Labdane and Clerodane Diterpenoids from Colophospermum mopane

Five labdane (1–5), an isolabdane (6), and five clerodane diterpenoids (7–11), were isolated from seeds, husks, and leaves of Colophospermum mopane. Compounds 1–3 and 6–9 are new, and their structures were elucidated by means of physical data analysis (1D and 2D NMR, HRESIMS). The absolute configurations of 1, 7, and 10 were determined by single-crystal X-ray diffraction with Cu Kα radiation. For compounds 2 and 6, the absolute configurations were established by the modified Mosher’s method and corroborated by comparison of experimental and calculated electronic circular dichroism spectra of their 3-p-bromobenzoate derivatives. The crude extracts and compounds were evaluated for antimicrobial activity. The leaf extract was the most active against Staphylococcus aureus (125 μg/mL). Compound 11 showed the best inhibitory activity, with minimum inhibitory values of 15.6 μg/mL against Escherichia coli and Staphylococcus aureus and 31.3 μg/mL against Enterococcus faecalis.