A novel tetrahydrobenzoangelicin with dark and photo biological activity

作者：Dalla Via Lisa^*; Gia Ornella; Caffieri Sergio; Garcia Argaez Aida N; Quezada Elias; Uriarte Eugenio

来源：BIOORGANIC %26 MEDICINAL CHEMISTRY, 2012, 20(11): 3603-3608.

DOI：10.1016/j.bmc.2012.03.071

• Tetrahydrobenzoangelicin
• Antiproliferative activity
• Photobiological activity
• DNA interaction
• Topoisomerase II

The synthesis of 8,9,10,11-tetrahydro-5-(3-dimethylaminopropoxy)-4-methylbenzofuro[2,3-h] coumarin (5) is described. The new compound showed the ability to inhibit cell growth both upon UVA irradiation and in the dark. The investigation on the mechanism of action highlighted the capacity of 5 to covalently photoadd to thymine, as demonstrated by the isolation and characterization of the 4%26apos;,5%26apos;-monoadduct. Furthermore, in the ground state 5 interferes with the topoisomerase II relaxation activity, suggesting that this enzyme could constitute a molecular target responsible for the dark antiproliferative effect.

• 出版日期2012-6-1