Xanthchrysones A-C: Rearranged Phenylpropanoyl-Phloroglucinol Dimers with Unusual Skeletons from Xanthostemon chrysanthus.
Xanthchrysones A-C: Rearranged Phenylpropanoyl-Phloroglucinol Dimers with Unusual Skeletons from Xanthostemon chrysanthus.
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DOI：
10.1021/acs.joc.9b02373
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发表时间：
2019-11
期刊：
影响因子：
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通讯作者：
Fen Liu;Hai-Yan Tian;Xiao-Lin Huang;Wen-Jing Wang;Ni‐Ping Li;Jun He;W. Ye;Lei Wang
中科院分区：
文献类型：
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作者：
Fen Liu;Hai-Yan Tian;Xiao-Lin Huang;Wen-Jing Wang;Ni‐Ping Li;Jun He;W. Ye;Lei Wang
从黄蕊木（Xanthostemon chrysanthus）叶片中分离鉴定了三对二聚苯丙酰基间苯三酚对映体（+）-和（-）-黄蕊酮A-C [（+）-和（-）-1-3]及其生物合成前体。化合物1具有前所未有的双-苯丙酰基-苯并[B]环庚三烯[e]氧杂卓三环骨架。化合物2和3代表1-（环戊基甲基）-3-（3-苯基丙酰基）苯骨架的第一个实例。通过光谱、X射线衍射和电子圆二色性（ECD）计算确定了化合物1-3的结构和绝对构型。（+）-2和（-）-2均表现出中等的抗菌活性，包括几种多重耐药菌株。
Three pairs of dimeric phenylpropanoyl-phloroglucinol enantiomers, (+)- and (-)-xanthchrysones A-C [(+)- and (-)-1-3], as well as their postulated biosynthetic precursors were isolated and identified from the leaves of Xanthostemon chrysanthus. Compound 1 featured an unprecedented bis-phenylpropanoyl-benzo[b]cyclopent[e] oxepine tricyclic backbone. Compounds 2 and 3 represent the first examples of 1-(cyclopentylmethyl)-3-(3-phenylpropanoyl)benzene scaffold. The structures and absolute configurations of 1-3 were determined by spectroscopic and X-ray diffraction analysis as well as electronic circular dichroism (ECD) calculation. Both (+)-2 and (-)-2 showed moderate antibacterial activities including several multidrug-resistant strains.