new synthetic routes to furocoumarins and their analogs a review新的合成路线furocoumarins及其类似物进行审查.pdfVIP

Molecules 2004, 9, 50-66 molecules ISSN 1420-3049 Review New Synthetic Routes to Furocoumarins and Their Analogs: A Review Valery F. Traven Department of Organic Chemistry, D. Mendeleev University of Chemical Technology of Russia 125047, Moscow, Russia. E-mail: traven@.ru Received: 27 January 27 2004 / Accepted: 25 February 2004 / Published: 28 February 2004 Abstract: Many furocoumarins and their analogs possess a prominent photobiological activity. Some of them are successfully used as drugs in phototherapy of skin diseases. Fries rearrangement of acyloxyheteroarenes, condensation of acylhydroxyheteroarenes with α-carbonyl compounds under base catalysis and transformations of dihydrofurocoumarinones are new trends in synthesis of furocoumarins and their analogs. Keywords: Furocoumarins; furocoumarin analogs; psoralens; Fries rearrangements. Introduction Furocoumarins, such as psoralene and the angelicine derivatives are naturally occurring compounds. They are known to possess a high photobiological activity [1]. Psoralene derivatives have been used for many years in the treatment of skin diseases [2]. Furocoumarin/ultraviolet therapy, known as photopheresis, has recently become an effective treatment of cutaneous T cell lymphoma, Sezary syndrome and related diseases [3, 4]. The photochemotherapeutic effects of furocoumarins are based on intercalation of the molecules between the pyrimidine bases of the microorganism’s DNA. The intercalation is then followed by the UV light activated cycloaddition reactions of furocoumarins