TY - JOUR
T1 - In pursuit of natural product leads
T2 - Synthesis and biological evaluation of 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]benzoxazole-4- carboxylic acid (A-33853) and its analogues: Discovery of N-(2-benzoxazol-2- ylphenyl)benzamides as novel antileishmanial chemotypes
AU - Tipparaju, Suresh K.
AU - Joyasawal, Sipak
AU - Pieroni, Marco
AU - Kaiser, Marcel
AU - Brun, Reto
AU - Kozikowski, Alan P.
PY - 2008/12/11
Y1 - 2008/12/11
N2 - The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T. cruzi, and P. falciparum cultures followed by determination of IC50 in L. donovani and cytotoxicity on L6 cells revealed 31 to be 3-fold more active than miltefosine, a known antileishmanial drug. Compounds 14, 15, and 25 selectively inhibited L. donovani at nanomolar concentrations and showed much lower cytotoxicity.
AB - The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T. cruzi, and P. falciparum cultures followed by determination of IC50 in L. donovani and cytotoxicity on L6 cells revealed 31 to be 3-fold more active than miltefosine, a known antileishmanial drug. Compounds 14, 15, and 25 selectively inhibited L. donovani at nanomolar concentrations and showed much lower cytotoxicity.
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U2 - 10.1021/jm801241n
DO - 10.1021/jm801241n
M3 - Article
C2 - 18989953
AN - SCOPUS:57349163113
SN - 0022-2623
VL - 51
SP - 7344
EP - 7347
JO - Journal of medicinal chemistry
JF - Journal of medicinal chemistry
IS - 23
ER -