TY - JOUR
T1 - Efficient microwave-assisted synthesis and antitumor activity of novel 4,4′-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)phenols]
AU - Insuasty, Braulio
AU - García, Angélica
AU - Quiroga, Jairo
AU - Abonia, Rodrigo
AU - Ortiz, Alejandro
AU - Nogueras, Manuel
AU - Cobo, Justo
N1 - Funding Information:
The authors wish to credit The Developmental Therapeutics Program (DTP) of the National Cancer Institute of the United States (U.S.) for performing the screening of compounds. Authors also thank to Colciencias, Universidad del Valle (Colombia), Consejería Economía, Innovación y Ciencia (Junta de Andalucía) and Universidad de Jaén (Spain) for financial support.
PY - 2011/6
Y1 - 2011/6
N2 - Two new series of 4,4′-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol- 5-yl)phenols] 4 and methylenebis-2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-4,1- phenylene diacetates 5 have been efficiently prepared starting from the commercially available salicylaldehyde and where the key step corresponded to the microwave-assisted reaction of intermediates 3,3′-[methylenebis(6- hydroxy-3,1-phenylene)]bis(1-arylprop-2-en-1-ones) 3 with hydrazine hydrate or acetic acid/hydrazine hydrate respectively. Three unacetylated compounds type 4 presented interesting antitumor activities against a wide range of tumor cell lines.
AB - Two new series of 4,4′-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol- 5-yl)phenols] 4 and methylenebis-2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-4,1- phenylene diacetates 5 have been efficiently prepared starting from the commercially available salicylaldehyde and where the key step corresponded to the microwave-assisted reaction of intermediates 3,3′-[methylenebis(6- hydroxy-3,1-phenylene)]bis(1-arylprop-2-en-1-ones) 3 with hydrazine hydrate or acetic acid/hydrazine hydrate respectively. Three unacetylated compounds type 4 presented interesting antitumor activities against a wide range of tumor cell lines.
KW - 3,3′-[Methylenebis(6-hydroxy-3,1-phenylene)]bis(1-arylprop-2-en-1- ones)
KW - Antitumor activity
KW - Bis-diarylpyrazolines
KW - Hydrazine hydrate
KW - Microwave irradiation
UR - http://www.scopus.com/inward/record.url?scp=79955637701&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2011.03.028
DO - 10.1016/j.ejmech.2011.03.028
M3 - Article
C2 - 21481989
AN - SCOPUS:79955637701
SN - 0223-5234
VL - 46
SP - 2436
EP - 2440
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
IS - 6
ER -