Crystal structure of 7β-hy-droxy-royleanone isolated from Taxodium ascendens (B.)

Acta Crystallogr E Crystallogr Commun. 2017 Sep 5;73(Pt 10):1414-1416. doi: 10.1107/S2056989017011987. eCollection 2017 Oct 1.

Abstract

The title compound, C20H28O4 [systematic name: (4bS,8aS,10S)-3,10-dihy-droxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa-hydro-phenanthrene-1,4-dione], is an abietane-type diterpene, which was isolated from Taxodium ascendens (B.). The compound crystallizes in the chiral space group P21, but it was not possible to determine the absolute structure of the mol-ecule in the crystal by resonant scattering. The mol-ecular structure is stabilized by two intra-molecular O-H⋯O hydrogen bonds, enclosing S(5) and S(6) ring motifs. In the crystal, mol-ecules are linked by O-H⋯O and C-H⋯O hydrogen bonds, forming chains along the [010] direction. The crystal structure of the 10R stereoisomer of the title compound, isolated from the roots of Premna obtusifolia (Verbenaceae), has been reported. It crystallized in the chiral space group P212121, and the absolute structure was determined as (4bS,8aS,10R), by resonant scattering using Cu Kα radiation [Razak et al. (2010 ▸). Acta Cryst. E66, o1566-o1567].

Keywords: 7β-hy­droxy­royleanone; Taxodium ascendens; crystal structure; hydrogen bonding.

Grants and funding

This work was funded by Natural Science Foundation of Qinghai Province grant 2016-ZJ-908. National Natural Science Foundation of China grant grant 81573561.