Abstract
Eight new terpenoids (1–8) were isolated from the bark of Jatropha neopauciflora, together with eight known compounds. The new isolates include the sesquiterpenoids (1R,2R)-diacetoxycycloax-4(15)-ene (1); (1R,2R)-dihydroxycycloax-4(15)-ene (2), (2R)-δ-cadin-4-ene-2,10-diol (3), (2R)-δ-cadina-4,9-dien-2-ol (4), (1R,2R)-dihydroxyisodauc-4-en-14-ol (5) and its acetonide 6 (artifact), as well as the two triterpenoids (3β,16β)-16-hydroxylup-20(29)-en-3-yl (E)-3-(4-hydroxyphenyl)prop-2-enoate (7) and (3β,16β)-16-hydroxyolean-18-en-3-yl (E)-3-(4-hydroxyphenyl)prop-2-enoate (8). The structures of these compounds were established by extensive 1D- and 2D-NMR spectroscopic methods, and their absolute configurations were determined by circular-dichroism (CD) experiments, and by X-ray crystallographic analysis (compound 7; Fig. 3). A plausible biosynthesis of the sesquiterpenoids 1–5 is proposed (Scheme), starting from (−)-germacrene D as the common biogenetic precursor.
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