Potential anti-inflammatory diterpenoids from the roots of Caesalpinia mimosoides Lamk

• Published in: Phytochemistry (Oxford) Vol. 71; no. 14; pp. 1756 - 1764
• Main Authors: Yodsaoue, Orapun, Karalai, Chatchanok, Ponglimanont, Chanita, Tewtrakul, Supinya, Chantrapromma, Suchada
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.10.2010; Elsevier
• Subjects: Animals; Anti-inflammatory; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Biochemistry & Molecular Biology; Biological and medical sciences; Caesalpinia - chemistry; Caesalpinia mimosoides Lamk; Chemical constitution; Diterpenes - chemistry; Diterpenes - isolation & purification; Diterpenes - pharmacology; Fundamental and applied biological sciences. Psychology; Furanocassane; Leguminosae; Life Sciences & Biomedicine; Lipopolysaccharides - pharmacology; Macrophages - drug effects; Mice; Mimosols A–G; Molecular Structure; Nitric Oxide - biosynthesis; Nuclear Magnetic Resonance, Biomolecular; Plant physiology and development; Plant Roots - chemistry; Plant Sciences; Science & Technology; Thailand; Tumor Necrosis Factor-alpha - antagonists & inhibitors; Thailand; Furanocassane; Leguminosae; Anti-inflammatory; Mimosols A–G; Caesalpinia mimosoides Lamk; PULCHERRIMA; FURANODITERPENOIDS; Mimosols A-G; BONDUC; CASSANE DITERPENOIDS; SEEDS; THAILAND; ANTIMALARIAL ACTIVITY; CRISTA; NORCASSANE-TYPE DITERPENES; CONSTITUENTS; Terpenoid; Root; Antiinflammatory agent; Chemical structure; Dicotyledones; Angiospermae; Plant origin; Diterpene; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2010.06.016

Anti-inflammatory assay-guided separation of extracts from the roots of Caesalpinia mimosoides Lamk. led to isolation of seven compounds: four diterpenes ( 1–4), a dimer ( 9), and two dibenzo[b,d]furans ( 10, 11) together with eleven known compounds. Compound 4 exhibited potent inhibitory activity against LPS-induced NO production and TNF-α release in RAW264.7 cell lines with IC 50 values of 3.0 and 6.5 μM, respectively. Anti-inflammatory assay-guided separation of extracts from the roots of Caesalpinia mimosoides Lamk. led to isolation of seven compounds: four diterpenes ( 1– 4), a dimer ( 9), and two dibenzo[b,d]furans ( 10, 11) together with eleven known compounds. Their structures were elucidated by 1D- and 2D-NMR techniques as well as UV, IR, mass spectral data and comparison with literature values. The anti-inflammatory activities of all compounds were evaluated for inhibitory activities against lipopolysaccharide (LPS) induced nitric oxide (NO) production in RAW264.7 cell lines. Compounds 4, 6, 8, and 12– 14 were also tested for the inhibitory effect on LPS-induced tumor necrosis factor-alpha (TNF-α) release in RAW264.7 cells. The results indicated that 4 possessed potent inhibitory activity for both tests with IC 50 values of 3.0 and 6.5 μM, respectively.