Spiroaxillarone A, a Symmetric Spirobisnaphthalene with an Original Skeleton from Cyanotis axillaris
Awat Wisetsai1, Ratsami Lekphrom1, Jaursup Boonmak2
1Natural Products Research Unit, Department of Chemistry, and Center for Innovation in Chemistry, Faculty of Science , Khon Kaen University , Khon Kaen 40002 , Thailand.
Abstract:
The first representative of a new type of spirobisnaphthalene with a previously unknown skeletal system, Spiroaxillarone A (1), was isolated from Cyanotis axillaris. The planar structure was determined through analysis of spectroscopic evidence, while electronic circular dichroism (ECD) calculations were used to determine its absolute configuration. The structure of 1 was further confirmed through X-ray diffraction studies of its tetrabromobenzoate derivative (1a). Spiroaxillarone A exhibited significant antimalarial activity against resistant Plasmodium falciparum (IC50 = 2.32 μM).
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