Bioactive compounds from the aerial parts of Brachystemma calycinum and structural revision of an octacyclopeptide.

Bioactive compounds from the aerial parts of Brachystemma calycinum and structural revision of an octacyclopeptide.
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DOI:
10.1021/np200048u
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发表时间:
2011-06
影响因子:
5.1
通讯作者:
Jun Zhao;Lili Zhou;Xi Li;Hong-bin Xiao;F. Hou;Yong‐Xian Cheng
Jun Zhao;Lili Zhou;Xi Li;Hong-bin Xiao;F. Hou;Yong‐Xian Cheng
中科院分区:
生物学2区
文献类型:
--
作者:
Jun Zhao;Lili Zhou;Xi Li;Hong-bin Xiao;F. Hou;Yong‐Xian Cheng

文献摘要

相似文献

从萼短茎草(Brachystemma calycinum)地上部分分离得到4个新的环肽化合物,命名为短茎素F-I(1-4),并鉴定了11个已知化合物。用马氏法对化合物1-4的绝对构型进行了归属。化合物5的结构经QTOF/MS和X-射线衍射分析由cyclo(Pro <$-Phe²-Leu <$$>-Ala <$-Thr <$-Pro <$-Ala <$-Gly <$-Leu <$-Ala <$-Thr <$-Phe <$-)修正为cyclo(Pro <$-Pro²-Ala <$-Gly <$-Leu <$-Ala <$-Thr <$-Phe <$-)。评估含N化合物对单核细胞趋化因子配体2(CCL-2)、白细胞介素6(IL-6)和IV型胶原蛋白分泌的抑制作用,以对抗高糖刺激的系膜细胞。评价了化合物5对系膜细胞中胶原蛋白I、活性氧(ROS)、超氧阴离子(O_xO(·xO))产生和细胞活力以及对巨噬细胞中一氧化氮(NO)产生的影响。
Four new cyclic peptides, brachystemins F-I (1-4), and 11 known compounds were isolated from the aerial parts of Brachystemma calycinum. The absolute configurations of compounds 1-4 were assigned using Marfey's method. The structure of compound 5 was revised from cyclo(Pro¹-Phe²-Leu³-Ala⁴-Thr⁵-Pro⁶-Ala⁷-Gly⁸) to cyclo(Pro¹-Pro²-Ala³-Gly⁴-Leu⁵-Ala⁶-Thr⁷-Phe⁸) with QTOF/MS and X-ray diffraction analysis. The N-containing compounds were assessed for their inhibitory effects on the secretion of monocyte chemokine ligand 2 (CCL-2), interleukin 6 (IL-6), and collagen IV against high-glucose-stimulated mesangial cells. Compound 5 was evaluated for its effects on collagen I, reactive oxygen species (ROS), superoxide anion (O₂(•⁻)) production, and cell viability in mesangial cells, and on nitric oxide (NO) production in macrophage cells.