Annona Annonaceous acetogenins

The y-lactone natural product muricatacin 1 is a member of the class of biologically active Annonaceous acetogenin family. Muricatacin was isolated from the seeds of Annona muricata L., a variety of apple trees grown commercially in the Caribbean and Central America, by McLaughlin and co-workers in 1991 [1, 2]. Muricatacin exists namrally as a mixture of syn enantiomers in an approximate ratio of 62 38 ( 24 % ee) of (-)-muricatacin (41 , 5R) versus (+)-muricatacin (45, 55) (Fig. 3.1). These 5-hydroxy-y-lactones are comprised of adjacent chiral centres, one of which is incorporated into the lactone framework, with a dodecyl alkyl chain extending from the hydroxy bearing carbon atom. 

Isol. from the seeds of Annona muricata. Precursor of annonaceous acetogenins. Obt. as a mixt. with Epomuricenin A (see Epoxymurin A, E-30092). Roblot, F. et al. Phytochemistry, 1993, 34, 281. 

Isol. from the bark of Annona muricata. Precursor of annonaceous acetogenins. 

Liaw C, Chang F, Lin C, Chou C, Chiu H, Wu M, Wu Y (2002) New cytotoxic monotetra-hydrofuran annonaceous acetogenins from Annona muricata. J Nat Prod 65 470-475. 

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