Absolute stereostructures of polypodane- and octanordammarane-type triterpenes with nitric oxide production inhibitory activity from guggul-gum resins.

Absolute stereostructures of polypodane- and octanordammarane-type triterpenes with nitric oxide production inhibitory activity from guggul-gum resins.
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DOI:
10.1016/j.bmc.2004.03.020
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发表时间:
2004-06
影响因子:
3.5
通讯作者:
H. Matsuda;T. Morikawa;S. Ando;H. Oominami;T. Murakami;I. Kimura;M. Yoshikawa
H. Matsuda;T. Morikawa;S. Ando;H. Oominami;T. Murakami;I. Kimura;M. Yoshikawa
中科院分区:
医学3区
文献类型:
--
作者:
H. Matsuda;T. Morikawa;S. Ando;H. Oominami;T. Murakami;I. Kimura;M. Yoshikawa

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研究发现,来自guggul-gum树脂(Balsamodendron mukul的树脂)的甲醇提取物可抑制脂多糖激活的小鼠腹腔巨噬细胞中一氧化氮的产生(IC 50 =13μg/mL)。从甲醇提取物中分离得到3个新的polypodane型三萜化合物,即没药醇B和没药酮B和A乙酸酯,以及一个新的辛降达玛烷型三萜化合物,epimansumbinol,以及17个已知化合物,包括孕酮和相关甾体化合物。根据化学和物理化学证据,阐明了新三萜的绝对立体结构。几种成分显示出抑制一氧化氮的产生和诱导型一氧化氮合酶的诱导作用。
The methanolic extract from guggul-gum resin, the resin of Balsamodendron mukul, was found to inhibit nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages (IC50=13μg/mL). From the methanolic extract, three new polypodane-type triterpenes, myrrhanol B and myrrhanones B and A acetate, and a new octanordammarane-type triterpene, epimansumbinol, were isolated together with 17 known compounds including progesterone and the related steroids. The absolute stereostructures of new triterpenes were elucidated on the basis of chemical and physicochemical evidence. The several constituents showed inhibitory effects on nitric oxide production and induction of inducible nitric oxide synthase.