Secondary Metabolites from Marine <i>Micromonospora</i>: Chemistry and Bioactivities

Qi, Shaohua; Gui, Min; Li, Huanhuan; Yu, Changrui; Li, Hongji; Zeng, Zheling; Sun, Peng

doi:10.1002/cbdv.202000024

Cited by 25 publications

(30 citation statements)

References 61 publications

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“…Polyketides and terpenes, two structurally diverse groups of MNPs, are major secondary metabolites found in marine microorganisms. They have attracted significant attention due to their diverse biological functions [ 4 , 5 ].…”

Section: Introductionmentioning

confidence: 99%

New Drimane Sesquiterpenes and Polyketides from Marine-Derived Fungus Penicillium sp. TW58-16 and Their Anti-Inflammatory and α-Glucosidase Inhibitory Effects

Gou¹,

Tian²,

Wei

et al. 2021

Marine Drugs

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Marine fungi-derived natural products represent an excellent reservoir for the discovery of novel lead compounds with biological activities. Here, we report the identification of two new drimane sesquiterpenes (1 and 2) and six new polyketides (3–8), together with 10 known compounds (9–18), from a marine-derived fungus Penicillium sp. TW58-16. The planar structures of these compounds were elucidated by extensive 1D and 2D NMR, which was supported by HR-ESI-MS data. The absolute configurations of these compounds were determined by experimental and calculated electronic circular dichroism (ECD), and their optical rotations compared with those reported. Evaluation of the anti-inflammatory activity of compounds 1–18 revealed that compound 5 significantly inhibited the release of nitric oxide (NO) induced by lipopolysaccharide (LPS) in RAW264.7 cells, correlating with the inhibition of expression of inducible nitric oxide synthase (iNOS). In addition, we revealed that compounds 1, 3–6, 14, 16, and 18 showed strong α-glucosidase inhibitory effects with inhibition rates of 35.4%, 73.2%, 55.6%, 74.4%, 32.0%, 36.9%, 88.0%, and 91.1%, respectively, which were comparable with or even better than that of the positive control, acarbose. Together, our results illustrate the potential of discovering new marine-based therapeutic agents against inflammation and diabetes mellitus.

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Section: Introductionmentioning

confidence: 99%

New Drimane Sesquiterpenes and Polyketides from Marine-Derived Fungus Penicillium sp. TW58-16 and Their Anti-Inflammatory and α-Glucosidase Inhibitory Effects

Gou¹,

Tian²,

Wei

et al. 2021

Marine Drugs

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“…Diverse Micromonospora (11 representative genotypes) were recovered from oyster farming sediment. Considering the diverse secondary metabolites produced by Micromonospora ( Subramani and Aalbersberg, 2013 ; Qi et al, 2020 ), this culture method could be an effective and simple method for the recovery of this genus. WEM also recovered the majority of isolates belonging to Streptomyces ( Figure 3 ).…”

Section: Discussionmentioning

confidence: 99%

“…Isolation and cultivation of the representative species Woeseia oceani of MBG expanded our understanding of physiological and metabolic features with heterotrophy and facultative autotrophy that was deduced from genomic repertoire of uncultivated members by NGS ( Du et al, 2016 ). In addition, a myriad of biologically active compounds were discovered from the culturable actinobacteria, which were isolated from sediment, invertebrate symbionts, and other marine environments, such as the genera Streptomyces ( Bull and Stach, 2007 ) and Micromonospora ( Qi et al, 2020 ). Turbinmicin, a novel promising compound produced by the marine ascidian-associated Micromonspora sp.…”

Section: Introductionmentioning

confidence: 99%

A Simple Culture Method Enhances the Recovery of Culturable Actinobacteria From Coastal Sediments

Huang

Yan

et al. 2021

Front. Microbiol.

