Synthesis of penicillin derivatives and study of their cytotoxic properties

Authors

  • Г. Bейнберг Latvian Institute of Organic Synthesis, Riga LV-1006
  • P. Бокалдере Latvian Institute of Organic Synthesis, Riga LV-1006
  • K. Диковская Latvian Institute of Organic Synthesis, Riga LV-1006
  • M. Ворона Latvian Institute of Organic Synthesis, Riga LV-1006
  • Д. Мусель Latvian Institute of Organic Synthesis, Riga LV-1006
  • X. Кажока Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. Тyровскис Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. Шестакова Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. Канепе Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. Домpачева Latvian Institute of Organic Synthesis, Riga LV-1006
  • Э. Лyкевиц Latvian Institute of Organic Synthesis, Riga LV-1006

Abstract

By the interaction of heterocyclic thiols with sulfoxides of 6,6-dihydro- and 6α-chloropenicillanates, derivatives of 4-heteryldithio-2-azetidinones have been synthesized, as well as products of their cyclization to form 2β-heterylthiomethyl-and 2β-halomethyl-substituted penicillanates and an ester of 3-chloro-3-methyl-7α-chlorocepham-4-carboxylic acid. Also, the desulfurization of 6α-chloropenicillanate by Raney nickel has been accomplished. For the substances that have been synthesized, a direct relationship has been established between the intensity of their cytotoxic action in vitro with respect to tumor cells and the influence of these compounds on the intracellular generation of nitric oxide radicals.

How to Cite
Veinberg, G.; Bokaldere, R.; Dikovskaya, K.; Vorona, M.; Mucel', D.; Kazhoka, Kh.; Turovskis, I.; Shestakova, I.; Kanepe, I.; Domracheva, I.; Lukevics, E. Chem. Heterocycl. Compd. 1998, 34, 1266. [Khim. Geterotsikl. Soedin. 1998, 34, 1494.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02256806

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Published

1998-11-25

Issue

No. 11 (1998)

Section

Original Papers