| 荣先国,马丽英,刘为忠,等.雷斯青霉菌中的一个新萘醌类化合物[J].中国海洋药物,2024,43(1):10-16. |
| 雷斯青霉菌中的一个新萘醌类化合物 |
| A new naphthoquinone derivative isolated from a saline soil derive fungus Penicillium raistrickii |
| 投稿时间：2022-11-04 修订日期：2023-01-10 |
| DOI：10.13400/j.cnki.cjmd.2024.01.003 |
| 中文关键词: OSMAC 雷斯青霉菌 萘醌 色原酮 ??酮 HepG2 |
| English Keywords:OSMAC Penicillium raistrickii Naphthoquinones Chromones Xanthones HepG2 cell line |
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| 中文摘要: |
| 目的 基于OSMAC策略指导下研究雷斯青霉菌Penicillium raistrickii次级代谢产物的多样性及抗肿瘤活性研究。方法 采用大米作为培养基,静置发酵获得粗提物。对粗提物采用硅胶柱层析、LH20凝胶色谱、半制备高效液相色谱(PHPLC)和半制备薄层色谱法(PTLC)等方法,对总浸膏进行分离纯化；利用波谱技术包括核磁共振(NMR)和质谱(MS)等技术结合文献报道数据,确定所得化合物结构；利用CCK8法评价所得化合物对HepG2肿瘤细胞增殖抑制活性。结果 从雷斯青霉菌中共分离鉴定了10个化合物,包括2个萘醌类化合物(1~2),4个色原酮类化合物(3~6)和4个??酮类化合物(7~10),其结构分别鉴定为7-carbomethoxy-2,8-dimethoxy-5-hydroxy-l,4-naphthoquinone (1),2,7-dimethoxy-5-hydroxy-1,4-naphthoquinone (2),5-甲基-2-乙基-7-羟基色原酮 (3)、2,5-二甲基-7-羟基色原酮(4),2-甲基-5-羧甲基-7-羟基色原酮(5),lamellicolic anhydride (6),1,3,6-trihydroxy-8-methyl xanthone (7),1,6-dihydroxy-3-methoxy-8-methyl xanthone (8),1,5,6-trihydroxy-3-methoxy-8-methyl xanthone (9)和1,3,5,6-tetrhydroxy-8-methyl xanthone (10)。结论 从雷斯青霉菌大米静置发酵物中分离得到了10个聚酮类化合物化合物,其中化合物1为新萘醌衍生物,化合物3为新色原酮类天然产物。所得化合物对HepG2细胞无增殖抑制活性。 |
| English Summary: |
| Objective To explore the secondary metabolites chemical diversity of the talent fungus Penicillium raistrickii derived from saline soil based on the strategy of One strain Many compounds (OSMAC), and to evaluate the proliferation inhibition effect of the secondary metabolites towards HepG2 cell lines. Methods Rice was applied as the culture medium for the fungus with incubation period of 30 days at static station, followed by extraction with ethyl acetate three times to get the crude extract. The isolation and purification process were carried out with silica gel column chromatography, LH20 column chromatography, semi-preparative HPLC or semi-preparative TLC techniques. The structures of the isolated compounds were elucidated by extensive NMR and HR-ESI-MS analyses,as well as comparisons with the data reported. The proliferation inhibition effect of the isolated compounds against HepG2 cell line were evaluated by CCK8 method. Results Ten polyketides, including two naphthoquinone derivatives (1~2), four chromones (3~6) and four xanthones (7~10) were obtained and identified as 7-carbomethoxy-2,8-dimethoxy-5-hydroxy-l,4-naphthoquinone (1), 2,7-dimethoxy-5-hydroxy-1,4-naphthoquinone (2), 2-ethyl-7-hydroxy-5-methyl chromone (3), 2,5-dimethyl-7-hydroxy chromone (4), 5-carboxymethyl-7-hydroxy-2-methyl chromone (5), lamellicolic anhydride (6), 1,3,6-trihydroxy-8-methyl xanthone (7), 1,6-dihydroxy-3-methoxy-8-methyl xanthone (8), 1,5,6-trihydroxy-3-methoxy-8-methyl xanthone (9) and 1,3,5,6-tetrhydroxy-8-methyl xanthone (10). Conclusion The chemical diversity of P. raistrickii was investigated based OSMAC strategy, and ten polyketides were isolated and identified. Among them, compound 1 was a new naphthoquinone derivative and compound 3 was a new natural chromone product. None of the isolated compounds exhibited proliferation inhibition effect towards HepG2 cell line. |
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