Novel Azabicyclo[3.2.2]nonane derivatives and their activities against Plasmodium falciparum K1 and Trypanosoma brucei rhodesiense

2008 ◽  
Vol 16 (12) ◽  
pp. 6371-6378 ◽  
Author(s):  
Heinrich Berger ◽  
Robert Weis ◽  
Marcel Kaiser ◽  
Reto Brun ◽  
Robert Saf ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Brucei ◽  
Trypanosoma Brucei Rhodesiense

scholarly journals New 2-aminopyrimidine derivatives and their antitrypanosomal and antiplasmodial activities

2020 ◽  
Vol 151 (9) ◽  
pp. 1375-1385
Author(s):  
Michael Hoffelner ◽  
Usama Hassan ◽  
Werner Seebacher ◽  
Johanna Dolensky ◽  
Patrick Hochegger ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Brucei ◽  
Phenyl Ring ◽  
Ring Closure ◽  
Causative Organism ◽  
Amino Group ◽  
Trypanosoma Brucei Rhodesiense ◽  
Structural Modifications ◽  
Skeletal Myoblasts

Abstract Novel 2-aminopyrimidine derivatives were prepared from acyclic starting materials, benzylidene acetones and ammonium thiocyanates, via 5 steps, including ring closure, aromatization, S-methylation, oxidation to methylsulfonyl compounds, and formation of guanidines with suitable amines. The prepared compounds differ from each other by the substitutions of their amino group and of their phenyl ring. The 2-aminopyrimidines were tested by use of microplate assays for their in vitro activities against a causative organism of sleeping sickness, Trypanosoma brucei rhodesiense, as well as against a causative organism of malaria, Plasmodium falciparum NF54. Their cytotoxic properties were determined with L-6 cells (rat skeletal myoblasts). Some of the compounds exhibited quite good antitrypanosomal activity, and others showed excellent antiplasmodial activity. The influence of the structural modifications on these activities is discussed. Graphic abstract

Synthesis of bicyclic amines and their activities against Trypanosoma brucei rhodesiense and Plasmodium falciparum K 1

2008 ◽  
Vol 31 (6) ◽  
pp. 688-697 ◽  
Author(s):  
Robert Weis ◽  
Heinrich Berger ◽  
Marcel Kaiser ◽  
Reto Brun ◽  
Robert Saf ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Brucei ◽  
Trypanosoma Brucei Rhodesiense

scholarly journals Synthesis and activity of azaterphenyl diamidines against Trypanosoma brucei rhodesiense and Plasmodium falciparum

2009 ◽  
Vol 17 (18) ◽  
pp. 6651-6658 ◽  
Author(s):  
Laixing Hu ◽  
Reem K. Arafa ◽  
Mohamed A. Ismail ◽  
Alpa Patel ◽  
Manoj Munde ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Brucei ◽  
Trypanosoma Brucei Rhodesiense

Antiprotozoal activity of drimane and coloratane sesquiterpenes towards Trypanosoma brucei rhodesiense and Plasmodium falciparum in vitro

2010 ◽  
Vol 24 (10) ◽  
pp. 1468-1472 ◽  
Author(s):  
Abraham Abebe Wube ◽  
Franz Bucar ◽  
Simon Gibbons ◽  
Kaleab Asres ◽  
Lauren Rattray ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Brucei ◽  
Antiprotozoal Activity ◽  
Trypanosoma Brucei Rhodesiense

scholarly journals Antiprotozoal Activity of 1-Phenethyl-4-Aminopiperidine Derivatives

2009 ◽  
Vol 53 (9) ◽  
pp. 3815-3821 ◽  
Author(s):  
Christophe Dardonville ◽  
Cristina Fernández-Fernández ◽  
Sarah-Louise Gibbons ◽  
Nadine Jagerovic ◽  
Lidia Nieto ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Trypanosoma Cruzi ◽  
Trypanosoma Brucei ◽  
Leishmania Donovani ◽  
Antiprotozoal Activity ◽  
Protozoan Parasites ◽  
Trypanosoma Brucei Rhodesiense ◽  
Reference Drug ◽  
Axenic Amastigotes

ABSTRACT A series of 44 4-aminopiperidine derivatives was screened in vitro against four protozoan parasites (Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, and Plasmodium falciparum). This screening identified 29 molecules selectively active against bloodstream-form T. b. rhodesiense trypomastigotes, with 50% inhibitory concentrations (IC50) ranging from 0.12 to 10 μM, and 33 compounds active against the chloroquine- and pyrimethamine-resistant K1 strain of P. falciparum (IC50 range, 0.17 to 5 μM). In addition, seven compounds displayed activity against intracellular T. cruzi amastigotes in the same range as the reference drug benznidazole (IC50, 1.97 μM) but were also cytotoxic to L-6 cells, showing little selectivity for T. cruzi. None of the molecules tested showed interesting antileishmanial activity against axenic amastigotes of L. donovani. To our knowledge, this is the first report of the antitrypanosomal activity of molecules bearing the 4-aminopiperidine skeleton.

scholarly journals Unusual derivatives from Hypericum scabrum

2020 ◽  
Vol 10 (1) ◽  
Author(s):  
Sara Soroury ◽  
Mostafa Alilou ◽  
Thomas Gelbrich ◽  
Marzieh Tabefam ◽  
Ombeline Danton ◽  
...  
Keyword(s):  
Trypanosoma Brucei ◽  
2D Nmr ◽  
Moderate Activity ◽  
Trypanosoma Brucei Rhodesiense ◽  
L6 Cells ◽  
Aerial Parts ◽  
Hypericum Scabrum ◽  
New Compounds ◽  
Absolute Structure

AbstractThree new compounds (1–3) with unusual skeletons were isolated from the n-hexane extract of the air-dried aerial parts of Hypericum scabrum. Compound 1 represents the first example of an esterified polycyclic polyprenylated acylphloroglucinol that features a unique tricyclo-[4.3.1.11,4]-undecane skeleton. Compound 2 is a fairly simple MPAP, but with an unexpected cycloheptane ring decorated with prenyl substituents, and compound 3 has an unusual 5,5-spiroketal lactone core. Their structures were determined by extensive spectroscopic and spectrometric techniques (1D and 2D NMR, HRESI-TOFMS). Absolute configurations were established by ECD calculations, and the absolute structure of 2 was confirmed by a single crystal determination. Plausible biogenetic pathways of compounds 1–3 were also proposed. The in vitro antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense and Plasmodium falciparum and cytotoxicity against rat myoblast (L6) cells were determined. Compound 1 showed a moderate activity against T. brucei and P. falciparum, with IC50 values of 3.07 and 2.25 μM, respectively.

Sign in / Sign up

Export Citation Format

Share Document