Spirooxindol alkaloids from Voacanga africana: Targeting biofilm of MBLs producing Escherichia coli.

Spirooxindol alkaloids from Voacanga africana: Targeting biofilm of MBLs producing Escherichia coli.
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DOI:
10.1016/j.bioorg.2023.106780
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发表时间:
2023-08
影响因子:
5.1
通讯作者:
Malong Qin;Yupeng Li;Wei Xu;W. Gao;S. Yin;Xianguang Hu;Rongping Zhang;C. Ding
Malong Qin;Yupeng Li;Wei Xu;W. Gao;S. Yin;Xianguang Hu;Rongping Zhang;C. Ding
中科院分区:
化学1区
文献类型:
--
作者:
Malong Qin;Yupeng Li;Wei Xu;W. Gao;S. Yin;Xianguang Hu;Rongping Zhang;C. Ding

文献摘要

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从非洲瓦坎加(Voacanga africana)茎皮中分离得到7个罕见的螺吲哚生物碱,命名为非洲瓦坎加碱(voagafricines A-G(1-7))。通过光谱数据和电子圆二色谱(ECD)分析,确证了它们的结构,1和2具有独特的吲哚酮体系,并与开环喹啉核中的3,4-十氢喹啉螺旋环共轭,1经脱碳反应生成新型的C-3-去甲单萜吲哚。对产MBLs的大肠杆菌进行抗菌活性测定。化合物1和化合物7是E的有效抑制剂。coli 298和140。通过分子对接初步探索了1和7与生物膜可能的相互作用位点。
Seven rarely spirooxindole alkaloids, voagafricines A-G (1–7) were isolated from the stem barks ofVoacanga africana. Their structures were unambiguously elucidated by comprehensive spectroscopic data and electronic circular dichroism (ECD) analyses.1and2possess a unique indoleone system in conjugation with a 3,4ʹ-decahydroquinoline spiral ring originating from seco-quinolhiddin core of the precursor, furthermore1undergo decarburization formed a novel C-3-nor monoterpenoid indole. All isolates were evaluated for their antibacterial activities against MBLs producingEscherichia colistrains. Compounds1and7were found to be potent inhibitors againstE. coli298 and 140 by targeting biofilm. Possible interaction sites of1and7with biofilm were preliminarily explored by means of molecular docking.