3D/2D Hydrogen-Bond Network Preferences for Five New Ryanoid Derivatives

Ryanoids are a family of natural compounds that are well known for their biological activity in plants as pesticides, and in mammalian muscle tissue as calcium permeability modulators. As part of an investigation of the structure-activity relationship of ryanoids, the crystal structures of five new compounds were elucidated: 2-deoxy-3-epiryanodol (C₂₀H₃₂O₇), 3-deoxyryanodol hydrate (cinnzeylanol; 2C₂₀H₃₂O₇.5.15H₂O), 2-deoxyryanodol hydrate (2C₂₀H₃₂O₇.2.5H₂O), 2,3-dideoxyryanodol hydrate (C₂₀H₃₂O₆.1.5H₂O), and 3a,4a,8,8b-tetrahydroxy-2-isopropyl-4,7-dimethy-1-methylene- 1,3a,4,4a,5,6,7,8,8a,8b-decahydro-8a,4-(epoxyethano)benzo[a]pentalen-10-one (C₂₀H₂₈O₆). The numerous hydroxyl groups on the molecules modulate the crystal packing. Successive modifications on ring A induce major changes in the hydrogen-bond scheme, from a three-dimensional (3D) to a two-dimensional (2D) network.

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