouse model for valproate teratogenicity: parental effects, homeotic transformations, and altered HOX expression. Hum Mol Genet 9:227-236.
11. FAO. 1982. Food and Agriculture Organization of the United Nations (FAO) technical papers. FAO plant production and protection papers. Vol. 42. Pesticide residues in food, 1981-Evaluations. Rome: Food and Agriculture Organization of the United Nations, p 512-523.
12. FAO. 1985a. Food and Agriculture Organization of the United Nations (FAO) technical papers. FAO plant production and protection papers. Vol. 61. Pesticide residues in food, 1983a-Evaluations. Rome: Food and Agriculture Organization of the United Nations, p 47-57.
13. FAO. 1985b. Food and Agriculture Organization of the United Nations (FAO) technical papers. FAO plant production and protection papers. Vol. 61. Pesticide residues in food, 1983b-Evaluations. Rome: Food and Agriculture Organization of the United Nations. p 447-450.
14. FAO. 1990. Food and Agriculture Organization of the United Nations (FAO) technical papers. FAO plant production and protection papers. Vol. 100/2. Pesticide residues in food, 1989-Evaluations, part II: toxicology. Rome: Food and Agriculture Organization of the United Nations, p 117-139.
15. Gudas LJ. 1994. Retinoids and vertebrate development. J Biol Chem 269:15399-15402.
16. Johnston MC, Sulik KK, Webster VVS, Jarvis BL. 1985. Isotretinoin embryopathy in a mouse model: Cranial neural crest involvement. Teratology 31:26A.
17. Kay ED. 1987. Craniofadal dysmorphogenesis following hypervitaminosis A in mice. Teratology 35:105-117.
18. Kessel M, Gruss P. 1991. Homeotic transformations of murine vertebrae and concomitant alteration of hox codes induced by retinoic acid. Cell 67:89-104.
19. Kessel M. 1992. Re-specification of vertebral identities by retinoic acid. Development 115:487-501.
20. Kimmel CA, Trammell C. 1981. A rapid procedure for routine double staining of cartilage and bone in fetal and adult animals. Stain Technol 56:271-273.
21. Klug S, Lewandowski C, Wildi L, Neubert D. 1989. All-trans retinoic acid and 13-cis-retinoic acid in the rat whole-embryo culture: abnormal development due to the all-trans isomer. Arch Toxicol 63:440-444.
22. Korte R, Ostenburg I. 1980. Embryotoxidty of KWG 0519 in rabbits. Unpublished report N. 1901. Munster, FRG: Reprotox GmbH.
23. Lee BE, Freinberg M, Abraham JJ, Murthy ARK. 1992. Congenital malformations in an infant born to a woman treated with fluconazole. Pediatr Infect Dis 11:1062-1064.
24. Lee YM, Osumi-Yamashita N, Ninomiya Y, Moon CK, Eriksson U, Eto K. 1995. Retinoic acid stage-dependently alters the migration pattern and identity of hindbrain neural crest cells. Development 121: 825-837.
25. Machemer L. 1976. Evaluation of embryotoxic and teratogenic effects on rats following oral administration. Unpublished report N. 6294. Wuppertal-Elberfeld, FRG: Bayer AG.
26. Machemer L. 1977. Evaluation of embryotoxic and teratogenic effects on orally dosed rats. Unpublished report N. 7038. Wuppertal-Elberfeld, FRG: Bayer AG.
27. Machera K. 1995. Developmental toxicity of cyproconaxole, an inhibitor of fungal ergosterol biosynthesis, in the rat. Bull Environ Contam Toxicol 54:363-369.
28. MacLean G, Abu-Abed S, Dolle P, Tahayato A, Chambon P, Petkovich M. 2001. Cloning a novel retinoic-acid metabolizing cytochrome P450, Cyp26B1, and comparative expression analysis with Cyp 26A1 during early murine development. Mech Dev 107:195-201.
29. Mastroiacovo P, Mazzone T, Botto LD, Serafini Ma, Finardi A, Caramelli L, Fusco D. 1996. Prospective assessment of pregnancy outcomes after first-trimester exposure to fluconaxole. Am J Obstet Gynecol 1775:1645-1650.
30. Menegola E, Broccia ML, Prati M, Giavini E. 1998. Stage-dependent skeletal malformations induced by valproic acid in rat. Int J Dev Biol 42:99-102.
31. Menegola E, Broccia ML, Di Renzo F, Prati M, Giavini E. 2000. In vitro teratogenic potential of two antifungal triazoles: triadimefon and triadimenol. In Vitro Cell Dev Biol 36:88-95.
32. Menegola E, Broccia ML, Di Renzo F, Giavini E. 2001a. Antifungal triazoles induce malformations in vitro. Reprod Toxicol 15: 421-427.
