Heptacyclic oligophenalenones from the soil fungus Talaromyces bacillisporus BCC17645

Heptacyclic oligophenalenones from the soil fungus Talaromyces bacillisporus BCC17645
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DOI:
10.1016/j.tet.2020.130980
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发表时间:
2020-02-28
期刊:
影响因子:
2.1
通讯作者:
Pittayakhajonwut, Pattama
Pittayakhajonwut, Pattama
中科院分区:
化学3区
文献类型:
--
作者:
Dramae, Aibrohim;Intaraudom, Chakapong;Pittayakhajonwut, Pattama

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从土壤真菌TalaromycesbacillisporusBCC 17645中分离出四种新的氧杂非那烯酮二聚体(芽孢杆菌素I和J、双氯酰胺B和C)以及四种已知化合物(芽孢杆菌素A-C和双氯酰胺Al). Duclauxamides B和C是从该真菌中分离到的罕见的含氮氧杂非那酮二聚体。根据NMR光谱信息和质谱分析的证据确定了化学结构。通过与相关化合物的圆二色光谱比较,确定了它们的绝对构型。这些分离的化合物对结核分枝杆菌H37 Ra、蜡状芽孢杆菌和金黄色葡萄球菌表现出广泛的抗菌活性,MIC值在3.13 - >50 μ g/mL的范围内,并且对癌细胞(MCF-7和NCl-H187)和非癌细胞(Vero)都具有低细胞毒性。(C)2020爱思唯尔有限公司版权所有。
Four new oxaphenalenone dimers (bacillisporins I and J, duclauxamides B and C) together with four known compounds (bacillisporins A - C and duclauxamide Al) were isolated from the soil fungus Talaromyces bacillisporus BCC17645. Duclauxamides B and C were the rare N-containing oxaphenalenone dimers isolated from this fungus. Chemical structures were determined based on the evidence from NMR spectral information and mass spectral analysis. Their absolute configurations were identified by comparison of CD spectra with the related compounds. These isolated compounds exhibited broad antibacterial activity against Mycobacterium tuberculosis H37Ra, Bacillus cereus, and Staphylococcus aureus with MIC values in a range of 3.13 - >50 mu g/mL and also had low cytotoxicity against both cancerous (MCF-7 and NCl-H187) and non-cancerous (Vero) cells. (C) 2020 Elsevier Ltd. All rights reserved.