Potential Antimalarials. XX. Mannich Base Derivatives of 2-[7-Chloroquinolin-4-ylamino and 7-Bromo(and 7-trifluoromethyl)-1,5-naphthyridin-4-ylamino]-4-chloro(or 4- or 6-t-Butyl or 4- or 5-fluoro)phenols and 4(or 6)-t-Butyl-2-(7-trifluoromethylquinolin-4-ylamino)phenol

1994 ◽  
Vol 47 (6) ◽  
pp. 1143 ◽  
Author(s):  
GB Bawrlin ◽  
SJ Ireland ◽  
TMT Nguyen ◽  
B Kotecka ◽  
KH Rieckmann
Keyword(s):  
Plasmodium Falciparum ◽  
Active Compound ◽  
Mannich Base ◽  
Derivatives Of

Syntheses are reported for some mono- and di-Mannich base derivatives of 4-chloro-, 3- or 4-fluoro-, or 2- or 4-t-butyl-substituted 2-(7′-chloroquinolin-4′-ylamino)phenols and 2-[7′-bromo(and 7′-trifluoromethyl)-1′,5′-naphthyridin-4′-ylamino]phenols. In tests against the FC-27 isolate of Plasmodium falciparum, the most active compound was 2-(7′-chloroquinolin-4′-ylamino)-5-fluoro-4,6-bis(piperidin-1′-ylmethyl)phenol (16) with IC50 12.2 nM.

Potential Antimalarials. XVII. Di- and Mono-Mannich Bases of 2(and 4)-[2(and 8)-Trifluoromethylquinolin-4-ylamino]phenol

1993 ◽  
Vol 46 (1) ◽  
pp. 21 ◽  
Author(s):  
GB Barlin ◽  
TMT Nguyen ◽  
B Kotecka ◽  
KH Rieckmann
Keyword(s):  
Plasmodium Falciparum ◽  
Mannich Base ◽  
Antimalarial Activity ◽  
Mannich Bases ◽  
Sensitive Strain ◽  
In Vitro Tests ◽  
Derivatives Of

Di- and mono-Mannich base derivatives of 2(and 4)-[2(and 8)-trifluoromethylquinolin-4-ylamino]phenols have been prepared for comparison with the 7-trifluoromethyl isomers in tests for antimalarial activity. The order of activity in in vitro tests against the FC-27 ( chloroquine -sensitive) strain of Plasmodium falciparum was 7-CF3 >> 8-CF3 > 2-CF3.

Potential Antimalarials. XXI. Mannich Base Derivatives of 4-[7-Chloro(and 7-trifluoromethyl)quinolin-4-ylamino]phenols

1994 ◽  
Vol 47 (8) ◽  
pp. 1553 ◽  
Author(s):  
GB Barlin ◽  
SJ Ireland ◽  
TMT Nguyen ◽  
B Kotecka ◽  
KH Rieckmann
Keyword(s):  
Plasmodium Falciparum ◽  
Mannich Base ◽  
Antimalarial Activity ◽  
Derivatives Of

Syntheses are reported for 4-(7-chloroquinolin-4-ylamino)-2,6-bis(piperidin-1-ylmethyl)phenol (2) and its 3-fluoro and 3-piperidinyl derivatives. Some mono-Mannich analogues with 2-fluoro, 2-t-butyl and 3-trifluoromethyl substituents have also been prepared. In tests for antimalarial activity against the FC-27 and K-1 isolates of Plasmodium falciparum in vitro, compound (2) proved to be the most active (IC50 6.3-12.5 nM).

Potential Antimalarials. XVIII. Some Mono- and Di-Mannich Bases of 3-[7-Chloro(and trifluoromethyl)quinolin-4-ylamino]phenol

1993 ◽  
Vol 46 (11) ◽  
pp. 1685 ◽  
Author(s):  
GB Barlin ◽  
SJ Ireland ◽  
TMT Nguyen ◽  
B Kotecka ◽  
KH Rieckmann
Keyword(s):  
Plasmodium Falciparum ◽  
Mannich Reaction ◽  
Mannich Base ◽  
Antimalarial Activity ◽  
Mannich Bases ◽  
Derivatives Of

Syntheses are reported for mono- and di-Mannich base derivatives of 3-[7-chloro(and trifluoro-methyl)quinolin-4-ylamino]phenols by Mannich reaction on 3-[7-chloro(and trifluoromethyl )-quinolin-4-ylamino]phenols or by condensation of Mannich base derivatives of 3-aminophenol, prepared from 3-nitrophenol, with the appropriate 4-chloroquinoline. The antimalarial activity of 3-(7′-chloroquinolin-4′-ylamino)-2,6-bis[ pyrrolidin-1″-ylmethyl -(or piperidin-1″-ylmethyl)]phenol against the FC-27 isolate of Plasmodium falciparum was comparable to that of chloroquine, and it was not significantly diminished in tests against the chloroquine -resistant K-1 isolate.

