Title of article :
Crystal structure and Hirshfeld surface analysis of the methanol solvate of sclareol, a labdane-type diterpenoid
Author/Authors :
Bibi, Memoona H. E. J. Research Institute of Chemistry - International Center for Chemical and Biological Sciences - University of Karachi, Pakistan , Choudhary, M. Iqbal H. E. J. Research Institute of Chemistry - International Center for Chemical and Biological Sciences - University of Karachi, Pakistan , Yousuf, Sammer H. E. J. Research Institute of Chemistry - International Center for Chemical and Biological Sciences - University of Karachi, Pakistan
Abstract :
The title compound, C20H36O2·CH3OH [systematic name: (3S)-4-[(S)-3-hydroxy-3-methylpent-4-en-1-yl]-3,4a,8,8-tetramethyldecahydronaphthalen-3-ol methanol monosolvate], is a methanol solvate of sclareol, a diterpene oil isolated from the medicinally important medicinal herb Salvia sclarea, commonly known as clary sage. It crystallizes in space group P1 (No. 1) with Z′ = 2. The sclareol molecule comprises two trans-fused cyclohexane rings, each having an equatorially oriented hydroxyl group, and a 3-methylpent-1-en-3-ol side chain. In the crystal, Os—H⋯Os, Os—H⋯Om, Om—H⋯Os and Om—H⋯Om (s = sclareol, m = methanol) hydrogen bonds connect neighboring molecules into infinite [010] chains. The title compound exhibits weak anti-leishmanial activity (IC50 = 66.4 ± 1.0 µM ml−1) against standard miltefosine (IC50 = 25.8 ± 0.2 µM ml−1).
Keywords :
labdane diterpene , clary sage , solvate , Hirshfeld surface analysis , leishmaniasis , crystal structure
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
