Diterpenoids from the aerial parts of Euphorbia antiquorum and their efficacy on nitric oxide inhibition

Siwattra Choodej; Sujitra Hanthanong; Thammarat Aree; Khanitha Pudhom

doi:10.1016/j.phytochem.2020.112523

Diterpenoids from the aerial parts of Euphorbia antiquorum and their efficacy on nitric oxide inhibition

Phytochemistry. 2020 Dec:180:112523. doi: 10.1016/j.phytochem.2020.112523. Epub 2020 Sep 29.

Authors

Siwattra Choodej¹, Sujitra Hanthanong¹, Thammarat Aree¹, Khanitha Pudhom²

Affiliations

¹ Department of Chemistry, Faculty of Science, Chulalongkorn University, 254, Phayatai Road, Patumwan, Bangkok, 10330, Thailand.
² Department of Chemistry, Faculty of Science, Chulalongkorn University, 254, Phayatai Road, Patumwan, Bangkok, 10330, Thailand. Electronic address: khanitha.p@chula.ac.th.

PMID: 33007619
DOI: 10.1016/j.phytochem.2020.112523

Abstract

Eight previously undescribed diterpenoids of different types were isolated from ethyl acetate extract of the aerial parts of Euphorbia antiquorum L., along with fifteen known diterpenoids. Their structures and configurations were determined by 1D and 2D NMR, MS, and electronic circular dichroism (ECD). Additionally, the absolute configuration of ent-12-oxo-2,3-secobeyer-15-en-2,3-dioic acid-3-methyl ester was confirmed through single-crystal X-ray diffraction. Efficacy of the compounds on lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production in murine macrophage J774.A1 cells was evaluated. ent-15-Acetoxylabda-8(17),13E-diene-3-one, ent-15-oxolabda-8(17),13E-diene-3-one and rhizophorin B was significantly suppressed NO production with IC₅₀ values of 11.7, 12.5 and 16.1 μM, respectively.

Keywords: Anti-inflammatory; Diterpenoid; Euphorbia antiquorum; Euphorbiaceae; Nitric oxide inhibition.

MeSH terms

Animals
Diterpenes / pharmacology
Euphorbia*
Lipopolysaccharides / pharmacology
Mice
Molecular Structure
Nitric Oxide
Plant Components, Aerial

Substances

Diterpenes
Lipopolysaccharides
Nitric Oxide