Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts

A cocrystal, obtained from Drimys winteri, is composed of two isomeric drimane sesquiterpene lactones, namely valdiviolide and 11-epivaldiviolide, neither of which has been reported in the crystal form. Both diastereoisomers present three chiral centres at sites 5, 10 and 11, with an SSR sequence in (Ia) and an SSS sequence in (Ib).

Dendocarbin A: a sesquiterpene lactone from Drimys winteri

Natural dendocarbin A is a sesquiterpene lactone isolated from Drimys winteri. X-ray crystal structure analysis confirmed the S/R character of the chiral centres at C-5/C-10 and C-9/C-11, respectively. The α-OH group at C-11 was found to be involved in inter­molecular hydrogen bonding, defining chains along the <100> 2₁ screw axis.

Hobartine: a tetra­cyclic indole alkaloid extracted from Aristotelia chilensis (maqui)

In the crystal structure of the natural compound hobartine, a tetra­cyclic alkaloid isolated from Aristotelia chilensis, the supra­molecular structure in strongly related to the twofold screw axis, around which isolated chains build up, inter­nally linked by an N—H...N hydrogen bond which is the only significant inter­molecular inter­action present in the structure.