Abstract
The title compound, C20H36O2·CH3OH [systematic name: (3S)-4-[(S)-3-hy-droxy-3-methyl-pent-4-en-1-yl]-3,4a,8,8-tetra-methyl-deca-hydro-naphthalen-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 mol-ecule comprises two trans-fused cyclo-hexane rings, each having an equatorially oriented hydroxyl group, and a 3-methyl-pent-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 mol-ecules 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).
Highlights
The title compound, C20H36O2ÁCH3OH [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
A labdane diterpene, is an important component of Salvia sclarea L., commonly known as clary sage, a medicinal herb mostly found in Mediterranean countries and southern Europe (Kouzi & McChesney, 1990; Acimovic et al, 2018)
We describe the crystal structure of the methanol solvate of sclareol (1), which results in a change of space group to triclinic P1
Summary
A labdane diterpene, is an important component of Salvia sclarea L., commonly known as clary sage, a medicinal herb mostly found in Mediterranean countries and southern Europe (Kouzi & McChesney, 1990; Acimovic et al, 2018). Sclareol is used commercially as a fixative in perfumery and as a flavouring agent in the tobacco industry (Kouzi & McChesney, 1990). The crystal structure of sclareol (orthorhombic, space group P212121) has been described (Nagashima et al, 1997). We describe the crystal structure of the methanol solvate of sclareol (1), which results in a change of space group to triclinic P1. There is no effective drug or vaccine against leishmanicidal disease commercially available (Tavares et al, 2018). The anti-leishmanial activity of 1 was investigated
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