Dalla Via, LisaUriarte Villares, EugenioSantana Penín, María LourdesMarciani Magno, SebastianoGia, Ornella2020-10-282020-10-282004Dalla Via, Lisa, Uriarte, Eugenio, Santana, Lourdes, Marciani Magno, Sebastiano, Gia, Ornella. Methyl derivatives of tetracyclic psoralen analogues: antiproliferative activity and interaction with DNA . Arkivoc 2004, p. 131-1461551-7004http://hdl.handle.net/10347/23462A number of new tetracyclic psoralen derivatives were studied. The fourth ring is constituted by cyclopentane (4, 7 and 9), cyclohexane (11, 15 and 18) or benzene (12, 16 and 20) fused to either 4',5' or 3,4 photoreactive double bond of tricyclic furocoumarin moiety. The photoantiproliferative activity of all compounds, tested on two human tumor cell lines (HeLa and HL-60), appeared from 8 to 22 times higher than that of the well-known photochemotherapeutic drug 8-methoxypsoralen (8-MOP) in HeLa, slightly higher in HL-60. Interestingly, the evaluation of skin phototoxicity on guinea pigs evidenced a decrease in erythema induction for all compounds with respect to the drug. As regards the molecular mechanism of action, the ability to photoadd to DNA is demonstrated by isolation and characterization of the photoadducts and by the ability to give rise to interstrand cross-links for the difunctional derivativeseng© 2004 The Author(s). This is an open access article published by ARKIVOC under a Creative Commons Attribution License (CC BY)Tetracyclic psoralen analoguesAntiproliferative activityDNA interactionjournal article10.3998/ark.5550190.0005.5131551-7012open access