6533b822fe1ef96bd127ce36

RESEARCH PRODUCT

Synthesis and biological evaluation of 2-(3 ',4 ',5 '-trimethoxybenzoyl)-3-amino 5-aryl thiophenes as a new class of tubulin inhibitors

Francesca FruttaroloMary Ann JordanM TolomeoRomeo RomagnoliStefania GrimaudoMaria Dora CarrionJan BalzariniVincent RemusatMaria Giovanna PavaniErnest HamelCarlota Lopez CaraPier Giovanni BaraldiDelia PretiMojgan Aghazadeh Tabrizi

subject

Tubulin ModulatorsStereochemistryArylCell CycleApoptosisBiological activityThiophenesCell cycleChemical synthesisTubulin ModulatorsIn vitro- Tubulin Inhibitors -Antiproliferative activity -5-Aryl TiophenesMiceStructure-Activity Relationshipchemistry.chemical_compoundchemistryCell Line TumorDrug DiscoveryAnimalsHumansMolecular MedicineStructure–activity relationshipMoietyDrug Screening Assays Antitumor

description

2-(3',4',5'-Trimethoxybenzoyl)-3-amino-5-aryl/heteroaryl thiophene derivatives were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. SARs were elucidated with various substitutions on the aryl moiety 5-position of the thienyl ring. Substituents at the para-position of the 5-phenyl group showed antiproliferative activity in the order of F=CH(3) > OCH(3)=Br=NO(2) > CF(3)=I > OEt. Several of these compounds led to arrest of HL-60 cells in the G2/M phase of the cell cycle and induction of apoptosis.

yearjournalcountryeditionlanguage
2006-01-01
10.1021/jm060804ahttp://hdl.handle.net/11392/495446