Antiparasitic structure‐activity relationships of congocidine derivatives

Meir Bialer; Joseph El‐On; Boris Yagen; Raphael Mechoulam

doi:10.1002/jps.2600700735

Antiparasitic structure‐activity relationships of congocidine derivatives

Meir Bialer^*
, Joseph El‐On
, Boris Yagen
, Raphael Mechoulam

^*Corresponding author for this work

Research output: Contribution to journal › Comment/debate

4 Scopus citations

Abstract

Several congocidine analogs were synthesized and tested for in vivo activity against Trypanosoma congolense and in vitro activity against amastigotes of Leishmania tropica. The tripyrrole derivative, β‐{[N‐methyl‐4‐[N‐methyl‐4‐(guanidinoacetamido)pyrrole ‐2‐carboxa‐mido]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamidoibutyroamidine dihydrochloride, was less toxic and more active than congocidine. The guanidinoacetyl moiety appears to be a structural requirement for antiparasitic activity in the congocidine series.

Original language	English
Pages (from-to)	822-824
Number of pages	3
Journal	Journal of Pharmaceutical Sciences
Volume	70
Issue number	7
DOIs	https://doi.org/10.1002/jps.2600700735
State	Published - Jul 1981

Keywords

Antiparasitic activity—tripyrrole derivatives of congocidine synthesized and evaluated for activity in mice, in vitro and in vivo studies
Congocidine derivatives—tri‐ and monopyrrole analogs, synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies
Structure‐activity relationships—tripyrrole derivatives of congocidine synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies

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10.1002/jps.2600700735

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title = "Antiparasitic structure‐activity relationships of congocidine derivatives",

abstract = "Several congocidine analogs were synthesized and tested for in vivo activity against Trypanosoma congolense and in vitro activity against amastigotes of Leishmania tropica. The tripyrrole derivative, β‐\{[N‐methyl‐4‐[N‐methyl‐4‐(guanidinoacetamido)pyrrole ‐2‐carboxa‐mido]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamidoibutyroamidine dihydrochloride, was less toxic and more active than congocidine. The guanidinoacetyl moiety appears to be a structural requirement for antiparasitic activity in the congocidine series.",

keywords = "Antiparasitic activity—tripyrrole derivatives of congocidine synthesized and evaluated for activity in mice, in vitro and in vivo studies, Congocidine derivatives—tri‐ and monopyrrole analogs, synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies, Structure‐activity relationships—tripyrrole derivatives of congocidine synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies",

author = "Meir Bialer and Joseph El‐On and Boris Yagen and Raphael Mechoulam",

year = "1981",

month = jul,

doi = "10.1002/jps.2600700735",

language = "אנגלית",

volume = "70",

pages = "822--824",

journal = "Journal of Pharmaceutical Sciences",

issn = "0022-3549",

publisher = "Elsevier B.V.",

number = "7",

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TY - JOUR

T1 - Antiparasitic structure‐activity relationships of congocidine derivatives

AU - Bialer, Meir

AU - El‐On, Joseph

AU - Yagen, Boris

AU - Mechoulam, Raphael

PY - 1981/7

Y1 - 1981/7

N2 - Several congocidine analogs were synthesized and tested for in vivo activity against Trypanosoma congolense and in vitro activity against amastigotes of Leishmania tropica. The tripyrrole derivative, β‐{[N‐methyl‐4‐[N‐methyl‐4‐(guanidinoacetamido)pyrrole ‐2‐carboxa‐mido]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamidoibutyroamidine dihydrochloride, was less toxic and more active than congocidine. The guanidinoacetyl moiety appears to be a structural requirement for antiparasitic activity in the congocidine series.

AB - Several congocidine analogs were synthesized and tested for in vivo activity against Trypanosoma congolense and in vitro activity against amastigotes of Leishmania tropica. The tripyrrole derivative, β‐{[N‐methyl‐4‐[N‐methyl‐4‐(guanidinoacetamido)pyrrole ‐2‐carboxa‐mido]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamidoibutyroamidine dihydrochloride, was less toxic and more active than congocidine. The guanidinoacetyl moiety appears to be a structural requirement for antiparasitic activity in the congocidine series.

KW - Antiparasitic activity—tripyrrole derivatives of congocidine synthesized and evaluated for activity in mice, in vitro and in vivo studies

KW - Congocidine derivatives—tri‐ and monopyrrole analogs, synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies

KW - Structure‐activity relationships—tripyrrole derivatives of congocidine synthesized and evaluated for antiparasitic activity in mice, in vivo and in vitro studies

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C2 - 6267245

AN - SCOPUS:0019870538

SN - 0022-3549

VL - 70

SP - 822

EP - 824

JO - Journal of Pharmaceutical Sciences

JF - Journal of Pharmaceutical Sciences

IS - 7

ER -

Antiparasitic structure‐activity relationships of congocidine derivatives

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