Diastereoselective multicomponent synthesis and anti-HSV-1 evaluation of dihydrofuran-fused derivatives

作者：Scala Angela; Cordaro Massimiliano; Risitano Francesco^*; Colao Ivana; Venuti Assunta; Sciortino Maria Teresa; Primerano Patrizia; Grassi Giovanni

来源：Molecular Diversity, 2012, 16(2): 325-333.

DOI：10.1007/s11030-012-9367-0

• Multicomponent reaction
• Cyclization
• Diastereoselectivity
• Cyclic 1,3-dicarbonyls
• Antiviral activity

Enolizable 6-membered cyclic 1,3-dicarbonyls undergo an efficient and diastereoselective domino condensation/addition/heterocyclization reaction with arylaldehydes and phenacyl chloride, producing highly substituted dihydrofuran-fused derivatives. Ring size of the cyclic 1,3-dicarbonyls and the presence of at least one keto group are crucial to the reaction%26apos;s success. The new compounds were evaluated in vitro for antiviral activity against herpes simplex virus type-1 (HSV-1). Interestingly, some of them appeared able to interfere with HSV-1 replication, without detection of cytotoxic effects.

• 出版日期2012-5