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Synthesis of novel psoralen analogues and their in vitro antitumor activity

Francisco, Carla Santana; Rodrigues, L. R.; Cerqueira, N. M. F. S. A.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.; Esteves, Ana Paula

New tetracyclic benzofurocoumarin (benzopsoralen) analogues were synthesized and their inhibitory effect on the growth of tumor cell lines was evaluated. The human tumor cell lines used were MDA MB231 (breast adenocarcinoma), HeLa (cervix adenocarcinoma) and TCC-SUP (bladder transitional cell carcinoma). The in vitro antitumor activity of the new benzopsoralens was discussed in terms of structure–activity relat...


Synthesis of novel benzofurocoumarin analogues and their anti-proliferative eff...

Francisco, Carla S.; Rodrigues, L. R.; Cerqueira, N. M. F. S. A.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.

The synthesis of five new tetracyclic benzofurocoumarin (benzopsoralen) analogues is described. Their inhibitory effects on the growth of three human tumour cell lines (MDA MB 231 (breast adenocarcinoma), HeLa (cervix adenocarcinoma) and TCC-SUP (bladder transitional cell carcinoma)) were evaluated, and discussed in terms of structure–activity relationship.


Synthesis of novel psoralen analogues and in vitro antitumor activity

Francisco, Carla Santana; Rodrigues, L. R.; Cerqueira, N. M. F. S. A.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.

Psoralens are natural products present in several plant families that are extremely toxic to a wide variety of prokaryotic and eukaryotic organisms. They are potentially active in diseases such as vitiligo, psoriasis, and several types of cancer. Following our interest on this type of compounds 1 four new psoralen analogues were prepared, 1a-1c and 1e. To synthesize 1a (R = H) the method of Harayama and Ishii w...


Synthesis of novel psoralen analogues derived from 7-hydroxy-4-methylcoumarin

Francisco, Carla Santana; Rodrigues, L. R.; Cerqueira, N. M. F. S. A.; Campos, Ana M. F. Oliveira; Esteves, Ana Paula; Rodrigues, Lígia M.


Synthesis and reactivity of photochromic 2H-chromenes based on 3-carboxylated c...

Cerqueira, N. M. F. S. A.; Rodrigues, Lígia M.; Campos, Ana M. F. Oliveira; Carvalho, Luís H. Melo de; Coelho, Paulo J.; Dubest, Roger; Aubard, Jean

New photochromic 2H-chromenes including a 3-carboxylated coumarin nucleus were synthesised from hydroxycoumarins, and, in one case, the corrresponding trimethoxysilylcarboxamide was prepared. The photochromic behaviour was studied under flash photolysis conditions. The introduction of electron-withdrawing substituents in this position of the coumarin nucleus led to a global and significant bathochromic shift in...


Synthesis of fluorescent 3-benzoxazol-2-yl-coumarins

X. H. Luan; Cerqueira, N. M. F. S. A.; Oliveira, Ana M. A. G.; Raposo, M. Manuela M.; Rodrigues, Lígia M.; Coelho, Paulo J.; Campos, Ana M. F. Oliveira

Twelve 3-benzoxazol-2-yl-coumarins (1-3) were synthesised by reacting various ortho-aminophenols with three coumarin-3-carboxylic acids either directly or by formation of the intermediate amide. The cyclodehydrating agent was polyphosphoric acid (PPA). The compounds were characterised by spectroscopic methods. Absorption and fluorescence spectra of the compounds have also been recorded.


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Fundação para a Ciência e a Tecnologia Universidade do Minho   Governo Português Ministério da Educação e Ciência Programa Operacional da Sociedade do Conhecimento União Europeia