Structure-cytotoxicity relationships of some synthetic naphthoquinones related to Lapachol

RIOS-LUCI, CARLA; LEÓN, LETICIA G.; BONIFAZI, EVELYN L.; BURTON, GERARDO; MISICO, ROSANA I.; MACHÍN, RUBÉN P.; PADRÓN, JOSÉ M.

Lanzarote, España

Congreso; 4th Meeting of Young Cancer Investigators of the Canaries; 2007

INSTITUTO CANARIO DE INVESTIGACION DEL CANCER

Naphthoquinones are widespread in nature and play important physiological roles in animals and plants. Secondary metabolites bearing in their structure the 1,4 and 1,2-naphthoquinone moieties have been isolated and exhibit interesting biological activities. Structures related with Lapachol (2- hydroxyl-3-prenyl-1,4-naphthoquinone) are known for their various biological activities including cytotoxicity to tumor cells. In the present study, we evaluated the in vitro antiproliferative activity of new lapachol derivatives, included 1,2 and 1,4-naphthoquinones. We screened growth inhibition against six different cell lines: A2780 (human ovarian cancer), WiDr (human colon carcinoma cell), HBL-100 and T-47D (human breast cancer), SW1573 (lung cancer) and HeLa (cervix cancer) after 48 hof drug exposure using the SRB assay. The results showed IC50 values between 1-10 mM for the most active compounds. The results allowed us to differentiate the derivatives as function of their activity profile. The lipophilicity was calculated and considered responsible for biological activity.