33. Menegola E, Broccia ML, Giavini E. 2001b. Atlas of rat fetal skeleton double stained for bone and cartilage. Teratology 4:125-133.
34. Menegola E, Broccia ML, Di Renzo F, Giavini E. 2003. Pathogenic pathways in fluconazole-induced branchial arch malformations. Birth Defects Res Part A Clin Mol Teratol 67:116-124.
35. Menegola E, Broccia ML, Di Renzo F, Massa V, Giavini E. 2004. Relationship between hindbrain segmentation, neural crest cell migration and branchial arch abnormalities in rat embryos exposed to fluconazole and retinoic acid in vitro. Reprod Toxicol 18:121-130.
36. Morita K, Konishi H, Shimakawa H. 1992. Fluconazole: a potent inhibitor of cytochrome P-450-dependent drug-metabolism in mice and humans in vivo. Comparative study with ketoconazole. Chem Pharm Bull (Tokyo) 40:1247-1251.
37. Morriss-Kay G. 1993. Retinoic acid and cranio-facial development: molecules and morphogenesis. Bioessays 15:9-15.
38. Morriss-Kay GM, Murphy P, Hill RE, Davidson DR. 1991. Effects of retinoic acid excess on expression of Hox-29 and Krox 20 and on morphological segmentation in the hindbrain of mouse embryos. EMBO J 10:2985-2995.
39. Pursley TJ, Blomquist IK, Abraham J, Andersen HF, Bartley JA. 1996. Fluconazoie-induced congenital anomalies in three infants. Clin Infect Dis 22:336-340.
40. Rogers JM, Brannen KC, Barbee BD, Zucker RM, Degitz SJ. 2004. Methanol exposure during gastrulation causes holoprosencephaly, facial dysgenesis, and cervical vertebral malformations in C57BL/6J mice. Birth Defects Res Part B Dev Reprod Toxicol 71:80-88.
41. Sanchez JM, Moya G. 1998. Fluconazole teratogenicity. Prenat Diagn 18:862-869.
42. Schwartz EL, Hallam S, Gallagher RE, Wiernik PH. 1995. Inhibition of all-trans retinoic acid metabolism by fluconazole in vitro and in patients with acute promyelocytic leukemia. Biochem Pharmacol 7:923-928.
43. Sulik KK, Cook CS, Webster WS. 1988. Teratogens and craniofacial malformations: relationships to cell death. Development 103: 213-232.
44. Tachibana M, Noguchi Y, Monro AM. 1987. Toxicology of fluconazole in experimental animals. In: Fromtling RA, editor. Recent trends in the discovery, development and evaluation of fungal drugs. Barcelona: JR Prous Science Publishers, p 234-238.
45. Tiboni GM. 1993. Second branchial arch anomalies induced by fluconazole, a bis-triazole antifungal agent, in cultured mouse embryos. Res Commun Chem Pathol Pharmacol 79:381-384.
46. Unger TM, Van Goethem D, Schellenberger TE. 1982. A teratogenical evaluation of Bayleton in mated female rats. Unpublished report N. 324. Midwest Research Institute, Mobay Chemical Corporation, Agricultural Chemical Division, Bayer AG, Monheim, Germany.
47. Van Cauteren H, Coussement W, Vandenberghe J, Herin V, Vanparys P, Marsboom R. 1987. The toxicological properties of itraconazole. In: Fromtling RA, editor, Recent trends in the discovery, development and evaluation of fungal drugs. Barcelona: JR Prous Science Publishers.
48. Vanden Bossche H, Lauvers W, Willemsens G, Marichal P, Cools W. 1984. The molecular basis for the antifungal activities of N-substituted azole derivatives. In: Trinci A, Ryles J, editors. The mode of action of antifungal agents. Cambridge, UK: Symposium of the British Mycological Society, p 321-341.
49. Vanier KL, Mattiussi AJ, Johnston DL 2003. Interaction of all-trans-retinoic acid with Fluconazole in acute promyelocytic leukemia. J Pediatr Hematol Oncol 25:403-404.
50. Vergieva T. 1990. Triazoles teratogenicity in rats. Teratology 42:27A-28A.
51. Wei X, Makori N, Peterson PE, Hummler H, Hendrickx AG. 1999. Pathogenesis of retinoic acid-induced ear malformations in a primate model. Teratology 60:83-92.
52. White JC, Highland M, Kaiser M, Clagett-Dame M. 2000. Vitamin A deficiency results in the dose-dependent acquisition of anterior character and shortening of the caudal hindbrain of the rat embryo. Dev Biol 220:263-284.
53. Wiesinger EC, Mayerhofer S, Wenisch C, Breyer S, Graninger W. 1996. Fluconazole in Candida albicans sepsis during pregnancy: case report and review of the literature. Infection 24:263-266.