“…These data suggested that 1a was a labdane-type diterpene having one each of a spiro-tetrahydrofuran ring, γ-spiro-lactone ring, hydroxyl group and acetoxy group. Further comparison of the 1 H and 13 C NMR data of 1a with those of (rel 5S, 6R, 8R, 9R, 10S, 13S, 16S)-6-acetoxy-9, 13-epoxy-16-methoxy-labdan-15, 16-olide (2), which was previously isolated from the fruits of Vitex rotundifolia (Ono et al, 2001), led to the assumption that 1a is a 16-O-demethyl regioisomer of 2 with an acetoxyl group at C-3 instead of C-6, which was confirmed by detailed HMBC and 1 H-1 H COSY spectroscopic analysis (Figure 3). In the NOESY spectra of 1a, correlations were observed between H-8/H-20, H-19/H-20, H-3/H-18, H-5/H-3, H-14/H-17 and H-1/H-16, indicating a β-orientation for H-8, H-19, and H-20 and an α-orientation for H-3, H-5, H-17, and H-18.…”