Abstract

The title compound, C30H44O3 [systematic name: 6aR,6 bR,8aS,9aR,12aR,14bR)-4,4,6a,6;b,8a,14b-hexa-methyl-12-methyl-eneicosa-hydro-3H-phenanthro[1',2':6,7]indeno-[2,1-b]furan-3,11(2H)-dione], is a triterpene lactone, which was isolated from di-chloro-methane extract of Elaeodendron trichotomum (Turcz.) Lundell (celastraceae) stem bark. The compound has a lupane skeleton and consists of four fused six-membered rings and two five-membered rings. In the crystal, mol-ecules are linked by weak C-H⋯O hydrogen bonds into a three-dimensional network. The configuration of ochraceolide A was proposed based on analogue compounds which belong to the lupane type.

Highlights

  • Molecules are linked by weak C—H O hydrogen bonds into a threedimensional network

  • The configuration of ochraceolide A was proposed based on analogue compounds which belong to the lupane type

  • Ochraceolides A–E are a group of cytotoxic lupane -lactones isolated from the Celastraceae family

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Summary

Chemical context

Ochraceolides A–E are a group of cytotoxic lupane -lactones isolated from the Celastraceae family. Ochraceolide A was firstly isolated from Kokoona ochracea (Elm.) Merril stem bark (Ngassapa et al, 1991) and afterwards from Lophopetalum wallichii (Sturm et al, 1996) and Cassine xylocarpa (Callies et al, 2015). Ochraceolide A is part of the structure of the Diels–Alder adduct (i.e. celastroidine A or volubilide) isolated from Hippocratea celastroides K. (Alvarenga et al, 2000) In these publications, the crystal structure of the adduct was reported as a solvate of dichloromethane and toluene, respectively. Symmetry codes: (i) x þ 12; y þ 1; z þ 12; (ii) x 1; y þ 12; z þ 52

Supramolecular features
Structural commentary
Isolation and crystallization
Refinement
Full Text
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