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Published on: December 23, 2022
[Diterpenoids from leaves of Callicarpa nudiflora and their anti-inflammatory activities]
Kang-Ping Hu1, Jin-Lei Lu1, Yu-Juan Liu1
1Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University Haikou 571118, China Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University Haikou 571158, China Hainan Provincial International Joint Research Center for Comprehensive Utilization and Efficient Conversion of Tropical Medicinal Resources Haikou 571158, China.
Abstract:
The chemical constituents and anti-inflammatory activities of the leaves of Callicarpa nudiflora were investigated using various chromatographic separation methods. Eight diterpenoids were isolated from the ethyl acetate extract and identified by MS and NMR data analysis as calnudiflopene A(1),(5S,9S,10S,12S,13R)-3,4-seco-12,13-dihydroxy-4(18),8(17),14(15)-labdatrien-3-oic acid(2), 3,4-seco-12R,13S-dihydroxy-4(18),8(17),14(15)-labdatrien-3-oic acid(3), nudiflopene B_1(4), nudifloid F(5),(5S,9S,10S)-3,4-seco-16-carbonyl-15,16-epoxy-4(18),8(17),11(E),13(14)-labdatetraen-3-oic acid(nudiflopene G_1)(6), callicarpaolide(7), and 7α-hydroxysandaracopimaric acid(8). Among them, compound 1 is a new 3,4-seco-labdane diterpenoid, in which a linear monoterpenoid is ester-linked to compound 2. Compound 2 was obtained by alkaline hydrolysis of compound 1, and its absolute configuration was determined by single-crystal X-ray diffraction, thereby establishing the absolute configuration of compound 1. The anti-inflammatory activities of all compounds were evaluated in RAW264.7 cells induced by lipopolysaccharide(LPS). Compounds 1 and 5 exhibited certain activity, with IC_(50) values of(22.8±0.52) and(31.2±0.85) μmol·L~(-1), respectively.
