Natural products isolation studies were performed on two Dodonaea species. This led to the discovery of one previously unreported prenylated flavonoid bearing a malonic acid moiety and six known compounds from the aerial parts of Dodonaea filiformis. In addition, three previously unreported natural products (another malonic-acid-contain-ing prenylated flavonoid, a prenylated flavonoid and an entlabdane diterpenoid) and seven known compounds were found from the flowers of D. viscosa. Furthermore, as a result of this work, a revised structure is proposed for a prenylated flavonoid previously isolated from D. viscosa.
Natural products isolation studies were performed on Dodonaea viscosa plant individuals sampled across seven different populations, which revealed considerable intraspecific variation in the terpene profiles across D. viscosa. In total, 14 ent‐labdane diterpenoids (seven of which are previously unreported), four ent‐kauranes (one which is previously unreported), one rare norhopene, and two previously unreported monoterpenoid wax esters were isolated. Exceedingly few terpene wax esters have been reported in Nature and the isolation of these unusual secondary metabolites is particularly notable for this reason. In each case, the proposed structures were elucidated employing various standard one‐ and two‐dimensional NMR (1H, 13C, NOESY, COSY, HSQC, HMBC) spectroscopic techniques and complemented by IR spectroscopy, mass spectrometry, and polarimetry, where appropriate. Synthetic derivatization and X‐ray crystallographic analysis were also employed to further support or secure structural assignments.
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