TY - JOUR
T1 - 3-Aminothiophene-2-acylhydrazones
T2 - Non-toxic, analgesic and anti-inflammatory lead-candidates
AU - Da Silva, Yolanda Karla Cupertino
AU - Reyes, Christian Tadeo Moreno
AU - Rivera, Gildardo
AU - Alves, Marina Amaral
AU - Barreiro, Eliezer J.
AU - Moreira, Magna Suzana Alexandre
AU - Lima, Lídia Moreira
PY - 2014/6
Y1 - 2014/6
N2 - Different chemotypes are described as anti-inflammatory. Among them the N-acylhydrazones (NAH) are highlighted by their privileged structure nature, being present in several anti-inflammatory drug-candidates. In this paper a series of functionalized 3-aminothiophene-2-acylhydrazone derivatives 5a-i were designed, synthesized and bioassayed. These new derivatives showed great anti-inflammatory and analgesic potency and efficacy. Compounds 5a and 5d stand out in this respect, and were also active in CFA-induced arthritis in rats. After daily treatment for seven days with 5a and 5d (50 ìmol/Kg), by oral administration, these compounds were not renal or hepatotoxic nor immunosuppressive. Compounds 5a and 5d also displayed good drug-scores and low risk toxicity calculated in silico using the program OSIRIS Property Explorer.
AB - Different chemotypes are described as anti-inflammatory. Among them the N-acylhydrazones (NAH) are highlighted by their privileged structure nature, being present in several anti-inflammatory drug-candidates. In this paper a series of functionalized 3-aminothiophene-2-acylhydrazone derivatives 5a-i were designed, synthesized and bioassayed. These new derivatives showed great anti-inflammatory and analgesic potency and efficacy. Compounds 5a and 5d stand out in this respect, and were also active in CFA-induced arthritis in rats. After daily treatment for seven days with 5a and 5d (50 ìmol/Kg), by oral administration, these compounds were not renal or hepatotoxic nor immunosuppressive. Compounds 5a and 5d also displayed good drug-scores and low risk toxicity calculated in silico using the program OSIRIS Property Explorer.
KW - Acylhydrazone
KW - Analgesic
KW - Anti-inflammatory
KW - Arthritis
KW - Privileged structure
KW - Toxicity
UR - http://www.scopus.com/inward/record.url?scp=84903287178&partnerID=8YFLogxK
U2 - 10.3390/molecules19068456
DO - 10.3390/molecules19068456
M3 - Artículo
C2 - 24955640
AN - SCOPUS:84903287178
SN - 1420-3049
VL - 19
SP - 8456
EP - 8471
JO - Molecules
JF - Molecules
IS - 6
ER -