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[来自黄河三角洲地区的耐盐青霉HK14-01的次生代谢产物]

[Secondary metabolites of halotolerant fungus Penicillium chrysogenum HK14-01 from the Yellow River Delta area].

作者信息

Qu Peng, Liu Peipei, Fu Peng, Wang Yi, Zhu Weiming

机构信息

Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.

出版信息

Wei Sheng Wu Xue Bao. 2012 Sep 4;52(9):1103-12.

Abstract

OBJECTIVE

To search for structurally novel and biologically active compounds from the secondary metabolites of halotolerant fungi from the Yellow River Delta area.

METHODS

We screened halotolerant fungi with rich chemical diversity and antitumor or antimicrobial activity by means of integrated chemical and biological method. We cultured halotolerant fungi under different conditions at first. Then we investigated the chemical diversity and the bioactivity of the EtOAc extracts of the fermentation broth by HPLC and TLC, and cytotoxic assay or antimicrobial assay. We selected Penicillium chrysogenum HK14-01 to further study for the large yield, producing alkaloids and cytotoxicity on P388 cells in YMDP culture medium containing 10% NaCl. We fermented P. chrysogenum HK14-01 on a large scale; we isolated and purified the compounds by column chromatography over silica gel, Sephadex LH-20, and semipreparative HPLC; and we identified the structures by spectroscopic analysis, X-ray diffraction (Mo-Kalpha), CD spectra and the time-dependent density functional theory electronic circular dichroism (TDDFT ECD) calculation.

RESULTS

We isolated and identified a halotolerant fungal strain, P. chrysogenum HK14-01, from the sediments collected in the Yellow River Delta area. From the fermentation broth of P. chrysogenum HK14-01, we isolated and identified eight compounds, i.e. (2S,3R)-oxaline (1, a major product), (3R, 4R)-3,4,8-trihydroxy-3,4-dihydronaphthalen-1 (2H)-one (2), (Z)-N-(4-hydroxy styryl) formamide (3), (E)-N-(4-hydroxystyryl) formamide (4), emodin (5), 4-(2-hydroxyethyl) benzene-1,2-diol (6), methyl 2-(4-hydroxyphenyl) acetate (7), and 2-(4-hydroxyphenyl) acetonitrile (8).

CONCLUSION

Bioactive compounds can be obtained from the secondary metabolites of halotolerant microorganisms from the Yellow River Delta area.

摘要

目的

从黄河三角洲地区耐盐真菌的次生代谢产物中寻找结构新颖且具有生物活性的化合物。

方法

采用化学与生物学相结合的方法,筛选具有丰富化学多样性及抗肿瘤或抗菌活性的耐盐真菌。首先在不同条件下培养耐盐真菌,然后通过高效液相色谱(HPLC)、薄层色谱(TLC)以及细胞毒性试验或抗菌试验,研究发酵液乙酸乙酯提取物的化学多样性和生物活性。选取产黄青霉HK14 - 01进行进一步研究,因其在含10%氯化钠的YMDP培养基中产量高、能产生生物碱且对P388细胞具有细胞毒性。对产黄青霉HK14 - 01进行大规模发酵;通过硅胶柱色谱、Sephadex LH - 20柱色谱和半制备HPLC分离纯化化合物;利用光谱分析、X射线衍射(Mo - Kα)、圆二色光谱(CD)以及含时密度泛函理论电子圆二色光谱(TDDFT ECD)计算鉴定结构。

结果

从黄河三角洲地区采集的沉积物中分离鉴定出一株耐盐真菌——产黄青霉HK14 - 01。从产黄青霉HKl4 - 01的发酵液中分离鉴定出8种化合物,即(2S,3R)-草氨酸(1,主要产物)、(3R,4R)-3,4,8 - 三羟基 - 3,4 - 二氢萘 - 1(2H)-酮(2)、(Z)-N-(4 - 羟基苯乙烯基)甲酰胺(3)、(E)-N-(4 - 羟基苯乙烯基)甲酰胺(4)、大黄素(5)、4-(2 - 羟乙基)苯 - 1,2 - 二醇(6)、2-(4 - 羟基苯基)乙酸甲酯(7)和2-(4 - 羟基苯基)乙腈(8)。

结论

可从黄河三角洲地区耐盐微生物的次生代谢产物中获得生物活性化合物。

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