Bioassay-Guided Isolation of Antibacterial Metabolites from Emericella sp TJ29
He, Yan1; Hu, Zhengxi1; Li, Qin1; Huang, Jinfeng1; Li, Xiao-Nian2; Zhu, Hucheng1; Liu, Junjun1; Wang, Jianping1; Xue, Yongbo1; Zhang, Yonghui1
2017-09-01
Source PublicationJOURNAL OF NATURAL PRODUCTS
ISSN0163-3864
Volume80Issue:9Pages:2399-2405
AbstractBioassay-guided isolation of metabolites from cultures of the plant-derived fungus Emericelia sp. TJ29 yielded three new terpene-polyketide hybrid meroterpenoids, emervaridones A-C (1-3), two new polyketides, varioxiranediols A and B (5 and 6), and three known analogues (4, 7, and 8). The structures and absolute configurations of these new compounds were elucidated by spectroscopic analyses, single-crystal X-ray diffraction, Mo-2(OAc)(4)-induced electronic circular dichroism (ECD) data, and ECD calculations. To date, only one compound (4) bearing the emervaridone-type carbocyclic skeleton has been reported. The structures of emervaridones A-C (1-3) are new members of this type of natural product, and 1 features the first example of an alpha-directional H-7' in this structural category. Compounds 1 and 5 were active against five drug-resistant microbial pathogens [methicillin-resistant Staphylococcus aureus (MRSA), Enterococcus faecalis, extended-spectrum beta-lactamase-producing Escherichia coli (ESBL-producing E. coli), Pseudomonas aeruginosa, and Klebsiella pneumoniae] with minimum inhibitory concentration (MIC) values in the micrograms per milliliter range. Notably, the inhibitory effect of emervaridone A (1) against ESBL-producing E. coli was comparable to that of the clinically used antibiotic amikacin, with an MIC value of 2 mu g/mL. Compounds 1 and 5, both with low toxicities to mammalian cells, were bacteriostatic and bactericidal, respectively. Importantly, these two compounds may provide novel chemical scaffolds for the discovery of antibacterial agents for drug-resistant microbial pathogens.
KeywordAbsolute-configuration Antibiotics Resistance Mo-2(Oac)(4) Variecolor Fungus 1 2-diols
Subject AreaPlant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
DOI10.1021/acs.jnatprod.7b00077
Indexed BySCI
Language英语
WOS IDWOS:000411848300002
Citation statistics
Cited Times:19[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/54891
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Hubei, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
Recommended Citation
GB/T 7714
He, Yan,Hu, Zhengxi,Li, Qin,et al. Bioassay-Guided Isolation of Antibacterial Metabolites from Emericella sp TJ29[J]. JOURNAL OF NATURAL PRODUCTS,2017,80(9):2399-2405.
APA He, Yan.,Hu, Zhengxi.,Li, Qin.,Huang, Jinfeng.,Li, Xiao-Nian.,...&Zhang, Yonghui.(2017).Bioassay-Guided Isolation of Antibacterial Metabolites from Emericella sp TJ29.JOURNAL OF NATURAL PRODUCTS,80(9),2399-2405.
MLA He, Yan,et al."Bioassay-Guided Isolation of Antibacterial Metabolites from Emericella sp TJ29".JOURNAL OF NATURAL PRODUCTS 80.9(2017):2399-2405.
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