Pachybasin, a Major Metabolite from Culture Broth of Endophytic Coelomyceteous AFKR-18 Fungus isolated from a Yellow Moonsheed Plant, Arcangelisia flava (L.) Merr.

Wulansari, Dewi; Jamal, Yuliasri; Praptiwi,; Agusta, Andria

doi:10.4308/hjb.21.2.95

Cited by 10 publications

(7 citation statements)

References 18 publications

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“…Yellow solid; R f ( n -hexane:EtOAc, 1:1) 0.87; IR (ATR) v max 1672, 1637, 1591, 1361, 1276, 1223, 757, 710 cm −1 ; 1 H-NMR (400 MHz, CDCl 3 ) δ 12.58 (1H, s, OH), 8.32–8.29 (2H, m, H-5, H-8), 7.82–7.79 (2H, m, H-6, H-7), 7.67 (1H, d, J = 1.2 Hz, H-4), 7.12–7.10 (1H, m, H-2), 2.47 (3H, s, H 3 -11); 13 C-NMR (100 MHz, CDCl 3 ) δ 188.3 (C-9), 182.9 (C-10), 162.9 (C-1), 148.8 (C-3), 134.6 (C-6), 134.3 (C-7), 133.8 (C-10a), 133.5 (C-8a), 133.3 (C-4a), 127.5 (C-5), 127.0 (C-8), 124.3 (C-2), 121.0 (C-4), 114.3 (C-9a), 22.4 (C-11) ( 1 H-NMR data agreed with literature) [ 10 ]; (+)−HRESIMS m / z 261.0529 [M + Na] + (calcd C 15 H 10 O 3 Na, 261.0528).…”

Section: Methodssupporting

confidence: 84%

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Isolation of a Novel Polyketide from Neodidymelliopsis sp.

et al. 2021

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Fungi have become an invaluable source of bioactive natural products, with more than 5 million species of fungi spanning the globe. Fractionation of crude extract of Neodidymelliopsis sp., led to the isolation of a novel polyketide, (2Z)-cillifuranone (1) and five previously reported natural products, (2E)-cillifuranone (2), taiwapyrone (3), xylariolide D (4), pachybasin (5), and N-(5-hydroxypentyl)acetamide (6). It was discovered that (2Z)-cillifuranone (1) was particularly sensitive to ambient temperature and light resulting in isomerisation to (2E)-cillifuranone (2). Structure elucidation of all the natural products were conducted by NMR spectroscopic techniques. The antimicrobial activity of 2, 3, and 5 were evaluated against a variety of bacterial and fungal pathogens. A sodium [1-13C] acetate labelling study was conducted on Neodidymelliopsis sp. and confirmed that pachybasin is biosynthesised through the acetate polyketide pathway.

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Section: Methodssupporting

confidence: 84%

“…The structures of the other four known compounds were identified as taiwapyrone ( 3 ), xylariolide D ( 4 ), pachybasin ( 5 ), and N -(5-hydroxypentyl)acetamide ( 6 ) by comparison of NMR data with literature [ 5 , 9 , 10 ].…”

Section: Resultsmentioning

confidence: 99%

Isolation of a Novel Polyketide from Neodidymelliopsis sp.

et al. 2021

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“…endophytic in Salsola oppostifolia [184]. Finally, pachybasin has been also reported from an unidentified strain from the yellow moonshed (Arcangelisia flava) [185].…”

Section: Xanthones and Quinonesmentioning

confidence: 93%

Plant Bioactive Metabolites and Drugs Produced by Endophytic Fungi of Spermatophyta

2015

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Abstract:It is known that plant-based ethnomedicine represented the foundation of modern pharmacology and that many pharmaceuticals are derived from compounds occurring in plant extracts. This track still stimulates a worldwide investigational activity aimed at identifying novel bioactive products of plant origin. However, the discovery that endophytic fungi are able to produce many plant-derived drugs has disclosed new horizons for their availability and production on a large scale by the pharmaceutical industry. In fact, following the path traced by the blockbuster drug taxol, an increasing number of valuable compounds originally characterized as secondary metabolites of plant species belonging to the Spermatophyta have been reported as fermentation products of endophytic fungal strains. Aspects concerning sources and bioactive properties of these compounds are reviewed in this paper.

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“…The known compound 5 (pachybasin) was ever reported as a fungicide and showed significant inhibition activity against F. oxysporum with an MIC value of 16.0 μg/mL. 31 However, we found that the pachybasin had no antifungal activities against mycelial growth and spore germination of FOC under the concentration of 50 μg/ml. In addition, it was reported that harzianone (4) did not show antifungal activity against F. oxysporum at 30 μg/disc.…”

Section: ■ Discussionmentioning

confidence: 60%

Dragonfly-Associated Trichoderma harzianum QTYC77 Is Not Only a Potential Biological Control Agent of Fusarium oxysporum f. sp. cucumerinum But Also a Source of New Antibacterial Agents

Zhang

Sun

Liu

et al. 2020

J. Agric. Food Chem.

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A strain isolated from the gut of Pantala flavescens was characterized as Trichoderma harzianum QTYC77. The strain was assessed as a potential biocontrol agent against Fusarium oxysporum f. sp. cucumerinum (FOC). Mycoparasitism and competing abilities of T. harzianum QTYC77 lead to inhibition of the mycelial growth of FOC, with the inhibition rate of 70.99%, in dual culture assays. Activities of chitinase and β-1,3-glucanase, responsible for fungal cell-wall degradation, were gradually increased and their activities were the maximum on the fifth day of fermentation with 23.20 and 1.84 U/mL, respectively. T. harzianum QTYC77 was discovered to have potent biocontrol potential with the control efficiency of 67.43% against the FOC in vivo pot experiment. Furthermore, two novel compounds azaphilone D (1) and E (2) along with three known metabolites 3-hydroxymethyl-6, 8-dimethoxycoumarin (3), harzianone (4), and pachybasin (5) were isolated and identified from T. harzianum QTYC77. Unfortunately, these metabolites did not show antifungal activities against FOC. However, both metabolites 1 and 3 displayed moderate activity against Staphylococcus aureus with disc diameters of zone of inhibition (ZOI) of 7.3 and 7.2 mm, respectively, compared with that of referenced gentamycin (ZOI = 14.5 mm). In addition, metabolite 1 possessed a moderate antibacterial activity against Bacillus subtilis with a ZOI value of 7.0 mm compared with that of positive gentamycin (ZOI = 15.2 mm). The present results suggested that T. harzianum QTYC77 was not only a potential biofungicide against FOC but also the source of new antibacterial agents.

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Pachybasin, a Major Metabolite from Culture Broth of Endophytic Coelomyceteous AFKR-18 Fungus isolated from a Yellow Moonsheed Plant, Arcangelisia flava (L.) Merr.

Cited by 10 publications

References 18 publications

Isolation of a Novel Polyketide from Neodidymelliopsis sp.

Isolation of a Novel Polyketide from Neodidymelliopsis sp.

Plant Bioactive Metabolites and Drugs Produced by Endophytic Fungi of Spermatophyta

Dragonfly-Associated Trichoderma harzianum QTYC77 Is Not Only a Potential Biological Control Agent of Fusarium oxysporum f. sp. cucumerinum But Also a Source of New Antibacterial Agents

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