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BIBTEX RIS

A new benzoangelicin with strong photobiological activity

2000; Elsevier BV; Volume: 10; Issue: 2 Linguagem: Inglês

10.1016/s0960-894x(99)00640-x

ISSN

1464-3405

Autores

Lourdes Santana, Eugenio Uriarte, Lisa Dalla Via, Ornella Gia,

Tópico(s)

Synthesis of Organic Compounds

Resumo

Benzoangelicins 4–6Download : Download high-res image (91KB)Download : Download full-size imageScheme 1. Reagents: (a) 2-chlorocyclohexanone, K2CO3, Me2CO, reflux; (b) NaOH, reflux; (c) DDQ, benzene, reflux; (d) HI, AcOH, Ac2O, reflux; (e) 3-chloro-N,N-dimethylpropylamine, K2CO3, HMPA, Me2CO, reflux. were synthesized in good yields from 7-hydroxy-5-methoxy-4-methylcoumarin (1). In the absence of UVA radiation, compounds 5 and 6 were only weakly active against HL60 and HeLa tumour cells; in its presence, compound 6 was 10 times more active than the reference compound 8-methoxypsoralen. None of 4–6 exhibited cutaneous phototoxicity. Scheme 1. Reagents: (a) 2-chlorocyclohexanone, K2CO3, Me2CO, reflux; (b) NaOH, reflux; (c) DDQ, benzene, reflux; (d) HI, AcOH, Ac2O, reflux; (e) 3-chloro-N,N-dimethylpropylamine, K2CO3, HMPA, Me2CO, reflux.

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