@article{de2fc38da888442eb8befd1c024e3695,
title = "Bimane cyclic esters, possible stereologues of trypanothione as antitrypanosomal agents. Bimanes 29",
abstract = "Tricyclic esters derived from bimanes have been synthesized with ring sizes near or equal to that of trypanothione disulfide (T(S)2), a bis-glutathionylspermidine that is involved in regulating the thiol status of Leishmania and other trypanosomatids. Modest activity for many of the compounds against Leishmania donovani with a maximum at the T(S)2 ring size suggests that the esters act as T(S)2 surrogates. However, no inhibition of T(S)2-reductase is observed for a number of the compounds. A series of tricyclic bimane amides with structures more closely analogous to T(S)2 are inactive in biological tests. New approaches were developed for the synthesis of the amides. The surprising effectiveness of the cyclic ester synthesis is explained. Acid chloride formation catalyzed by sulfides is briefly described.",
keywords = "DFMO, GSH, GSSG, T(S), T(SH), acid chloride formation, antitrypanosomal drug, bimane ester, dl-α-difluoromethylornithine, glutathione, glutathione disulfide, reduced trypanothione, sulfide catalysis, trypanothione, trypanothione stereologue",
author = "Kosower, {EM M.} and Radkowsky, {AE E.} and Fairlamb, {AH H.} and Croft, {SL L.} and Neal, {RA A.}",
note = "Funding Information: Wellcome Trust through a grant to the University of London is much appreciated. The investigation also received financial support from the UNDP/World Bank/WHO Special Programme for Research and Training in Tropical Diseases. We appreciate the cooperation of L Krauth-Siegel, Institut fur Biochemie II, Medizinische Fakultlt, Universitat Heidelberg, Germany, in carrying out the tests of inhibition of T cruzi trypanothione reductase.",
year = "1995",
doi = "10.1016/0223-5234(96)88283-3",
language = "אנגלית",
volume = "30",
pages = "659--671",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier Masson s.r.l.",
number = "9",
}