A new monoterpenoid glycoside and a new phenolic glycoside isolated from Dracocephalum moldavica and their anti-complementary activity

Abstract

A new monoterpenoid glycoside (1 R, 2 R, 4S)-1,8-epoxy-p-menthan-2-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (1) and a new phenolic glycoside, cis-1-(3-hydroxy-4-methoxyphenyl)-2-butene-4-O-α-L-rhamnopyranosyl-(1→3)-O-β-D-glucopyranoside (2) were isolated from the dried aerial parts of Dracocephalum moldavica, together with 12 known compounds. Compound 5 was isolated from the Lamiaceae family for the first time, compounds 3, 4, 6 and 8–12 were identified from the genus Dracocephalum for the first time and compounds 7 and 13–14 were reported from the D. moldavica for the first time. All the compounds were evaluated for anti-complementary activity against the classical and alternative pathways. Compounds 2–4, 8 and 11 showed anti-complementary activity to different extents, with CH₅₀ and AP₅₀ values ranging from 0.78–1.24 and 1.52–1.84 mM, respectively. The targets of compounds 2–4, 8 and 11 in complement activation cascade were identified as well.

Graphical Abstract

Keywords:

• Dracocephalum moldavica
• Lamiaceae
• monoterpenoid glycoside
• phenolic glycoside
• anti-complementary activity

Acknowledgments

We thank Victoria Muir, PhD, from Liwen Bianji, Edanz Group China (www.liwenbianji.cn/ac), edited the English text of a draft of this manuscript.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was financially supported by the National Natural Science Foundation of China (NSFC) under Grant number 81760627. This work was also supported by the Jilin Provincial Education Department (JJKH20200534KJ).