Natural Occurrence of Organofluorine and Other Constituents from Streptomyces sp TC1

Natural Occurrence of Organofluorine and Other Constituents from Streptomyces sp TC1
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DOI:
10.1021/np400360h
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发表时间:
2014-01-01
影响因子:
5.1
通讯作者:
Marimuthu, Ponnusamy
Marimuthu, Ponnusamy
中科院分区:
生物学2区
文献类型:
--
作者:
Jaivel, Nanjundan;Uvarani, Chokkalingam;Marimuthu, Ponnusamy

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抗氧化剂导向分级链霉菌乙酸乙酯提取物的研究TC1通过芳香有机氟支架(1)、非典型的三脚型三烯丙基苯酚(2)和由多胺组成的亮氨酸残基(3)分离出一种新的次生代谢物。化合物1的结构经ID和2D核磁共振数据的综合波谱分析确定,化合物1的结构经F-19核磁共振和单晶X-射线衍射谱确证。通过对化合物3的ECD光谱和量子化学ECD计算的比较,确定了化合物3的绝对构型。其中,化合物1显示出抗氧化剂、DNA和蛋白质结合特性。
Antioxidant-directed fractionation of an ethyl acetate extract of Streptomyces sp. TC1 resulted in the isolation of a novel secondary metabolite with an aromatic organofluorine scaffold (1), an atypical tripod-type triallyl phenol (2), and a leucine residue comprised polyamine (3). Their structures were established by comprehensive spectroscopic analysis of ID and 2D NMR data, and compound 1 was confirmed by F-19 NMR and single-crystal X-ray diffraction studies. The absolute configuration of compound 3 was assigned by comparison of its ECD spectra and quantum chemical ECD calculations. Of these, compound 1 displayed antioxidant and DNA and protein binding properties.