Penicillium herquei JX4活性次级代谢产物研究

doi:10.6023/cjoc202009038

有机化学 ›› 2021, Vol. 41 ›› Issue (3): 1251-1254.DOI: 10.6023/cjoc202009038 上一篇下一篇

研究简报

Penicillium herquei JX4活性次级代谢产物研究

吴习斌^a^,^c, 谭银丰^b, 易继凌^a^,^c, 宋鑫明^a^,^c, 杨静雨^a^,^c, 周学明^a^,^c^,^*(), 陈光英^a^,^c^,^*()

a 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口 571158
b 海南医学院海南省热带药用植物研究开发重点实验室海口 570216
c 海南师范大学化学与化工学院热带药用植物化学海南省重点实验室海口 571158

收稿日期:2020-09-16 修回日期:2020-10-14 发布日期:2020-11-04
通讯作者: 周学明, 陈光英
基金资助:
海南省自然科学基金(218QN234); 海南省热带药用植物研究开发重点实验室开放研究项目(KF202003); 国家自然科学基金(21662012); 国家自然科学基金(41866005); 以及教育部创新研究团队(IRT-16R19)

Study on Bioactive Secondary Metabolites from Penicillium herquei JX4

Xibin Wu^a^,^c, Yinfeng Tan^b, Jiling Yi^a^,^c, Xinming Song^a^,^c, Jingyu Yang^a^,^c, Xueming Zhou^a^,^c^,^*(), Guangying Chen^a^,^c^,^*()

a Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
b Hainan Provincial Key Laboratory of R&D on Tropical Herbs, Hainan Medical College, Haikou 570216
c Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158

Received:2020-09-16 Revised:2020-10-14 Published:2020-11-04
Contact: Xueming Zhou, Guangying Chen
About author:
* Corresponding authors. E-mail: xueming2009211@126.com;
chgying123@163.com
Supported by:
Natural Science Foundation of Hainan Province(218QN234); Open Research Projects of Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs(KF202003); National Natural Science Foundation of China(21662012); National Natural Science Foundation of China(41866005); Innovative Research Team Project of Ministry(IRT-16R19)

文章分享

1. cjoc202009038辅助材料.pdf(698KB)

摘要/Abstract

从红树角果木内生真菌Penicillium herqueiJX4中分离纯化得到11个次级代谢产物, 应用质谱(MS)、核磁共振(NMR)以及圆二色谱(ECD)等多种波谱和光谱技术确定了11个次级代谢产物的结构, 经鉴定分别为Penicillquei A (1), Penicillquei B (2), Pyrophen (3), Alaromydien A (4), Penicillar E (5), Aculene D (6), Sordaricin (7), BE-31405 (8), Vermistatin (9), Aspergillumarin A (10)和Aspergillumarin B (11). 化合物1和2新化合物. 抑菌活性测试表明化合物2, 3, 7和8具有广谱的抗植物病原菌活性.

关键词: 青霉属真菌, 次级代谢产物, 抗植物病原菌活性

Two new secondary metabolites, penicillqueies A and B (1and2), together with penicillquei A (1), penicillquei B (2), pyrophen (3), alaromydien A (4), penicillar E (5), aculene D (6), sordaricin (7), BE-31405 (8), vermistatin (9), aspergillumarin A (10) and aspergillumarin B (11) were isolated from Penicillium herqueiJX4. Their structures were elucidated using comprehensive spectroscopic methods. The absolute configuration of penicillquei A was determined by its experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 2,3, 7 and 8 showed broad spectrum antifungal activities against nine phytopathogenic fungi.

Key words: Penicillium herquei, secondary metabolites, antifungal activity

引用此文

吴习斌, 谭银丰, 易继凌, 宋鑫明, 杨静雨, 周学明, 陈光英. Penicillium herquei JX4活性次级代谢产物研究[J]. 有机化学, 2021, 41(3): 1251-1254.

Xibin Wu, Yinfeng Tan, Jiling Yi, Xinming Song, Jingyu Yang, Xueming Zhou, Guangying Chen. Study on Bioactive Secondary Metabolites from Penicillium herquei JX4[J]. Chinese Journal of Organic Chemistry, 2021, 41(3): 1251-1254.

