Phenolic Polyketides from the Co-Cultivation of Marine-Derived Penicillium sp. WC-29-5 and Streptomyces fradiae 007

Wang, Yi; Wang, Liping; Zhuang, Yibin; Kong, Fan-Dong; Zhang, Cui‐Xian; Zhu, Weiming

doi:10.3390/md12042079

Cited by 42 publications

(24 citation statements)

References 19 publications

(24 reference statements)

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“…Elicitors are also present in Streptomyces natural environments; hence one of the strategies for stimulating bioactive compound production is the co-culture of different bacteria [85,86]. Co-cultures usually include species that have symbiotic relationships with Streptomyces in nature [87,88] or pathogenic partners to activate the production of antimicrobial compounds against them [71,89,90].…”

Section: Elicitorsmentioning

confidence: 99%

Streptomyces as a Source of Antimicrobials: Novel Approaches to Activate Cryptic Secondary Metabolite Pathways

Manteca¹,

Yagüe²

2019

Antimicrobials, Antibiotic Resistance, Antibiofilm Strategies and Activity Methods

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Streptomyces is the most important bacterial genus for bioactive compound production. These soil bacteria are characterized by a complex differentiation cycle. Streptomyces is extremely important in biotechnology, producing approximately two thirds of all antibiotics, as well as many compounds of medical and agricultural interest. Drug discovery from streptomycetes became challenging once the most common compounds were discovered, and the system was basically abandoned by industry. Simultaneously, antibiotic resistance is increasing dramatically, and new antibiotics are required. Screening from nature is being resumed (exploring new environments, looking for elicitors, metagenome, etc.). Secondary metabolism is conditioned by differentiation; although the relationship between both has long remained elusive, differentiation as a trigger for antibiotic production remains basically unexplored. Most cultures used in screening campaigns for new bioactive molecules have been performed empirically, and workflow was extremely productive during the so-called golden age of antibiotics; however, currently there is a bottleneck. Streptomyces is still the most important natural source of antibiotics, and it also harbors many cryptic secondary metabolite pathways not expressed under laboratory conditions. In this chapter, we review strategies based on differentiation, one of the keys improving secondary metabolite production and activating cryptic pathways to face the challenges of drug discovery.

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Section: Elicitorsmentioning

confidence: 99%

Streptomyces as a Source of Antimicrobials: Novel Approaches to Activate Cryptic Secondary Metabolite Pathways

Manteca¹,

Yagüe²

2019

Antimicrobials, Antibiotic Resistance, Antibiofilm Strategies and Activity Methods

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“…Compounds 177 – 178 displayed significant cytotoxicity against H1975 cell lines (IC 50 = 3.97 and 5.73 μM, respectively). Moreover, compound 178 exhibited cytotoxicity against HL-60 cells (IC 50 = 3.73 μM) [ 118 ]. Using a bioinformatics tool, Marine Halogenated Compound Analysis (MeHaloCoA), three halogenated bioactive metabolites, (+)-5-chlorogriseofulvin ( 179 ) as well as griseophenones I and G ( 180 – 181 ), were isolated from a marine-derived P. canescens .…”

Section: Polyketidesmentioning

confidence: 99%

“…OUPS-79 Marine alga Polyketide P388 1.2 μg/mL [ 112 ] 176 P. oxalicum HSY05 Marine sediment Phenolic polyketide DNA topoisomerase I inhibitor [ 117 ] 177 Co-cultured Penicillium sp. WC-29-5 Mangrove Phenolic polyketide H1975 3.97 μM [ 118 ] 178 Co-cultured Penicillium sp. WC-29-5 Mangrove Phenolic polyketide H1975, HL-60 (5.73, 3.73) μM [ 118 ] (+)-5-chlorogriseofulvin ( 179 ) P. canescens MMS460 Sea water Phenolic polyketide KB IR% (0.6 μM) = 49% [ 119 ] Griseophenone I ( 180 ) P. canescens MMS460 Sea water ...…”

Section: Table A1mentioning

confidence: 99%

Marine-Derived Penicillium Species as Producers of Cytotoxic Metabolites

Liu

Song

et al. 2017

Marine Drugs

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Since the discovery of penicillin, Penicillium has become one of the most attractive fungal genera for the production of bioactive molecules. Marine-derived Penicillium has provided numerous excellent pharmaceutical leads over the past decades. In this review, we focused on the cytotoxic metabolites * (* Cytotoxic potency was referred to five different levels in this review, extraordinary (IC50/LD50: <1 μM or 0.5 μg/mL); significant (IC50/LD50: 1~10 μM or 0.5~5 μg/mL); moderate (IC50/LD50: 10~30 μM or 5~15 μg/mL); mild (IC50/LD50: 30~50 μM or 15~25 μg/mL); weak (IC50/LD50: 50~100 μM or 25~50 μg/mL). The comparative potencies of positive controls were referred when they were available). produced by marine-derived Penicillium species, and on their cytotoxicity mechanisms, biosyntheses, and chemical syntheses.

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“…The most important quality of the ECM is its ease of application; it is also very robust, because it is based on a well-established theoretical basis [ 6 , 12 ]. These two facts render the ECM still popular, in the present computational era, to assign the AC of natural products including marine-derived ones, as demonstrated by a few recent references selected from this journal [ 16 , 17 , 18 , 19 , 20 , 21 ]. The method is so useful that when a compound lacks the necessary chromophores, it may be convenient to introduce them covalently or noncovalently to apply the ECM [ 15 , 22 ], rather than resorting to a different approach.…”

Section: Introductionmentioning

confidence: 99%

For a Correct Application of the CD Exciton Chirality Method: The Case of Laucysteinamide A

Pescitelli

2018

Marine Drugs

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The circular dichroism (CD) exciton chirality method (ECM) is a very popular approach for assigning the absolute configuration (AC) of natural products, thanks to its immediacy and ease of application. The sign of an exciton couplet (two electronic CD bands with opposite sign and similar intensity) can be directly correlated with the molecular stereochemistry, including the AC. However, a correct application of the ECM necessitates several prerequisites: knowledge of the molecular conformation; knowledge of transition moment direction; and preeminence of the exciton coupling mechanism with respect to other sources of CD signals. In recent years, by using quantum-chemical CD calculations, we have demonstrated that some previous applications of ECM were wrong or based on incorrect assumptions. In a recent publication of this journal (Mar. Drugs, 2017, 15(4), 121), the ECM was employed to assign the AC of a marine metabolite, laucysteinamide A. This is a further case of incorrect application of the method, where none of the aforementioned prerequisites is fully met. Using this example, we will discuss the criteria required for a correct application of the ECM.

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Phenolic Polyketides from the Co-Cultivation of Marine-Derived Penicillium sp. WC-29-5 and Streptomyces fradiae 007

Cited by 42 publications

References 19 publications

Streptomyces as a Source of Antimicrobials: Novel Approaches to Activate Cryptic Secondary Metabolite Pathways

Streptomyces as a Source of Antimicrobials: Novel Approaches to Activate Cryptic Secondary Metabolite Pathways

Marine-Derived Penicillium Species as Producers of Cytotoxic Metabolites

For a Correct Application of the CD Exciton Chirality Method: The Case of Laucysteinamide A

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