Isolation and Characterization of Anti-Adenoviral Secondary Metabolites from Marine Actinobacteria

Strand, Mårten; Carlsson, Marcus; Uvell, Hanna; Islam, Md. Kamrul; Edlund, Karin; Cullman, Inger; Altermark, Bjørn; Mei, Ya-Fang; Elofsson, Mikael; Willassen, Nils Peder; Wadell, Göran; Almqvist, Fredrik

doi:10.3390/md12020799

Cited by 25 publications

(23 citation statements)

References 28 publications

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“…Compounds 2 to 5 have been identified in various actinomycetes other than S. albus J1074 (17)(18)(19) and show a PPAR␣ agonist activity and an anti-adenoviral activity (16,17). In addition to these bioactivities, in this study we confirmed the avenolide activity of compounds with minimum effective concentrations ranging from nanomolar (compound 2) to micromolar (compounds 3 to 5).…”

Section: Discussionsupporting

confidence: 79%

“…4). Similar to the case of compound 5, these three butenolides have also been isolated from marine-derived Streptomyces strains (17)(18)(19). In addition, compound 4 was recently identified in a genetically modified S. albus strain (20).…”

Section: Resultsmentioning

confidence: 71%

“…4). Compound 5 has been isolated from marine-derived Streptomyces strains and is shown to have peroxisome proliferator-activated receptor ␣ (PPAR␣) agonistic activity and anti-adenoviral activity (16,17).…”

Section: Resultsmentioning

confidence: 99%

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Butenolides from Streptomyces albus J1074 Act as External Signals To Stimulate Avermectin Production in Streptomyces avermitilis

Nguyen

Kitani

Shimma

et al. 2018

Appl Environ Microbiol

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In streptomycetes, autoregulators are important signaling compounds that trigger secondary metabolism, and they are regarded as hormones based on their extremely low effective concentrations (nM) and the involvement of specific receptor proteins. Our previous distribution study revealed that butenolide-type hormones, including avenolide, are a general class of signaling molecules in streptomycetes and that strain J1074 may produce butenolide-type hormones. Here, we describe metabolite profiling of a disruptant of the gene, which encodes a key biosynthetic enzyme for butenolide-type hormones, and identify four butenolide compounds from J1074 that show avenolide activity. The compounds structurally resemble avenolide and show different levels of avenolide activity. A dual-culture assay with imaging mass spectrometry (IMS) analysis for metabolic profiling demonstrated that the butenolide compounds of J1074 stimulate avermectin production in another species, , illustrating the complex chemical interactions through interspecies signals in streptomycetes. Microorganisms produce external and internal signaling molecules to control their complex physiological traits. In actinomycetes, hormones are low-molecular-weight signals that are key to our understanding of the regulatory mechanisms of secondary metabolism. This study reveals that acyl coenzyme A (acyl-CoA) oxidase is a common and essential biosynthetic enzyme for butenolide-type hormones. Moreover, the diffusible butenolide compounds from a donor strain were recognized by the recipient strain of a different species, resulting in the initiation of secondary metabolism in the recipient. This is an interesting report on the chemical interaction between two different streptomycetes via hormones. Information on the metabolite network may provide useful hints not only to clarification of the regulatory mechanism of secondary metabolism, but also to understanding of the chemical communication among streptomycetes to control their physiological traits.

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Section: Discussionsupporting

confidence: 79%

Section: Resultsmentioning

confidence: 71%

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Butenolides from Streptomyces albus J1074 Act as External Signals To Stimulate Avermectin Production in Streptomyces avermitilis

Nguyen

Kitani

Shimma

et al. 2018

Appl Environ Microbiol

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“…Strand et al . (55) isolated a bioactive compound from marine Streptomyces sp. with antiviral activity against adenovirus.…”

Section: Discussionmentioning

confidence: 99%

Antiviral viral compound fromStreptomyces ghanaensislike strain against white spot syndrome virus (WSSV) of shrimp

