Identification of Elaiophylin Derivatives from the Marine-Derived Actinomycete <i>Streptomyces</i> sp. 7-145 Using PCR-Based Screening

Wu, Chunyan; Tan, Yi; Gan, Maoluo; Wang, Yiguang; Guan, Yan; Hu, Xinxin; Zhou, Hongxia; Shang, Xiao-Ya; You, Xuefu; Yang, Zhaoyong; Xiao, Chunling

doi:10.1021/np4006794

Cited by 45 publications

(48 citation statements)

References 24 publications

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“…CBR38 and a group of triterpenic indole alkaloids named shearinines from Escovopsis sp.TZ49. Elaiophylin macrolide and its analogues are well known antibiotics produced by several Streptomyces strains, these macrolides are classified as entities of biological interest 55 presenting a wide range of antibacterial, antifungal, antiinflamatory, enzyme inhibition and anticancer activities 43, 46, 48, 56–59 . The actinomycins present a wide range of antifungal 34, 60–64 antibacterial 65 and anticancer 66, 67 properties.…”

Section: Discussionmentioning

confidence: 99%

Imaging mass spectrometry and MS/MS molecular networking reveals chemical interactions among cuticular bacteria and pathogenic fungi associated with fungus-growing ants

Fernández‐Marín

Mejía

et al. 2017

Sci Rep

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The fungus-growing ant-microbe symbiosis is an ideal system to study chemistry-based microbial interactions due to the wealth of microbial interactions described, and the lack of information on the molecules involved therein. In this study, we employed a combination of MALDI imaging mass spectrometry (MALDI-IMS) and MS/MS molecular networking to study chemistry-based microbial interactions in this system. MALDI IMS was used to visualize the distribution of antimicrobials at the inhibition zone between bacteria associated to the ant Acromyrmex echinatior and the fungal pathogen Escovopsis sp. MS/MS molecular networking was used for the dereplication of compounds found at the inhibition zones. We identified the antibiotics actinomycins D, X2 and X0β, produced by the bacterium Streptomyces CBR38; and the macrolides elaiophylin, efomycin A and efomycin G, produced by the bacterium Streptomyces CBR53.These metabolites were found at the inhibition zones using MALDI IMS and were identified using MS/MS molecular networking. Additionally, three shearinines D, F, and J produced by the fungal pathogen Escovopsis TZ49 were detected. This is the first report of elaiophylins, actinomycin X0β and shearinines in the fungus-growing ant symbiotic system. These results suggest a secondary prophylactic use of these antibiotics by A. echinatior because of their permanent production by the bacteria.

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Section: Discussionmentioning

confidence: 99%

Imaging mass spectrometry and MS/MS molecular networking reveals chemical interactions among cuticular bacteria and pathogenic fungi associated with fungus-growing ants

Fernández‐Marín

Mejía

et al. 2017

Sci Rep

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“…The antibacterial assay was performed by using the agar dilution method as described previously 13 . Organisms used in this study included strains from the ATCC collection and clinical isolates.…”

Section: Methodsmentioning

confidence: 99%

“…In our ongoing research for new bioactive metabolites from marine-derived bacteria 11–13 , the crude extract of Streptomyces sp. IMB094 isolated from marine sediment showed potent antibacterial activity towards methicillin-resistant Staphylococcus aureus (MRSA) (MIC of <10 μg/mL) and cytotoxicity.…”

Section: Introductionmentioning

confidence: 99%

Neo-actinomycins A and B, natural actinomycins bearing the 5H-oxazolo[4,5-b]phenoxazine chromophore, from the marine-derived Streptomyces sp. IMB094

Wang

Zhang

Wang

et al. 2017

Sci Rep

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Neo-actinomycins A and B (1 and 2), two new natural actinomycins featuring an unprecedented tetracyclic 5H-oxazolo[4,5-b]phenoxazine chromophore, were isolated from the marine-derived actinomycete Streptomyces sp. IMB094. Their structures were elucidated by spectroscopic analyses. The presence of this ring system was proposed to originate from a condensation between actinomycin D (3) with α-ketoglutarate and pyruvate, respectively. Compound 1 showed potent cytotoxic activities against human cancer HCT116 and A549 cell lines in the nanomolar range (IC50: 38.7 and 65.8 nM, respectively) and moderate antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococci (VRE) strains.

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“…Gene-guided screening has been developed towards target genes associated with the biosynthetic pathways of bioactive compounds, such as those associated with the production of PKS [117,118], NRPS [117,118], bacteriocins [143] and dTDP-glucose-4,6-dehydratase [144]. For example, Wu et al [144] reported the isolation, structure, and biological activities of two new 6-deoxyglycosidic elaiophylin antibiotics.…”

Section: Strategies For Marine Natural Compounds Discovery From Mamentioning

confidence: 99%

“…For example, Wu et al [144] reported the isolation, structure, and biological activities of two new 6-deoxyglycosidic elaiophylin antibiotics. PCR-based genetic screening targeting the dTDP-glucose-4,6-dehydratase gene revealed that a marine sediment derived strain, Streptomyces sp.…”

Section: Strategies For Marine Natural Compounds Discovery From Mamentioning

confidence: 99%

Emerging Strategies and Integrated Systems Microbiology Technologies for Biodiscovery of Marine Bioactive Compounds

et al. 2014

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Marine microorganisms continue to be a source of structurally and biologically novel compounds with potential use in the biotechnology industry. The unique physiochemical properties of the marine environment (such as pH, pressure, temperature, osmolarity) and uncommon functional groups (such as isonitrile, dichloroimine, isocyanate, and halogenated functional groups) are frequently found in marine metabolites. These facts have resulted in the production of bioactive substances with different properties than those found in terrestrial habitats. In fact, the marine environment contains a relatively untapped reservoir of bioactivity. Recent advances in genomics, metagenomics, proteomics, combinatorial biosynthesis, synthetic biology, screening methods, expression systems, bioinformatics, and the ever increasing availability of sequenced genomes provides us with more opportunities than ever in the discovery of novel bioactive compounds and biocatalysts. The combination of these advanced techniques with traditional techniques, together with the use of dereplication strategies to eliminate known compounds, provides a powerful tool in the discovery of novel marine bioactive compounds. This review outlines and discusses the emerging strategies for the biodiscovery of these bioactive compounds.

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Identification of Elaiophylin Derivatives from the Marine-Derived Actinomycete Streptomyces sp. 7-145 Using PCR-Based Screening

Cited by 45 publications

References 24 publications

Imaging mass spectrometry and MS/MS molecular networking reveals chemical interactions among cuticular bacteria and pathogenic fungi associated with fungus-growing ants

Imaging mass spectrometry and MS/MS molecular networking reveals chemical interactions among cuticular bacteria and pathogenic fungi associated with fungus-growing ants

Neo-actinomycins A and B, natural actinomycins bearing the 5H-oxazolo[4,5-b]phenoxazine chromophore, from the marine-derived Streptomyces sp. IMB094

Emerging Strategies and Integrated Systems Microbiology Technologies for Biodiscovery of Marine Bioactive Compounds

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