Antiallergic agents from natural sources 9.: Inhibition of nitric oxide production by novel chalcone derivatives from Mallotus philippinensis (Euphorbiaceae)
Antiallergic agents from natural sources 9.: Inhibition of nitric oxide production by novel chalcone derivatives from Mallotus philippinensis (Euphorbiaceae)
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DOI：
10.1248/cpb.52.1326
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发表时间：
2004-11-01
影响因子：
1.7
通讯作者：
Kitanaka, S
中科院分区：
文献类型：
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作者：
Daikonya, A;Katsuki, S;Kitanaka, S
从菲律宾野桐（MallotusphilippinensisMUELL）果实中分离得到三个新的查尔酮衍生物，分别命名为野桐C（1）、D（2）和E（3）。阿根廷利用化学和光谱数据，这些化合物被鉴定为1-[6（3，7-二甲基-辛-2，6-二烯基）-5，7-二羟基-2，2-二甲基-2H-色烯-8-基]-3-（4-羟基-苯基）-丙烯酮，3-（3，4-二羟基-苯基）-1-[6-（3，7-二甲基-辛-2，6-二烯基）-5，7-二羟基-2，2-二甲基-2H-色烯-8-基]-丙烯酮和1-[5，7-二羟基-2-甲基-6-（3-甲基-丁-2-烯基）-2-（4-甲基-降-3-烯基）-2H-色烯-8-基]-3-（3，4-二羟基-苯基）-丙烯酮。他们抑制一氧化氮（NO）的生产和诱导型NO合酶（iNOS）基因表达的小鼠巨噬细胞样细胞系（RAW 264.7），这是由脂多糖（LPS）和重组小鼠干扰素-γ（IFN-γ）激活。下调环氧化酶2（考克斯2）基因、白细胞介素6（IL 6）基因和白细胞介素1 β（IL 1 β）基因的表达。这些结果表明，它们具有抗炎和免疫调节作用。
Three novel chalcone derivatives, mallotophilippens C (1), D (2) and E (3) were isolated from the fruits of Mallotus philippinensis MUELL. ARG. These compounds were identified, using chemical and spectral data, as 1-[6(3,7-dimethyl-octa-2,6-dienyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl]-3-(4-hydroxy-phenyl)-propenone, 3-(3,4-dihydroxy-phenyl)-1-[6-(3,7-dimethyl-octa-2,6-dienyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl]-propenone and 1-[5,7-dihydroxy-2-methyl-6-(3-methyl-but-2-enyl)-2-(4-methyl-pent-3-enyl)-2H-chromen-8-yl]-3-(3,4-dihydroxy-phenyl)-propenone, respectively. They inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma). Furthermore, they downregulated cyclooxygenase-2 (COX-2) gene, interleukin-6 (IL-6) gene and interieukin-1beta (IL-1beta) gene expression. These results suggest that they have anti-inflammatory and immunoregulatory effects.