Rajkumar¹,

Manimaran

Taju³

et al. 2018

Preprint

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35Actinomycetes isolates collected from different environments were screened for 36 antiviral activity against WSSV. One isolate designated as CAHSH-2 showed antiviral 37 activity against WSSV at the concentration of 0.2 mg per shrimp. The laboratory trial of 38 determining antiviral activity of ethyl acetate extract (EtOAcE) of CAHSH-2 against WSSV 39 was carried out 21 times since 2014. CAHSH-2 isolate which showed antiviral activity was 40 characterized and identified as Streptomyces ghanaensis like strain. Among the five fractions 41 obtained from EtOAcE of potential actinomycetes isolate, F1 was found to have strong 42 antiviral activity. The F1A and F1B sub-fractions from F1 fraction were subjected to GC-MS, 43 FTIR, 1 H and 13 C NMR analyses and, the compounds identified were di-n-octyl phthalate and 44 bis (2-methylheptyl) phthalate, respectively. Among these compounds, di-n-octyl phthalate 45 showed strong antiviral activity against WSSV. Molecular docking studies revealed that di-n-46 octyl phthalate was found to have high binding affinity with VP26 and VP28 proteins of 47 WSSV, whereas the bis (2-methylheptyl) phthalate showed low binding affinity with VP26 48 and VP28. The antiviral activity of EtOAcE of actinomycetes against WSSV was confirmed 49 by PCR, RT-PCR, Western blot and ELISA. The EA extract of active isolate was found to be 50 non-toxic to Artemia, post-larvae and adult Litopenaeus vannamei. 51 Importance 52 53White spot syndrome virus (WSSV) is an important shrimp viral pathogen and 54 responsible for huge economic loss to shrimp culture industry worldwide including India. The 55 global loss due to WSSV has been estimated about USD 10 billion and the loss continues at 56 the same extent even now. Various strategies have been followed to prevent or control 57 diseases of aquatic animals. In spite of various preventive and control strategies, WSSV has 58 been still persisting for more than two decades. No control strategies have so far been evolved 59 to put a break to WSSV. In this situation, an attempt was made in the present work to screen 60 some actinomycetes isolates for antiviral activity against WSSV. Among these isolates, one 61 isolate identified as Streptomyces ghanaensis like isolate CAHSH-2 showed activity against 62 WSSV. This article gives the information about the antiviral compound against WSSV and 63 the mechanism of viral inhibition. 64 65 66

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“…The four avenolidelike compounds showed different levels of avenolide activity in stimulating avermectin production in S. avermitilis (Nguyen et al, 2018). It is interesting to note that the four compounds have been isolated previously from marine-derived Streptomyces strains, though there are no reports on their connection with antibiotic biosynthesis in the native producers (Cho et al, 2001;Strand et al, 2014;Viegelmann et al, 2014;Igarashi et al, 2015). In a recent study, Tan and colleagues identified a putative BGC for autoregulator biosynthesis in S. ansochromogenes (nikkomycin producer).…”

Section: Five Major Classes Of Hormone-like Signaling Moleculesmentioning

confidence: 99%

Regulation of Antibiotic Production by Signaling Molecules in Streptomyces

Kong

Wang

et al. 2019

Front. Microbiol.

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The genus Streptomyces is a unique subgroup of actinomycetes bacteria that are well-known as prolific producers of antibiotics and many other bioactive secondary metabolites. Various environmental and physiological signals affect the onset and level of production of each antibiotic. Here we highlight recent findings on the regulation of antibiotic biosynthesis in Streptomyces by signaling molecules, with special focus on autoregulators such as hormone-like signaling molecules and antibiotics themselves. Hormone-like signaling molecules are a group of small diffusible signaling molecules that interact with specific receptor proteins to initiate complex regulatory cascades of antibiotic biosynthesis. Antibiotics and their biosynthetic intermediates can also serve as autoregulators to fine-tune their own biosynthesis or cross-regulators of disparate biosynthetic pathways. Advances in understanding of signaling molecules-mediated regulation of antibiotic production in Streptomyces may aid the discovery of new signaling molecules and their use in eliciting silent antibiotic biosynthetic pathways in a wide range of actinomycetes.

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Isolation and Characterization of Anti-Adenoviral Secondary Metabolites from Marine Actinobacteria

Cited by 25 publications

References 28 publications

Butenolides from Streptomyces albus J1074 Act as External Signals To Stimulate Avermectin Production in Streptomyces avermitilis

Butenolides from Streptomyces albus J1074 Act as External Signals To Stimulate Avermectin Production in Streptomyces avermitilis

Antiviral viral compound fromStreptomyces ghanaensislike strain against white spot syndrome virus (WSSV) of shrimp

Regulation of Antibiotic Production by Signaling Molecules in Streptomyces

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