title: Synthesis and cytotoxic evaluation of some new[1,3]dioxolo[4,5-g]chromen-8-one derivatives.
abstract: BACKGROUND
  Homoisoflavonoids are naturally occurring compounds belong to flavonoid classes possessing various biological properties such as cytotoxicity. In this work, an efficient strategy for the synthesis of novel homoisoflavonoids, [1,3]dioxolo[4,5-g]chromen-8-ones, was developed and all compounds were evaluated for their cytotoxic activities on three breast cancer cell lines.
  
  
  METHODS
  Our synthetic route started from benzo[d][1,3]dioxol-5-ol which was reacted with 3-bromopropanoic acid followed by the reaction of oxalyl chloride to afford 6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one. The aldol condensation of the later compound with aromatic aldehydes led to the formation of the title compounds. Five novel derivatives 4a-e were tested for their cytotoxic activity against three human breast cancer cell lines including MCF-7, T47D, and MDA-MB-231 using the MTT assay.
  
  
  RESULTS
  Among the synthesized compounds, 7-benzylidene-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one (4a) exhibited the highest activity against three cell lines. Also the analysis of acridine orange/ethidium bromide staining results revealed that 7-benzylidene-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one (4a) and 7-(2-methoxybenzylidene)-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one (4b) induced apoptosis in T47D cell line.
  
  
  CONCLUSIONS
  Finally, the effect of methoxy group on the cytotoxicity of compounds 4b-4d was investigated in and it was revealed that it did not improve the activity of [1,3]dioxolo[4,5-g]chromen-8-ones against MCF-7, T47D, and MDA-MB-231.
authors.forename: Eskandar
authors.initials: E
authors.lastname: Alipour
authors.forename: Zinatsadat
authors.initials: Z
authors.lastname: Mousavi
authors.forename: Zahra
authors.initials: Z
authors.lastname: Safaei
authors.forename: Mahboobeh
authors.initials: M
authors.lastname: Pordeli
authors.forename: Maliheh
authors.initials: M
authors.lastname: Safavi
authors.forename: Loghman
authors.initials: L
authors.lastname: Firoozpour
authors.forename: Negar
authors.initials: N
authors.lastname: Mohammadhosseini
authors.forename: Mina
authors.initials: M
authors.lastname: Saeedi
authors.forename: Sussan Kabudanian
authors.initials: SK
authors.lastname: Ardestani
authors.forename: Abbas
authors.initials: A
authors.lastname: Shafiee
authors.affiliation: Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran. aforoumadi@yahoo.com.
authors.forename: Alireza
authors.initials: A
authors.lastname: Foroumadi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D052117:Benzodioxoles / Q000737:chemistry*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002867:Chromones / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007529:Isoflavones / Q000138:chemical synthesis* / Q000494:pharmacology*; D061986:MCF-7 Cells; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D052117:Benzodioxoles; D002867:Chromones; D007529:Isoflavones