TY - JOUR
T1 - Synthesis and biological evaluation of new oxadiazoline-substituted naphthalenyl acetates as anticancer agents
AU - Chaaban, Ibrahim
AU - El Khawass, El Sayeda M
AU - Abd El Razik, Heba A
AU - El Salamouni, Nehad S
AU - Redondo-Horcajo, Mariano
AU - Barasoain, Isabel
AU - Díaz, J Fernando
AU - Yli-Kauhaluoma, Jari
AU - Moreira, Vânia M
N1 - Copyright © 2014 Elsevier Masson SAS. All rights reserved.
PY - 2014/11/24
Y1 - 2014/11/24
N2 - A series of new oxadiazoline-substituted naphthalenyl acetates 3a-e and oxadiazoline-substituted 4-methoxynaphthalenyl acetates 7b-e were synthesized and tested by the National Cancer Institute (NCI) for their in vitro anticancer activity. The two derivatives bearing acetoxy groups at the 1 and 3 positions of the phenyl ring 3c and 7c were the most active showing significant anticancer activity against all tested cancer cell lines, with GI50 values ranging from 0.175 to 3.91 μM, and 0.306-11.7 μM, respectively. The selectivity of compound 3c was greater for non-solid tumor cell lines. Computational prediction of molecular and pharmacokinetic properties revealed that both compounds are safe and compound 7c had a good drug-likeness score.
AB - A series of new oxadiazoline-substituted naphthalenyl acetates 3a-e and oxadiazoline-substituted 4-methoxynaphthalenyl acetates 7b-e were synthesized and tested by the National Cancer Institute (NCI) for their in vitro anticancer activity. The two derivatives bearing acetoxy groups at the 1 and 3 positions of the phenyl ring 3c and 7c were the most active showing significant anticancer activity against all tested cancer cell lines, with GI50 values ranging from 0.175 to 3.91 μM, and 0.306-11.7 μM, respectively. The selectivity of compound 3c was greater for non-solid tumor cell lines. Computational prediction of molecular and pharmacokinetic properties revealed that both compounds are safe and compound 7c had a good drug-likeness score.
KW - oxadiazolines
KW - naphthalene
KW - synthesis
KW - anticancer activity
KW - Naphthalenes
UR - http://www.sciencedirect.com/science/article/pii/S0223523414009416
U2 - 10.1016/j.ejmech.2014.10.015
DO - 10.1016/j.ejmech.2014.10.015
M3 - Article
C2 - 25440882
SN - 0223-5234
VL - 87
SP - 805
EP - 813
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
ER -