Three New Diketopiperazines from the Previously Uncultivable Marine BacteriumGallaecimonas mangroviHK-28 Cultivated by iChip

Three New Diketopiperazines from the Previously Uncultivable Marine BacteriumGallaecimonas mangroviHK-28 Cultivated by iChip
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DOI:
10.1002/cbdv.202000221
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发表时间:
2020-06-23
影响因子:
2.9
通讯作者:
He, Shan
He, Shan
中科院分区:
化学3区
文献类型:
--
作者:
Ding, Lijian;Xu, Peng;He, Shan

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利用iChip技术在海南红树林沉积物中的应用,分离到了一种新的细菌——红树gallaecimonas mangroviHK-28。g。mangroviHK-28对水生致病菌哈维弧菌具有抗菌活性,并通过生物活性引导分离对其化学成分进行了进一步研究。从g发酵液的AcOEt萃取物中分离出三种新的二酮哌嗪类化合物——没食子胺A-C。mangroviHK-28。采用HR-ESI-MS、1D- nmr和2D-NMR对半半氨基酰胺A-C的平面结构进行了测定。通过旋光、noesi实验和TDDFT ECD计算,确定了五氯乙酰胺A-C的绝对构型。对其体外抗菌和抗疟活性进行了评价。Gallaecimonamide A对v具有抗菌活性。MIC值为50 μ m,而没食子胺B和C对v无抑菌活性。harveyi(MIC bbbb300亩)。此外,所有分离株均未表现出对v的抑制活性。副溶血性疟原虫(MIC>300 μ m)和恶性疟原虫w2 (EC50>100 μ g/mL)。
Thein situapplication of iChip cultivation in mangrove sediment from Hainan province, China, led to the isolation of a novel bacterial speciesGallaecimonas mangroviHK-28. The extract ofG. mangroviHK-28 exhibited antibiotic activity against the aquatic pathogenVibrio harveyi, and its chemical constituents were further investigated by bioactivity-guided isolation. Three new diketopiperazines, gallaecimonamides A-C, were accordingly isolated from the AcOEt extract of the fermentation broth ofG. mangroviHK-28. The planar structures of gallaecimonamides A-C were determined using HR-ESI-MS together with 1D- and 2D-NMR. The absolute configurations of gallaecimonamides A-C were assigned by optical rotation, NOESY experiment and TDDFT ECD calculations. Thein vitroantibacterial and antimalarial activities of gallaecimonamides A-C were assessed. Gallaecimonamide A was found to display antibacterial activity againstV. harveyiwith a MIC value of 50 mu m. However, gallaecimonamides B and C showed no antibacterial activity againstV. harveyi(MIC >300 mu m). In addition, all the isolates did not exhibit any inhibitory activities againstV. parahaemolyticus(MIC>300 mu m) andPlasmodium falciparumW2 (EC50>100 mu g/mL).