Methyl 5,7-dihydr-oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl-ate

Acta Crystallogr Sect E Struct Rep Online. 2008 Nov 22;64(Pt 12):o2414-5. doi: 10.1107/S160053680803794X.

Abstract

The title compound, C(22)H(18)O(7), also known as laurentiquinone B, is a new anthraquinone which was isolated from Vismia laurentii, a Cameroonian medicinal plant. The asymmetric unit contains two independent mol-ecules. Each of them contains four fused rings, three of which are coplanar and typical of anthracene, while the heterocyclic rings adopt envelope conformations. Intra-molecular O-H⋯O hydrogen bonds result in the formation of two planar rings, which are also almost coplanar with the adjacent rings. In the crystal structure, inter-molecular O-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules and a π-π contact is also present [centroid-centroid distance = 3.967 (3) Å].