Stereoseleetive distribution of the teratogenic thalidomide analogue EM12 in the early embryo of marmoset monkey, Wistar rat and NMRI mouse

Archives of Toxicology

Volumn 70, Issue 11, 1996, Pages 749-756

  Schmahl, Hans Josef ^a   Dencker, Lennart ^b   Plum, Claudia ^a   Chahoud, Ibrahim ^a   Nau, Heinz ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b UPPSALA UNIVERSITY   (Sweden)

Author keywords

EM12; Enantiomers; Marmoset; NMRI mouse; Placental transfer; Thalidomide

Indexed keywords

2 (2,6 DIOXO 3 PIPERIDINYL)PHTHALIMIDINE; THALIDOMIDE; 2 (2,6 DIOXOPIPERIDIN 3 YL)PHTHALIMIDINE; 2-(2,6-DIOXOPIPERIDIN-3-YL)PHTHALIMIDINE; DRUG DERIVATIVE; TERATOGENIC AGENT;

ANIMAL EXPERIMENT; ARTICLE; DRUG DISTRIBUTION; DRUG METABOLISM; ENANTIOMER; LIMB DEFECT; MARMOSET; MONKEY; MOUSE; NONHUMAN; ORAL DRUG ADMINISTRATION; ORGANOGENESIS; PHARMACOKINETICS; PLACENTAL TRANSFER; PRIORITY JOURNAL; RAT; TERATOGENESIS; ANIMAL; AUTORADIOGRAPHY; DRUG EFFECT; FEMALE; FETOMATERNAL TRANSFUSION; MOUSE STRAIN; PREGNANCY; PRENATAL DEVELOPMENT; WISTAR RAT;

ANIMALS; AUTORADIOGRAPHY; CALLITHRIX; EMBRYONIC AND FETAL DEVELOPMENT; FEMALE; MATERNAL-FETAL EXCHANGE; MICE; MICE, INBRED STRAINS; PREGNANCY; RATS; RATS, WISTAR; TERATOGENS; THALIDOMIDE;

EID: 0029658873     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002040050336     Document Type: Article

References (22)

1. Dencker L, d'Argy R, Danielsson BRG, Ghantous H, Sperber GO (1987) Suturuble accumulation of retinoic acid in neural and neural crest derived cells in early embryonic development. Dev Pharmacol Ther 10: 212-223
2. Günzler V (1992) Thalidomide in human immunodeficiency virus (HIV) patients. Drug Safety 7: 116-134
3. Heger W, Neubert D (1988) Monitoring of ovulation and pregnancy by measuring steroids in the urine of marmosets. In: Neubert D, Merkcr H-J, Hendrickx AG (eds) Non-human primates: developmental biology and toxicology. Ueberreuter Wissenschaftsverlag, Wien, pp 71-82
4. Heger W, Klug S, Schmahl HJ, Nau H, Merker HJ, Neubert D (1988) Embryotoxic effects of thalidomide derivatives in the non-human primate Callithrix jacchus: 3. Teratogenic potency of the EM12 enantiomers. Arch Toxicol 62: 205-208
5. Heger W, Schmahl HJ, Klug S, Felies A, Nau H, Merker HJ, Neubert D (1994) Embryoloxic effects of thalidomide derivatives in the non-human primate Callithrix jacchus: 4. Teratogenicity of μg/kg doses of the EM12 Enantiomers. Teratog Carcinog and Mutagen 14: 115-122
6. Helm F Ch, Frankus E, Friderichs, Graudums I, Flohé L (1981) Comparative teratological investigation of compounds structurally and pharmacologically related to thalidomide. Arzneim-Forsch/Drug Res 31: 941-949
7. Kaitin KI (1988) Thalidomide revisited: new clinical uses for an old drug. Pharm Mod 7: 203-210
8. Johnson RL, Riddle RD, Tabin CJ (1994) Mechanisms of limb patterning. Curr Opin Genet and Dev 4: 535-542
9. l4C-labelled thalidomide and glutethimide in pregnant mice. Proc Soc Exp Biol Med 116: 512-516
10. Merker HJ, Heger W, Sames K, Stürje H, Neubert D (1988) Embryotoxic effects of thalidomide derivatives in the non-human primate Callithrix jacchus: 1. Effects of 3-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-2.6-dioxopiperidine [EM12] on skeletal develop-ment. Arch Toxicol 61: 165-179
11. Nau H, Schmahl HJ, Heger W, Netibert D (1988) Pharmacokmetic and chiral aspects of thalidomide and EM12 teratogenesis in monkey and rat. In: Neubert D, Merker HJ, Hendriekx AG (eds) Non-human primates developmental biology and toxicology. Ueberreuter Wissenschaft. Wien Berlin, pp 461-476
12. Neubert D, Heger W, Fischer B, Merker HJ (1988) Variability and speed of development in marmosets as compared to man. In: Neubert D, Merker HJ, Hendriekx AG (eds) Non-human primates developmental biology and toxicology. Ueberreuter Wissenschaft. Wien Berlin, pp 205-216
13. Neubert R, Nogueira AC, Neubert, D (1993) Thalidomide derivatives and the immune system. 1. Changes in the pattern of integrin receptors and other surface markers on T lymphocyte subpopulations of marmoset blood. Arch Toxicol 67: 1-17
14. Neubert R, Hinz N, Thiel R, Neubert, D (1996) Down-regulation of adhesion receptors on cells of primate embryos as a probable mechanism of the teratosenic action of thalidomide. Life Sci 58: 295-316
15. Schmahl HJ (1987) Präparative und analytische Trennung der Enantiomeren des teratogenen Racemats EM12 [2-(2,6-Dioxo-piperidin-3-yl)-phthalimidin] mittels Niederdruek-Säulenchromatographie (LC) und HPLC. Fresenius Z Anal Chem 326: 150-156
16. Schmahl HJ, Nau H, Neubert D (1988) The enantiomers of the teratogenic thalidomide analogue EM12: 1. Chiral inversion and plasma pharmacokinetics in the marmoset monkey. Arch Toxicol 62: 200-204
17. Schmahl HJ, Heger W, Nau H (1989) The enantiomers of the teratogenic thalidomide analogue EM12: 2. Chemical stability, stereoselectivity of metabolism and renal excretion in the marmoset monkey. Toxicol Lett 45: 23-33
18. Scott WJ Jr, Fradkin R, Wilson JG (1977) Non-confirmation of thalidomide induced teratogenesis in rats and mice. Teratology 16: 333-335
19. Tamura K, Hashimoto Y, Shudo K, Ide H (1993) Distribution of retinoids applied exogenously to chick limb buds: an autoradiographic analysis. Dev Growth Differ 35: 593-599
20. Ullberg S (1977) The technique of whole body autoradiography. Cryosectioning of large specimens. In: Science tools (Special issue on whole body autoradiography). The LKB Instrumental Journal. Bromma, Sweden, pp 1-29
21. Williams KM (1990) Enantiomers in arthritic disorders. Pharmacol Ther 46: 273-295
22. Winckler K, Klinkmüller KD, Schmahl HJ (1989) Determination of the thalidomide analogues 2-(2,6-dioxopipendine-3-yl)-phthal imidine [EM12], 2-(2,6-dioxopiperidme-4-yl)-phthalimidine [EM16] and their metabolites in biological samples. J Chromatogr 488: 417-425