PMID: 8964657Dec 1, 1995Paper

Induction of lymphoproliferative popliteal lymph node reaction by hydantoin derivatives: structure-activity relationships

International Journal of Immunopharmacology
A MarintchevM Haimova

Abstract

We evaluated the ability of a series of 3-phenylhydantoin derivatives to induce a lymphoproliferative popliteal lymph node reaction in C57B1/6 mice. 5-Aryl-3-phenylhydantoins induced a significant lymphoproliferative reaction, whereas the 5-alkyl-substituted and the unsubstituted 3-phenylhydantoins did not. 5-Alkyl-3-phenylhydantoins were unable to induce a lymphoproliferative reaction, unlike the corresponding 5-alkyl-3-phenyl-2-thiohydantoins, which have been reported to induce a significant lymphoproliferative reaction in the same strain of mice. Based on these results, we suggest that, to induce a lymphoproliferative popliteal lymph node reaction, hydantoins have to bind covalently to proteins through the N-atoms if they are activated by electrophilic groups bound to the hydantoin ring. We also suggest that 2-thiohydantoins can bind through their S-atom, whereas hydantoins cannot do so through their O-atoms.

References

Jan 1, 1969·International Ophthalmology Clinics·P Cochet, H Amiard
Jan 1, 1969·International Ophthalmology Clinics·D J Coleman
Nov 1, 1970·Journal of Medicinal Chemistry·J V MarxW W Westerfeld
Sep 1, 1958·British Journal of Pharmacology and Chemotherapy·R KILPATRICKD R WOOD

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Citations

Jun 8, 2002·Toxicology Letters·R PietersS Nierkens

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