来自紫姜根茎的新型苯基丁烷类化合物及一氧化氮生成抑制剂的结构

Structures of new phenylbutanoids and nitric oxide production inhibitors from the rhizomes of Zingiber cassumunar.

作者信息

Nakamura Seikou, Iwami Junko, Matsuda Hisashi, Wakayama Hiroko, Pongpiriyadacha Yutana, Yoshikawa Masayuki

机构信息

Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1267-72. doi: 10.1248/cpb.57.1267.

DOI:10.1248/cpb.57.1267

PMID:19881279

Abstract

The methanolic (MeOH) extract from the rhizomes of Zingiber cassumunar showed nitric oxide (NO) production inhibitory effects induced by lipopolysaccharide (LPS) in mouse peritoneal macrophages. From the MeOH extract, six new phenylbutanoids, phlains I-VI, were isolated together with 16 known constituents. The structures of new phenylbutanoids were determined on the basis of physicochemical and chemical evidence. In addition, the inhibitory effects of the principal constituents on the NO production were examined. Among them, phlain III (IC50=24 microM), (E)-1-(3,4-dimethoxyphenyl)buta-1,3-diene (69 microM), (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene (83 microM), and cassumunaquinone 1 (47 microM) were found to show the inhibitory effects.

摘要

高良姜根茎的甲醇提取物对脂多糖（LPS）诱导的小鼠腹腔巨噬细胞产生一氧化氮（NO）具有抑制作用。从该甲醇提取物中分离出6个新的苯丁类化合物，即高良姜素I - VI，以及16个已知成分。通过理化和化学证据确定了新苯丁类化合物的结构。此外，还研究了主要成分对NO产生的抑制作用。其中，高良姜素III（IC50 = 24 μM）、（E）-1-（3,4-二甲氧基苯基）-1,3-丁二烯（69 μM）、（E）-1-（2,4,5-三甲氧基苯基）-1,3-丁二烯（83 μM）和高良姜醌1（47 μM）表现出抑制作用。