Evaluation of in vitro toxicity of N,N-dimethyl-2-propen-1-amines isomers.
The trypanocidal activities of cis-3-(4'-bromo[1,1'-biphenyl]-4-yl)- 3-(phenyl)-N,N-dimethyl-2-propen-1-amine (Vb) and cis-3-(4'-bromo[1,1'-biphenyl]-4-yl)-3-(4-bromophenyl)-N,N-dimethyl-2- propen-1-anine (Vg) appeared 6.3 and 3.5 fold more active than the trans-isomers, respectively. Multi-endpoints for toxicity were also applied. Neutral red uptake (NRU), tetrazolium salt reduction (MTT), DNA content on V79 fibroblast cell culture and acute toxicity von E. coli were measured. The IC50 through DNA contents was lower for the cis-isomers in both series of compounds 5b: 7.8 microM and 5g: 5.2 microM). NRU values for derivative 5b in isomeric mixture shows the same value as the isolated isomers however, in the case of 5g a more significant toxicity of the cis-isomer was found. MTT values show that 5g is more toxic than 5b. In both cases, the acute toxicity of the trans-isomers was higher than that of the cis-isomers.
Oliveira
D A
DA
Pharmacology Department, Faculdade de Ciências Médicas, Universidade Estadual de Campinas, S.P. Brazil.
Fernandes
A M
AM
De Conti
R
R
Rodríguez
J A
JA
Haun
M
M
Souza-Brito
A R
AR
De Castro
S L
SL
Durán
N
N
D000588:Amines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006224:Cricetinae; D004926:Escherichia coli / Q000187:drug effects; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009499:Neutral Red; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D014407:Tumor Cells, Cultured
D000588:Amines; D014344:Trypanocidal Agents; D009499:Neutral Red