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Communication | Regular issue | Vol 65, No. 8, 2005, pp.1817-1820
Published online, 8th July, 2005
DOI: 10.3987/COM-05-10450
Synthetic Models Related to Furanocoumarin — CYP3A4 Interactions. Synthesis of Furanocoumarin Dimers that Have Inhibitory Effects on Activity of Human CYP3A4

Kazuaki Oda,* Hitomi Kasai, Yuki Yamaguchi, Teruki Yoshimura, Keiji Wada, Minoru Machida, and Naozumi Nishizono*

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan


Synthesis of a series of furanocoumarin dimers that have inhibitory effects on the activity of human cytochrome P450 (CYP) 3A4 is described. The reported furanocoumarin dimers paradisins A and B from grapefruit juice showed potent CYP3A4 inhibition with an IC50 value of 0.07 μM. Synthetic furanocoumarin dimer (10), which is more stable and accessible than paradisins, exhibited comparable activity against CYP 3A4 (IC50 = 0.02 μM).