导出引用 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

分享此文

图/表 5

参考文献 17

[1]	Carroll, A. R.; Copp, B. R.; Davis, R. A.; Keyzers, R. A.; Prinsep, M. R. Nat. Prod. Rep. 2020, 37, 175. doi: 10.1039/c9np00069k pmid: 32025684
[2]	Rateb, M. E.; Ebel, R. Nat. Prod. Rep. 2011, 28, 290. doi: 10.1039/c0np00061b pmid: 21229157
[3]	Zhang, H. W.; Song, Y. C.; Tan, R. X. Nat. Prod. Rep. 2006, 23, 753. pmid: 17003908
[4]	Liang, Z. Y.; Shen, N. X.; Zhen, Y. Y.; Wu, J. T.; Miao, L.; Fu, X. M.; Chen, M.; Wang, C. Y. Bioorg. Chem. 2019, 93, 103331. pmid: 31622851
[5]	Xue, J. H.; Li, H. X.; Wu, P.; Xu, L. X.; Yuan, Y. F.; Wei, X. Y. J. Nat. Prod. 2020, 83, 1480. doi: 10.1021/acs.jnatprod.9b01071
[6]	Zhang, D. W.; Zhao, L. L.; Wang, L. N.; Fang, X. M.; Zhao, J. Y.; Wang, X. W.; Li, L.; Liu, H. Y.; Wei, Y. Z.; You, X. F.; Cen, S.; Yu, L. Y. J. Nat. Prod. 2017, 80, 371. pmid: 28117586
[7]	Tang, J. L.; Zhou, Z. Y.; Yang, T.; Yao, C.; Wu, L. W.; Li, G. Y. J. Agric. Food Chem. 2019, 67, 2175. pmid: 30702881
[8]	Zhou, X. M.; Zheng, C. J.; Song, X. M.; Tang, M. M.; Yang, J. Y.; Yang, X.; Peng, S. J.; Cai, J.; Chen, G. Y. Fitoterapia 2019, 139, 104400. pmid: 31669962
[9]	Varoglu, M.; Crews, P. J. Nat. Prod. 2000, 63, 41. pmid: 10650076
[10]	Ma, M. Z.; Yi, W. W.; Qin, L.; Lian, X. Y.; Zhang, Z. Z. 2020, Nat. Prod. Res. DOI: 10.1080/14786419.2020.1779265. pmid: 33729064
[11]	Kong, F. D.; Zhou, L. M.; Ma, Q. Y.; Huang, S. Z.; Wang, P.; Dai, H. F. Phytochem. Lett. 2016, 17, 59.
[12]	Gao, Y. Q.; Guo, C. J.; Zhang, Q.; Zhou, W. M.; Wang, C. C. C.; Gao, J. M. Molecules 2015, 20, 325. pmid: 25547729
[13]	Pongcharoen, W.; Rukachaisirikul, V.; Phongpaichit, S.; Kühn, T.; Pelzing, M.; Sakayaroj, J.; Taylor, W. C. Phytochemistry 2008, 69, 1900. pmid: 18495187
[14]	Okada, H.; Kamiya, S.; Shiina, Y.; Suwa, H.; Nagashima, M.; Nakajima, S.; Shimokawa, H.; Sugiyama, E.; Kongo, H.; Kojiri, K.; Suda, H. J. Antibiot. 1998, 12, 1081.
[15]	Xia, X. K.; Huang, H. R.; She, Z. G.; Cai, J. W.; Lan, L.; Zhang, J. Y.; Fu, L. W.; Vrijmoed, L.L.P.; Lin, Y. C. Helv. Chim. Acta 2007, 90, 1925.
[16]	Li, S. D.; Wei, M. Y.; Chen, G. Y.; Lin, Y. C. Chem. Nat. Compd. 2012, 48, 371.
[17]	Zhou, X. M.; Zheng, C. J.; Chen, G. Y.; Song, X. P.; Han, C. R.; Li, G. N.; Fu, Y. H.; Chen, W. H.; Niu, Z. G. J. Nat. Prod. 2014, 77, 2021. doi: 10.1021/np500340y pmid: 25136754

Penicillium herquei JX4活性次级代谢产物研究

Study on Bioactive Secondary Metabolites from Penicillium herquei JX4

RichHTML

PDF

补充材料

可视化

摘要/Abstract

引用此文

分享此文

图/表 5

参考文献 17

相关文章 6

编辑推荐

相关统计

本文评价

Compd.	MIC/(μg?mL^–1)
Compd.	A. brassicicola	P. Parasitica var. nicotianae	C. capsici	B. oryzae	D. Medusaea Nitschke	C. Paradoxa Moreau	E. turcicum	P. theae	A. citri
2	50	100	50	25	50	100	200	100	50
3	25	50	50	50	50	100	100	50	50
7	25	50	25	25	25	25	50	50	12.5
8	25	25	12.5	25	50	50	25	25	25
10	100	100	50	>200	100	>200	>200	100	200
11	100	200	100	>200	>200	>200	>200	100	100
Prochloraz^b	12.5	50	12.5	50	50	25	12.5	25	25

[1]	张炳文, 林雨琦, 薛彦青, 王婧, 杨文超, 王晓峰, 刘文. 禾谷镰刀菌次级代谢产物研究[J]. 有机化学, 2023, 43(11): 4003-4007.
[2]	杨静雨, 唐敏敏, 陈丽, 赖心怡, 卓欣, 周学明, 陈光英. 海南红树红榄李内生真菌Penicillium sclerotiorum HLL113次级代谢产物研究[J]. 有机化学, 2022, 42(3): 896-900.
[3]	曾尾女, 黄国雷, 王斌, 蔡瑾, 郑彩娟. 红树来源青霉属真菌次级代谢产物与生物活性(2007~2020)[J]. 有机化学, 2021, 41(11): 4255-4278.
[4]	张金, 程佩, 马养民, 刘佳, 苗智, 范超. 超声辐射法合成2-硫亚基喹唑啉-4(1H)-酮类化合物及其抗植物病原菌活性研究[J]. 有机化学, 2016, 36(6): 1368-1374.
[5]	宋鑫明, 周学明, 李小宝, 郑彩娟, 黄国雷, 余章昕, 宋小平, 陈光英. 红树尖瓣海莲内生真菌PhomopsislongicollaHL-2232次级代谢产物研究[J]. 有机化学, 2015, 35(10): 2102-2107.
[6]	郑彩娟, 黄国雷, 唐雄肇, 王德能, 龚小路, 张强, 宋小平, 陈光英. 红树尖瓣海莲内生真菌Penicillium sp. J41221的代谢产物及其抗菌活性研究[J]. 有机化学, 2014, 34(6): 1172-1176.