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In the course of our continuing search for biologically active compounds from medicinal herbs, four undescribed terpenoids including one monoterpenoid glycoside, (1  R , 3 S , 4 S , 5  R )-(-)-1,8-epoxy- p -menthan-5-ethoxycarbonyl-3- O - β -D-glucopyranoside ( 1 ), one iridoid glycoside, 3′- O - β -D-glucopyranosyl-melampyroside ( 2 ), one sesquiterpene, 1-(2-methylbutanol)-2-pentyl-1,3-cyclohexadiene ( 3 ), and one triterpenoid, 28-nor-3 β ,18 β -dihydroxyurs-12-ene ( 4 ), together with nine known terpenoids ( 5 – 13 ) were isolated from the dried aerial parts of  Dracocephalum moldavica  (Lamiaceae). Their chemical structures were elucidated by detailed spectroscopy (1 D and 2 D NMR), HRESIMS data analysis and acid hydrolysis. Among them, compounds  9  and  10  were isolated from the family Lamiaceae, compounds  5 ,  6  and  11 – 13  were identified from the genus  Dracocephalum  and compounds  7  and  8  were reported from the  D. moldavica  for the first time. The biological evaluation of anti-complementary activity revealed that some compounds,  4 ,  6  and  12  exhibited anti-complementary activity with CH 50  and AP 50  values ranging from 0.67–1.43 and 1.12–1.55 mM, respectively.

Four new terpenoids and other metabolites with potential anti-complementary activities from the aerial parts of Dracocephalum moldavica (Lamiaceae)