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Hycanthone

It was subsequently discovered that lucanthone is metabolized in the body in part to hycanthone (30), a compound with enhanced schistomacidal activity. The relatively high biologic activity of lucanthone in experimental animals compared to man was subsequently attributed to the inefficient hydroxylating system present in man for this biochemical conversion.Microbiologic oxidation of lucanthone by fermentation with the fungus Aspergil-lus scelorotium affords hycanthone. ... [Pg.398]

Lucanthone (20) constitutes one of the first effective antischistosomal agents. Biological investigation of this agent showed that the active species in man is in fact the hydroxylated metabolic product hycanthone (21). The published Synthesis for the... [Pg.413]

I minium ions /N=CH2 Hexamethylmelamine bis (morpholino) methane hycanthone... [Pg.377]

Intercalation has been demonstrated with a number of other compounds having a polycyclic aromatic system and groups capable of forming hydrogen bonds. Among such compounds are the antibacterial 9-aminoacridine, the antimalarials mepacrine and chloroquine, the veterinary trypanocide ethidium (246), the thioxanthone lucanthone (247 R = Me) and its more active metabolite hycanthone (247 R = CH20H), which are used in the treatment of schistosomiasis, and the antineoplastic alkaloid ellipticine (248). A number of antibiotics, including the actinomycins, echinomycin and bleomycin, also intercalate. [Pg.179]

More than 500 new chemicals are introduced into the environment industrially each year. Some widely used drugs, e.g., hycanthone (Fig. 5-22), are mutagenic. Powerful mutagens are present naturally in some foods.764-766 Others have been added through ignorance. Although many of these have now been re-... [Pg.1584]

Brindley, P.J., Lewis, F.A., McCutchan, T.F., Bueding, E. and Sher, A. (1989) A genomic change associated with the development of resistance to hycanthone in Schistosoma mansoni. Molecular and Biochemical Parasitology 36, 243-252. [Pg.69]

Jansma, W.B., Rogers, S.H., Liu, C.L. and Bueding, E. (1977) Experimentally produced resistance of Schistosoma mansoni to hycanthone. American journal of Tropical Medicine and Hygiene 26, 926-936. [Pg.74]

Predecessors to praziquantel as the preferred treatment for schistosomiasis include oxamniquine, and the related compound hycanthone (Cioli et al., 1995). These drugs act by inhibiting nucleic acid synthesis, but only after parasite-mediated biotransformation of the drug by a schistosome enzyme (Cioli et al., 1993, 1985). Until relatively recently, oxamniquine continued to be the primary drug used to treat schistosomiasis in Brazil. [Pg.257]

Campos, R., Moreira, A.A., Sette, H., Chamone, D.A. and Da Silva, L.C. (1976) Hycanthone resistance in a human strain of Schistosoma mansoni. Transactions of the Royal Society of Tropical Medicine and Hygiene 70, 261-262. [Pg.265]

Cioli, D. and Pica Mattoccia, L. (1984) Genetic analysis of hycanthone resistance in Schistosoma mansoni. American Journal of Tropical Medicine and Hygiene 33, 80-88. [Pg.265]

Cioli, D., Pica-Mattoccia, L., Rosenberg, S. and Archer, S. (1985) Evidence for the mode of antischistosomal action of hycanthone. Life Sciences 37, 1 61 -167. [Pg.265]

Cioli, D., Pica-Mattoccia, L. and Moroni, R. (1992) Schistosoma mansoni hycanthone/oxamniquine resistance is controlled by a single autosomal recessive gene. Experimental Parasitology 75, 425 432. [Pg.265]

Dias, L.C., Pedro, R.J. and Debelardini, E.R. (1982) Use of praziquantel in patients with schistosomiasis mansoni previously treated with oxamniquine and/or hycanthone resistance of Schistosoma mansoni to schistosomicidal agents. Transactions of the Royal Society of Tropical Medicine and Hygiene 76, 652-659. [Pg.266]

Cuimaraes, R.X., Tchakerian, A., Dias, L.C., de Almeida, F.M., Vilela, M.P., Cabeca, M. and Takeda, A.K. (1979) Resistance to hycanthone and oxamniquine in patients with a clinical hepato-intestinal form of schistosomiasis. AMB Revista da Associaco Medica Brasileira 25, 48-50. [Pg.267]

Katz, N. (1 975) Clinical evaluation of niridazole and hycanthone in schistosomiasis mansoni endemic areas. Journal of Toxicology and Environmental Health 1, 203-209. [Pg.267]

Pica-Mattoccia, L., Archer, S. and Cioli, D. (1 992) Hycanthone resistance in schistosomes correlates with the lack of an enzymatic activity which produces the covalent binding of hycanthone to parasite macromolecules. Molecular and Biochemical Parasitology 55, 1 67-1 75. [Pg.267]

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