ChemInform Abstract: Potential Antimalarials. Part 21. Mannich Base Derivatives of 4-(7- Chloro(and 7-Trifluoromethyl)quinolin-4-ylamino)phenols.

ChemInform ◽  
2010 ◽  
Vol 25 (52) ◽  
pp. no-no
Author(s):  
G. B. BARLIN ◽  
S. J. IRELAND ◽  
T. M. T. NGUYEN ◽  
B. KOTECKA ◽  
K. H. RIECKMANN
Keyword(s):  
Mannich Base ◽  
Derivatives Of

Chemical Composition and Biological Activity of Laennecia schiedeana

2011 ◽  
Vol 66 (3-4) ◽  
pp. 115-122 ◽  
Author(s):  
Amira Arciniegas ◽  
Luis Angel Polindara ◽  
Ana L. Pérez-Castorena ◽  
Ana María García ◽  
Guillermo Avila ◽  
...  
Keyword(s):  
Biological Activity ◽  
Chemical Composition ◽  
Cytotoxic Activity ◽  
Active Compound ◽  
Staphylococcus Epidermidis ◽  
Quinic Acid ◽  
Chemical Study ◽  
Inflammatory Activity ◽  
Derivatives Of ◽  
Caffeoyl Derivatives

The chemical study of Laennecia schiedeana afforded three sterols, five diterpenes, five flavonoids, three caffeoyl derivatives of quinic acid, and two triterpenes. Evaluation of the cytotoxic activity of the extracts and isolated metabolites showed that 15-methoxy-16-oxo- 15,16H-strictic acid was the most active compound [(15.05 ± 2.2) μg/mL against U-251 cells]. In antibacterial assays the acetonic extract of leaves was the only active extract exhibiting its highest effect against the multiresistant Staphylococcus epidermidis (MIC 0.25 mg/mL). The anti-inflammatory activity observed was mild in the extracts and not relevant in the isolated compounds

scholarly journals Antimalarial Activities of New Pyrrolo[3,2-f]Quinazoline-1,3-Diamine Derivatives

2005 ◽  
Vol 49 (12) ◽  
pp. 4928-4933 ◽  
Author(s):  
Jian Guan ◽  
Quan Zhang ◽  
Michael O'Neil ◽  
Nicanor Obaldia ◽  
Arba Ager ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Cell Growth ◽  
Parent Compound ◽  
Therapeutic Index ◽  
Plasmodium Yoelii ◽  
High Potency ◽  
Highly Active ◽  
Alkyl Derivatives ◽  
Weak Activity ◽  
Derivatives Of

ABSTRACT WR227825 is an antimalarial pyrroloquinazolinediamine derivative with a high potency but a low therapeutic index. A series of carbamate, carboxamide, succinimide, and alkylamine derivatives of WR227825 were prepared to search for compounds with an improved therapeutic index. The new acetamides and imide showed potent cell growth inhibition against four clones of Plasmodium falciparum (D-6, RCS, W-2, and TM91C235), with a 50% inhibitory concentration of ∼0.01 ng/ml, and were highly active against Plasmodium berghei, with 100% cure at doses from <0.1 mg/kg of body weight to 220 mg/kg. The carbamates and alkyl derivatives, however, showed weak activity against Plasmodium falciparum cell growth but were highly efficacious in tests against P. berghei by the Thompson test. The best compounds, bis-ethylcarbamate (compound 2a) and tetra-acetamide (3a) derivatives, further demonstrated high potency against the sporozoite Plasmodium yoelii in mice and P. falciparum and Plasmodium vivax in aotus monkeys. Against the AMRU-1 strain of P. vivax, which has four dihydrofolate reductase mutations and is highly resistant to antifolates, tetra-acetamide 3a cured the monkeys at doses of 1 and 3 mg/kg. Compound 2a cured only one out of two monkeys at 3 mg/kg. The results indicated that the new derivatives 2a and 3a not only have retained/improved the antimalarial efficacy of the parent compound WR227825 but also were less toxic to the animals used in the tests.

ChemInform Abstract: One-Pot Synthesis and Cytotoxicity Studies of New Mannich Base Derivatives of Polyether Antibiotic-Lasalocid Acid.

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Adam Huczynski ◽  
Jacek Rutkowski ◽  
Izabela Borowicz ◽  
Joanna Wietrzyk ◽  
Ewa Maj ◽  
...  
Keyword(s):  
Mannich Base ◽  
One Pot ◽  
One Pot Synthesis ◽  
Cytotoxicity Studies ◽  
Derivatives Of

Synthesis and Anticholinesterase Inhibitory activity of Mannich Base derivatives of Flavonoids

2014 ◽  
Vol 38 (7) ◽  
pp. 443-446 ◽  
Author(s):  
Keke Duan ◽  
Haoran Liu ◽  
Haoqun Fan ◽  
Jing Zhang ◽  
Qiuan Wang
Keyword(s):  
Inhibitory Activity ◽  
Mannich Base ◽  
Derivatives Of
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