Bioactive polyketides from Peperomia duclouxii

Bioactive polyketides from Peperomia duclouxii
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DOI:
10.1021/np070089n
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发表时间:
2007-06-01
影响因子:
5.1
通讯作者:
Ando, Masayoshi
Ando, Masayoshi
中科院分区:
生物学2区
文献类型:
--
作者:
Li, Na;Wu, Jian-lin;Ando, Masayoshi

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沿着16个已知化合物,从杜氏椒草全草中分离得到4个新化合物(1-4)。新结构被鉴定为4-羟基-2-[(3,4-亚甲二氧基苯基)壬酰基]环己烷-1,3-二酮(1),4-羟基-2-[(3,4-亚甲二氧基苯基)十一烷酰基]环己烷-1,3-二酮(2),4-羟基-2-[(3,4-亚甲二氧基苯基)十三烷酰基]环己烷-1,3-二酮(3)和2-[(3,4-亚甲二氧基苯基)十二烷基]-4-羟基-2,3,4,6,7,8-六氢-2H-1-苯并吡喃-5-酮(4)。已知的聚酮化合物苏林酮A和奥利菲酮显示出对WI-38、VA-13和HepG 2细胞系的细胞生长抑制活性,IC 50值范围为4.4至9.6 μ g/mL。已知的倍半萜类化合物sinugibberodiol在2.5和25 μ g/mL时对钙黄绿素积累的作用比维拉帕米更强。化合物3和4、苏林酮A和奥利菲酮在IL-1 α或TNF-α存在下对细胞间粘附分子-1(ICAM-1)的诱导显示出中等至弱的抑制活性。
Four new compounds (1-4) were isolated along with 16 known compounds from whole plants of Peperomia duclouxii. The new structures were elucidated as 4-hydroxy-2-[(3,4-methylenedioxyphenyl)nonanoyl]cyclohexane-1,3-dione (1), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)undecanoyl]cyclohexane-1,3-dione (2), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)tridecanoyl]cyclohexane-1,3-dione (3), and 2-[(3,4-methylenedioxyphenyl)dodecyl]-4-hydroxy-2,3,4,6,7,8-hexahydro-2H-1-benzopyran-5-one (4), by analysis of their spectroscopic data. The known polyketides, surinone A and oleiferinone, showed cell growth inhibitory activity against the WI-38, VA-13, and HepG2 cell lines with IC50 values that ranged from 4.4 to 9.6 mu g/mL. The known sesquiterpenoid, sinugibberodiol, showed a more potent effect on calcein accumulation than verapamil at 2.5 and 25 mu g/mL. Compounds 3 and 4, surinone A, and oleiferinone showed moderate to weak inhibitory activity on the induction of the intercellular adhesion molecule-1 (ICAM-1) in the presence of IL-1 alpha or TNF-alpha.