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Molecular methods revealed that the majority of microbes in natural environments remains uncultivated. To fully understand the physiological and metabolic characteristics of microbes, however, culturing is still critical for microbial studies. Here, we used bacterial community analysis and four culture media, namely, traditional marine broth 2216 (MB), water extracted matter (WEM), methanol extracted matter (MEM), and starch casein agar (SCA), to investigate the diversity of cultivated bacteria in coastal sediments. A total of 1,036 isolates were obtained in pure culture, and they were classified into five groups, namely, Alphaproteobacteria (52.51%), Gammaproteobacteria (23.26%), Actinobacteria (13.32%), Firmicutes, and Bacteroidetes. Compared to other three media, WEM recovered a high diversity of actinobacteria (42 of 63 genotypes), with Micromonospora and Streptomyces as the most cultivated genera. Amplicon sequencing of the bacterial 16S ribosomal RNA (rRNA) gene V3–V4 fragment revealed eight dominant groups, Alphaproteobacteria (12.81%), Gammaproteobacteria (20.07%), Deltaproteobacteria (12.95%), Chloroflexi (13.09%), Bacteroidetes (8.28%), Actinobacteria (7.34%), Cyanobacteria (6.20%), and Acidobacteria (5.71%). The dominant members affiliated to Actinobacteria belonged to “Candidatus Actinomarinales,” “Candidatus Microtrichales,” and Nitriliruptorales. The cultivated actinobacteria accounted for a small proportion (<5%) compared to the actinobacterial community, which supported that the majority of actinobacteria are still waiting for cultivation. Our study concluded that WEM could be a useful and simple culture medium that enhanced the recovery of culturable actinobacteria from coastal sediments.

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“…[27] Three caryolane analogs of bacaryolanes A -C (12 -14) were isolated from a mangrove endophyte Streptomyces sp. [31] Bacaryolanes B (13) and C (14), caryolan-1,7α-diol (10), and caryolan-1,6β,9β-triol (15) were also reported from Streptomyces anulatus (YIM 101882) isolated from Giraffa camelopardalis feces. [32] In spite of the origins, the tricyclic skeleton of caryolanes is relatively conserved and difference occurs in the position and/or degree of oxidation.…”

Section: Relationship Between Structures and Origin Of Caryolanesmentioning

confidence: 96%

“…[7,8] There is a growing recognition that microorganisms associated with marine invertebrate hosts might be the real producers of secondary metabolites. [9] During the ongoing quest for bioactive metabolites from the South China Sea invertebrates and associated microbes, [10][11][12] we paid specific attention to the discovery of terpenoid metabolites. From sponge Acanthella sp.…”

Section: Introductionmentioning

confidence: 99%

Micaryolanes A and B, Two New Caryolane‐Type Sesquiterpenoids from Marine Streptomyces sp. AH25

Zhu

Zhang

et al. 2020

Chemistry & Biodiversity

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Caryolanes, known as β-caryophyllene alcohols, are widely occurring sesquiterpenes in plants. From the cultures of marine Streptomyces sp. AH25, two new caryolane sesquiterpenes, micaryolanes A and B (1 and 2), together with caryolan-1,9β-diol (3) were isolated. Their structures were elucidated by extensive analyses of HR-MS and NMR spectroscopic data. The absolute configurations were assigned via the CD data of the in situ formed [Rh 2 (OCOCF 3) 4 ] complex and supported by comparison of experimental and calculated specific rotation values. Compounds 1-3 exhibited no activities against Hep3B or MG-63 cell lines or against Gram-positive and Gramnegative bacteria. The results not only enriched the caryolane family, but also proved bacteria as a productive source of terpene metabolites.

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Secondary Metabolites from Marine Micromonospora: Chemistry and Bioactivities

Cited by 25 publications

References 61 publications

New Drimane Sesquiterpenes and Polyketides from Marine-Derived Fungus Penicillium sp. TW58-16 and Their Anti-Inflammatory and α-Glucosidase Inhibitory Effects

New Drimane Sesquiterpenes and Polyketides from Marine-Derived Fungus Penicillium sp. TW58-16 and Their Anti-Inflammatory and α-Glucosidase Inhibitory Effects

A Simple Culture Method Enhances the Recovery of Culturable Actinobacteria From Coastal Sediments

Micaryolanes A and B, Two New Caryolane‐Type Sesquiterpenoids from Marine Streptomyces sp. AH25

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