Isolation and Characterization of Antibacterial Compound from a Mangrove-Endophytic Fungus, Penicillium chrysogenum MTCC 5108

Isolation and Characterization of Antibacterial Compound from a Mangrove-Endophytic Fungus, Penicillium chrysogenum MTCC 5108
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DOI:
10.1007/s12088-012-0277-8
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发表时间:
2012-12-01
影响因子:
3
通讯作者:
D'Souza, L.
D'Souza, L.
中科院分区:
生物学4区
文献类型:
--
作者:
Devi, Prabha;Rodrigues, Cheryl;D'Souza, L.

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微生物,特别是生活在红树林植物组织中的内生真菌,似乎在满足对新的生物活性物质的普遍需求方面发挥着重要作用。在从海洋微生物中筛选具有生物活性的次生代谢产物的过程中,从红树林植物Coarctata(Roxb.)上的内生真菌产黄青霉(Penicillium chrysgenum,MTCC 5108)的培养基中分离到一种含有吲哚和二酮基哌嗪结构的抗生素化合物。产黄葡萄球菌无细胞培养基对霍乱弧菌(MCM B-322)有明显的抑制作用。生物测定引导的粗提物的化学特征导致分离出具有分子式C19H21O2N3的次生代谢物。其抗菌活性与标准抗生素链霉素相当。经质谱学、红外光谱分析、一维和二维核磁共振分析,确定化合物(1)为胡椒-锌-2,5-二酮((3,1‘-didehydro-3[2aEuro(3)(3’aEuro(3),3‘aEuro(3)-dimethyl-prop-2-enyl)-3aEuro(3)-indolylmethylene]-6-methyl)。
Microorganisms, especially endophytic fungi that reside in the tissue of living mangrove plants, seem to play a major role in meeting the general demand for new biologically active substances. During the course of screening for biologically active secondary metabolites from marine microorganisms, an antibiotic compound containing an indole and a diketopiperazine moiety was isolated from the culture medium of Penicillium chrysogenum, (MTCC 5108), an endophytic fungus on the mangrove plant Porteresia coarctata (Roxb.). The cell free culture medium of P. chrysogenum showed significant activity against Vibrio cholerae, (MCM B-322), a pathogen causing cholera in humans. Bioassay guided chemical characterization of the crude extract led to the isolation of a secondary metabolite possessing a molecular formula C19H21O2N3. Its antibacterial activity was comparable with standard antibiotic, streptomycin. This compound (1) was found to be (3,1'-didehydro-3[2aEuro(3)(3'aEuro(3),3'aEuro(3)-dimethyl-prop-2-enyl)-3aEuro(3)-indolylmethylene]-6-methyl pipera-zine-2,5-dione) on the basis of mass spectrometry, infrared spectroscopy and one and two-dimensional nuclear magnetic resonance analysis.