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红榄李来源内生真菌Penicillium oxalicum HLLG-13次级代谢产物与生物活性研究

Study on the Secondary Metabolites and Biological Activity from Lumnitzera littorea-Derived Endophytic Fungus Penicillium oxalicum HLLG-13

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【作者】 王越; 张玉琴; 徐喆菲; 白琪琪; 陈文豪; 周学明; 陈光英;

【Author】 WANG Yue;ZHANG Yuqin;XU Zhefei;BAI Qiqi;CHEN Wenhao;ZHOU Xueming;CHEN Guangying;Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University;Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province;College of Pharmacy, Fujian University of Traditional Chinese Medicine;

【通讯作者】 陈光英;

【机构】 海南师范大学化学与化工学院,热带药用资源化学教育部重点实验室; 海南省热带药用植物化学重点实验室; 福建中医药大学药学院;

【摘要】 对一株红树植物红榄李(Lumnitzera littorea (Jacq.) Voigt)内生真菌Penicillium oxalicum HLLG-13次级代谢产物进行系统研究;综合运用多种色谱分离方法结合波谱、光谱技术从中分离鉴定了21个单体化合物,分别为2-(4-羟苯基)乙基-(2S)-羟基丙酸(1),2-(4-羟苯基)乙酸乙酯(2),(4-羟苯基)乙酸甲酯(3),4-羟基苯乙醇(4),2,4,5-三甲基间苯二酚(5),1-(2,6-dihydroxyphenyl) butan-1-one(6),rosmarinosin C(7),penicyclone A(8),penicyclone C(9),2-(N-乙酰氨基)苯酚(10),N-乙酰酪胺(11),2-[[(2S)-羟基-1-氧丙基]氨基]苯甲酰胺(12),peniamidone A(13),meleagrin(14),7-羟基-2-(2’S-羟丙基)-5-甲基色酮(15),3-甲基-6,8-二羟基异香豆素(16),(-)-6-hydroxymellein(17),(3R)-甲基-5-氯-6,8-二羟基-二氢异香豆素(18),(3R)-甲基-6,8-二羟基-7-甲氧基-二氢异香豆素(19),(-)-citreoisocoumarinol(20)和de-O-methyldiaporthin(21)。抗菌活性测试结果表明,所有化合物对测试的5株人体致病菌和3株弧菌均无明显抗菌活性;神经保护活性测试结果表明,化合物16具有中等的神经保护活性,在200μmol/L浓度下,可以将H2O2氧化损伤的HT22细胞存活率由43.36%提升至60.15%。

【Abstract】 Twenty-one compounds were isolated from the EtOAc extract of the fermentation broth of the Lumnitzera littorea-derived fungus Penicillium oxalicum HLLG-13. Their structures were elucidated by 1D NMR, MS spectral analyses and compared with literature data. The compounds were identified as 2-(4-hydroxyphenyl)ethyl(2S)-2-hydroxypropanoate(1), 2-(4-hydroxyphenyl)ethylacetate(2), methyl(4-hydroxyphenyl)acetate(3), 4-hydroxybenzeneethanol(4), 2, 4, 5-trimethylresorcinol(5), 1-(2,6-dihydroxyphenyl) butan-1-one(6), rosmarinosin C(7), penicyclone A(8), penicyclone C(9),2-(N-acetylamino)phenol(10), N-acetyltyramine(11), 2-[[(2S)-2-hydroxy-1-oxopropyl]amino] benzamide(12), peniamidone A(13), meleagrin(14), 7-hydroxy-2-(2′S-hydroxypropyl)-5-methylchromone(15), 6,8-dihydroxy-3-methylisocoumarin(16),(-)-6-hydroxymellein(17),(3R)-5-chloro-3,4-dihydro-6,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one(18),(3R)-3, 4-dihydro-6, 8-dihydroxy-7-methoxy-3-methyl-1H-2-benzopyran-1-one(19),(-)-citreoisocoumarinol(20) and de-O-methyldiaporthin(21). All compounds exhibited no antibacterial activity against the five human pathogenic bacterium and three vibrios. Compound 16 showed moderate neuroprotective activity, which could increase the cell survival rate of H2O2 induced oxidative damage HT22 cells from 43.36% to 60.15% at the concentration of 200 μmol/L.

【基金】 国家自然科学基金项目(22177023,41866005);海南省自然科学基金项目(221RC1054);海南省重大科技计划项目(ZDKJ202008);中央引导地方科技发展资金项目(ZY2022HN08)
  • 【文献出处】 海南师范大学学报(自然科学版) ,Journal of Hainan Normal University(Natural Science) , 编辑部邮箱 ,2023年04期
  • 【分类号】Q946
  • 【下载频次】51
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