Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus <i>Penicillium</i> sp. TGM112

Bai, Meng; Zheng, Cai‐Juan; Huang, Guo-Lei; Mei, Rong-Qing; Wang, Bin; Luo, You-Ping; Zheng, Chao; Niu, Zhi‐Gang; Chen, Guang‐Ying

doi:10.1021/acs.jnatprod.8b00866

Cited by 70 publications

(59 citation statements)

References 34 publications

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“…Annulohypoxylomarin A (7) derived from the endophytic fungus A. truncatum did not affect (IC 50 > 100 µM) the production of TNF-α, IL-12 p40, and IL-6 in LPS-stimulated bone marrow-derived dendritic cells [45]. Compounds 186, 187, 244, 245, and 248 did not affect the NO production in LPS-induced RAW 246.7 mouse macrophages [67]. Compounds 19 and 36 biosynthesized by Xylaria cubensis associated with Litsea akoensis leaves were assessed for their capacities to prohibit IL-6 and NO production in LPS-activated RAW 264.7 cells.…”

Section: Anti-inflammatory Activitymentioning

confidence: 94%

“…Compound 135 possessed activity at 100 ppm with feeding index 42.1, whereas 134 did not affect the feeding (feeding index 30.1) [55]. The new isocoumarins, 186, 187, 244, 245, and 248 displayed a growth inhibitory activity toward Helicoverpa armigera Hubner (IC 50 s 200, 200, 200, 100, and 100, µg/mL, respectively), compared to azadirachtin (IC 50 25 µg/mL) [67].…”

Section: Anti-inflammatory Activitymentioning

confidence: 97%

“…50.0 µM) towards U2OS and HepG2 using the MTT method[63]. Furthermore, compounds 186, 187, 244, 245, and 248 had no activity towards HeLa, HepG2, and A549 cell lines[67]. Furthermore, 46 and 73 possessed no cytotoxicity towards MCF-7, HepG2, and HL60 cell lines using MTT assay[70].…”

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confidence: 96%

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Naturally Occurring Isocoumarins Derivatives from Endophytic Fungi: Sources, Isolation, Structural Characterization, Biosynthesis, and Biological Activities

et al. 2020

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Recently, the metabolites separated from endophytes have attracted significant attention, as many of them have a unique structure and appealing pharmacological and biological potentials. Isocoumarins represent one of the most interesting classes of metabolites, which are coumarins isomers with a reversed lactone moiety. They are produced by plants, microbes, marine organisms, bacteria, insects, liverworts, and fungi and possessed a wide array of bioactivities. This review gives an overview of isocoumarins derivatives from endophytic fungi and their source, isolation, structural characterization, biosynthesis, and bioactivities, concentrating on the period from 2000 to 2019. Overall, 307 metabolites and more than 120 references are conferred. This is the first review on these multi-facetted metabolites from endophytic fungi.

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Section: Anti-inflammatory Activitymentioning

confidence: 94%

Section: Anti-inflammatory Activitymentioning

confidence: 97%

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Naturally Occurring Isocoumarins Derivatives from Endophytic Fungi: Sources, Isolation, Structural Characterization, Biosynthesis, and Biological Activities

et al. 2020

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“…In our ongoing research on mangrove-derived fungi, we have found some new bioactive metabolites (including metabolites with inhibitory activity against α-glucosidase) [9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

“…Mangrove-derived fungi can produce secondary metabolites with novel structures and biological activities [8]. In our ongoing research on mangrove-derived fungi, we have found some new bioactive metabolites (including metabolites with inhibitory activity against α-glucosidase) [9][10][11][12][13][14]. A mangrove-derived fungus Daldinia eschscholtzii HJ004 attracted our attention due to the inhibitory activity against α-glucosidase of its EtOAc extract, and three polyketide derivatives with strong inhibitory activity against α-glucosidase have been isolated [9].…”

Section: Introductionmentioning

confidence: 99%

Bioactive Secondary Metabolites from the Culture of the Mangrove-Derived Fungus Daldinia eschscholtzii HJ004

et al. 2019

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Two new polyketides, 8-O-methylnodulisporin F (1) and nodulisporin H (2), two new naphthoquinones, 5-hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone (3) and 5-hydroxy-2-methoxynaphtho[9–c]furan-1,4-dione (4), and a new naphthofuran 1,3,8-trimethoxynaphtho[9–c]furan (5), along with five known compounds 4-O-methyl eleutherol (6), 2-acetyl-7-methoxybenzofuran (7), (-)-orthosporin (8), diaporthin (9), and 6-hydroxymellein (10), were obtained from the EtOAc extract of the mangrove-derived fungus Daldinia eschscholtzii HJ004. The structures of the isolated compounds were elucidated by extensive NMR and MS analyses, while the absolute configurations of the stereogenic carbons were established based on experimental and calculated electronic circular dichroism spectra. Compounds 4 and 7 displayed a potent inhibitory activity against α-glucosidase with the IC50 values of 5.7 and 1.1 μg/mL, respectively. Compounds 1 and 2 showed a moderate antibacterial activity against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA) and Bacillus cereus, with minimum inhibitory concentration (MIC) values ranging from 6.25 to 12.5 μg/mL. Compound 3 exhibited antibacterial activity against B. cereus with the MIC value of 12.5 μg/mL.

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Three New Diketopiperazines from the Previously Uncultivable Marine Bacterium Gallaecimonas mangrovi HK‐28 Cultivated by iChip

Ding

Zhang

et al. 2020

Chemistry & Biodiversity

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The in situ application of iChip cultivation in mangrove sediment from Hainan province, China, led to the isolation of a novel bacterial species Gallaecimonas mangrovi HK‐28. The extract of G. mangrovi HK‐28 exhibited antibiotic activity against the aquatic pathogen Vibrio harveyi, and its chemical constituents were further investigated by bioactivity‐guided isolation. Three new diketopiperazines, gallaecimonamides A–C, were accordingly isolated from the AcOEt extract of the fermentation broth of G. mangrovi HK‐28. The planar structures of gallaecimonamides A–C were determined using HR‐ESI‐MS together with 1D‐ and 2D‐NMR. The absolute configurations of gallaecimonamides A–C were assigned by optical rotation, NOESY experiment and TDDFT ECD calculations. The in vitro antibacterial and antimalarial activities of gallaecimonamides A–C were assessed. Gallaecimonamide A was found to display antibacterial activity against V. harveyi with a MIC value of 50 μm. However, gallaecimonamides B and C showed no antibacterial activity against V. harveyi (MIC >300 μm). In addition, all the isolates did not exhibit any inhibitory activities against V. parahaemolyticus (MIC>300 μm) and Plasmodium falciparum W2 (EC50>100 μg/mL).

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Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus Penicillium sp. TGM112

Cited by 70 publications

References 34 publications

Naturally Occurring Isocoumarins Derivatives from Endophytic Fungi: Sources, Isolation, Structural Characterization, Biosynthesis, and Biological Activities

Naturally Occurring Isocoumarins Derivatives from Endophytic Fungi: Sources, Isolation, Structural Characterization, Biosynthesis, and Biological Activities

Bioactive Secondary Metabolites from the Culture of the Mangrove-Derived Fungus Daldinia eschscholtzii HJ004

Three New Diketopiperazines from the Previously Uncultivable Marine Bacterium Gallaecimonas mangrovi HK‐28 Cultivated by iChip

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