Inhibitory effect of the compounds from the water extract of Curcuma longa on the production of PGE2 and NO in a macrophage cell line stimulated by LPS. Issue 12 (2nd December 2018)

• Record Type: Journal Article
• Authors: Kawasaki, Kengo; Okuda-Hanafusa, Chinatsu; Aoyagi, Morihiro; Taoka, Koichi; Yamamoto, Norio; Muroyama, Koutarou; Murosaki, Shinji; Yamamoto, Yoshihiro
• Is Part Of: Bioscience, biotechnology, and biochemistry. Volume 82:Issue 12(2018)
• Page Start: 2109
• Page End: 2117
• Publication Date: 2018-12-02
• Subjects: Curcuma longa -- inflammation -- prostaglandin E2 -- turmeronol A -- turmeronol B; Biotechnology -- Periodicals; Biochemistry -- Periodicals; 660.6
• DOI: 10.1080/09168451.2018.1511366
• Languages: English
• ISSNs: 0916-8451

Abstract

ABSTRACT: We wished to search for the compounds contributing to the anti-inflammatory effects of the water extract of Curcuma longa (WEC). WEC was fractioned and the fractions were evaluated with regard to their inhibitory effect on the production of nitric oxide (NO) from the macrophage cell line stimulated by lipopolysaccharide. Compounds in the active fractions were isolated and identified. One isolated compound was identified as new: (6 S )-2-methyl-5-hydroxy-6-(3-hydroxy-4-methylphenyl)-2-heptene-4-one (1 ). Four isolated compounds were identified as known: (6 S )-2-methyl-6-(4-hydroxyphenyl)-2-heptene-4-one (4 ), bisabolone-4-one (5 ), curcumenone (6 ), and turmeronol A (8 ). Three isolated compounds were not identified their stereostructures but their planar structures: 2-methyl-6-(4-hydroxymethyl-phenyl)-2-heptene-4-one (2 ), 2-methyl-6-(2, 3-epoxy-4-methyl-4-cyclohexene)-2-heptene (3 ), and 4-methylene-5-hydroxybisabola-2, 10-diene-9-one (7 ). Compounds 1, 4, 7 and 8 inhibited production of prostaglandin E2 and NO. Others inhibited NO production only. These results (at least in part) show the active compounds contributing to the anti-inflammatory effects of WEC, and may be useful for elucidating its various beneficial physiologic effects. Graphical abstract: : Isolated compounds from the water extract of Curcuma longa and their effect on the PGE2 production in a macrophage cell line stimulated by LPS.