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

In the course of our continuing search for biologically active compounds from medicinal herbs, four undescribed terpenoids including one monoterpenoid glycoside, (1 R, 3S, 4S, 5 R)-(-)-1,8-epoxy-p-menthan-5-ethoxycarbonyl-3-O-β-D-glucopyranoside (1), one iridoid glycoside, 3′-O-β-D-glucopyranosyl-me...

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Bibliographic Details
Published in:Natural product research 2023-07, Vol.37 (13), p.2135-2143
Main Authors: Wang, Jiaming, Sun, Jinfeng, Jin, Long, Huang, Yanyan, Wang, Mengjie, Jin, Mei, Diao, Shengbao, Zhou, Wei, Li, Gao
Format: Article
Language:English
Subjects:
Anti-complementary activity
Bioactive compounds
Biological activity
Data analysis
Dracocephalum moldavica
Glycosides
Herbal medicine
iridoid glycoside
Lamiaceae
Medicinal herbs
Medicinal plants
Metabolites
monoterpenoid glycoside
NMR
Nuclear magnetic resonance
sesquiterpene
Spectroscopy
Terpenes
triterpenoid
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Summary:In the course of our continuing search for biologically active compounds from medicinal herbs, four undescribed terpenoids including one monoterpenoid glycoside, (1 R, 3S, 4S, 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-3β,18β-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.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2030329