Abstract

RACERO, Juan Carlos; GONZALEZ COLLADO, Isidro  and  MACIAS, Antonio José. Síntesis de sesquiterpenos isocariolánicos con potencial actividad antifúngica frente a Botrytis cinerea. Rev. Soc. Quím. Méx [online]. 2004, vol.48, n.1, pp.58-66. ISSN 0583-7693.

Sesquiterpenes with isocaryolane skeleton represent potential antifungal compounds because they possess a structural similarity to the phytotoxic metabolites produced by Botrytis cinerea. In this paper we report the preparation of isocaryolane, with functionality at C-8 and C-9, by rearrangement of caryophylene derivatives and pinacol rearrangements of these isocaryolane derivatives under Mitsunobu conditions. Finally we report in vitro results of antifungal activity against Botrytis cinerea. Compound 8 showed an interesting activity against this fungus.

Keywords : Sesquiterpene; isocaryolane; rearrangement; Mitsunobu; antifungal; Botrytis cinerea.