149550-46-9Relevant articles and documents
New (arene)ruthenium(II) complexes of 4?aryl?4H?naphthopyrans with anticancer and anti-vascular activities
Schmitt, Florian,Kasparkova, Jana,Brabec, Viktor,Begemann, Gerrit,Schobert, Rainer,Biersack, Bernhard
, p. 69 - 78 (2018)
A series of four 2?amino?3?cyano?4?(3/4?pyridyl)?4H?benzo[h]chromenes 2a–d and their dichlorido(p?cymene)ruthenium(II) complexes 3a–d were tested for antiproliferative, vascular-disruptive, anti-angiogenic and DNA-binding activity. The coordination of the 4?pyridyl?4H?naphthopyrans 2 to ruthenium led to complexes with pleiotropic effects. Unlike the free ligands 2a–d, their ruthenium complexes 3a–d showed a significant affinity for DNA as demonstrated by electrophoretic mobility shift assays (EMSA) and ethidium bromide assays. Binding of 3a–d to calf thymus DNA proceeded about 10-times faster compared with cisplatin. Treatment of HT-29 colon carcinoma, 518A2 melanoma and MCF-7Topo breast cancer cells with 3a and 3b caused an accumulation of cells in the G2/M phase and an increase of the fraction of mitotic cells in the case of HT-29, due to alterations of the microtubule cytoskeleton as shown by immunofluorescence staining. Complexes 3b–c showed a dual effect on the vascular system. They suppressed angiogenesis in zebrafish embryos and they destroyed the vasculature of the chorioallantoic membrane (CAM) in fertilized chicken eggs. They also inhibited the vasculogenic mimicry, typical of U-87 glioblastoma cells in tube formation assays.
Convenient and efficient one-pot method for the synthesis of 2-amino-tetrahydro-4H-chromenes and 2-amino-4H-benzo[h]-chromenes using catalytic amount of aminofunctionalized MCM-41 in aqueous media
Mirza-Aghayan,Nazmdeh,Boukherroub,Rahimifard,Tarlani,Abolghasemi-Malakshah
, p. 1499 - 1507 (2013/05/09)
A convenient and efficient one-pot method for the synthesis of 2-amino-tetrahydro-4H-chromene and 2-amino-4H-benzo[h]-chromene derivatives has been developed using a catalytic amount of amino-functionalized MCM-41 in aqueous medium. This efficient techniq
Basic alumina catalysed synthesis of substituted 2-amino-2-chromenes via three-component reaction
Maggi, Raimondo,Ballini, Roberto,Sartori, Giovanni,Sartorio, Raffaella
, p. 2297 - 2299 (2007/10/03)
Substituted 2-amino-2-chromenes were obtained in excellent yield and selectivity simply by mixing malononitrile, α-naphthol and aromatic aldehydes in water in the presence of basic alumina as heterogeneous and reusable catalyst.