Daldiniaeschsone A, a Rare Tricyclic Polyketide Having a Chromone Unit Fused to a δ-Lactone and Its Symmetrical Biphenyl Dimer, Daldiniaeschsone B, from an Endophytic Fungus Daldinia eschscholtzii SDBR-CMUNKC745

Wutthiwong, Natnicha; Suthiphasilp, Virayu; Pintatum, Aknarin; Suwannarach, Nakarin; Kumla, Jaturong; Lumyong, Saisamorn; Maneerat, Tharakorn; Charoensup, Rawiwan; Cheenpracha, Sarot; Limtharakul, Thunwadee; Pyne, Stephen G.; Laphookhieo, Surat

doi:10.3390/jof7050358

Cited by 5 publications

(4 citation statements)

References 29 publications

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“…Meanwhile, oxindole type of alkaloids was reported in numerous studies from Penicillium sp. cultures (Hu et al, 2014;Lee et al, 2015;Xiao et al, 2018;Xu et al, 2015). In addition to our findings, previous studies on P. steckii have reported this species as a producer of mycotoxin citrinin (Yao et al, 2021), polyketides (Chen et al, 2021a), including tanzawaic acid derivatives (Malmstrùm et al, 2000), as well as isoquinoline (Yao et al, 2021) and pyrrolyl 4-quinolone alkaloids (Chen et al, 2021b).…”

Section: Discussionsupporting

confidence: 77%

“…(Yurchenko et al, 2018). Nevertheless, numerous studies revealed that D. eschscholtzii is a versatile producer of polyketides with varied prospective bioactivities as antibacterial (Lin et al, 2019), cytotoxic (Wang et al, 2015), antifibrotic (Zhang et al, 2019), immunosuppressive (Zhang et al, 2011), and antidiabetic (Wutthiwong et al, 2021) agents. Therefore, in-depth chemical and pharmacological investigations of secondary metabolites from A. bunius-derived P. steckii AAB-01 and D. eschscholtzii AAB-05 are noteworthy to further study.…”

Section: Discussionmentioning

confidence: 99%

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Antibacterial and cytotoxic secondary metabolites from endophytic fungi associated with Antidesma bunius leaves

Ariantari¹,

Putra²,

Leliqia³

et al. 2023

J Appl Pharm Sci

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Endophytic fungi isolated from Antidesma bunius leaves were investigated in this study. Six fungal endophytes were identified as Penicillium steckii AAB-01, Nemania bipapillata AAB-02, Xylaria feejeensis AAB-03, Hypomontagnella monticulosa AAB-04, Daldinia eschscholtzii AAB-05, and Phyllosticta capitalensis AAB-06. All of the isolated endophytic fungi were subjected to fermentation on rice media, followed by extraction with ethyl acetate. When tested for antibacterial activity, P. steckii AAB-01 extract showed the most potent inhibition against Staphylococcus aureus ATCC 6538 and Staphylococcus epidermidis ATCC 12228. Toxicity screening employing brine shrimp lethality test (BSLT) revealed potential toxicity of P. steckii AAB-01 and X. feejeensis AAB-03 extracts. Further investigation showed P. steckii AAB-01 extract had the highest inhibition toward MCF-7 cells, while D. eschscholtzii AAB-05 extract revealed the strongest cytotoxicity against 4T1 cells. Liquid chromatography-tandem mass spectrometry (LC-MS/MS) analysis tentatively identified five compounds, where indole acetic acid, O-acetylharmol, and oxindole I were suggested as the major metabolites in P. steckii AAB-01 extract, while 6-hydroxymelatonin and 2-methyl-6pentadecylpyridine were suggested as the major metabolites in D. eschscholtzii AAB-05 extract. This is the first report on LC-MS/MS identification of the main metabolites from bioactive extracts of P. steckii AAB-01 and D. eschscholtzii AAB-05 isolated from the leaves of A. bunius, which might contribute to the antibacterial and cytotoxic properties of the extracts. Thus, a detailed investigation of antibacterial and cytotoxic metabolites from these endophytes merits further studies.

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Section: Discussionsupporting

confidence: 77%

Section: Discussionmentioning

confidence: 99%

Antibacterial and cytotoxic secondary metabolites from endophytic fungi associated with Antidesma bunius leaves

Ariantari¹,

Putra²,

Leliqia³

et al. 2023

J Appl Pharm Sci

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“…The endophytic fungi D. eschscholtzii is a fungus that is often encountered in tropical climates (Ng et al, 2016;Wutthiwong et al, 2021). Studies report that this fungus damages wood which is characterized by white to gray colonies and attaches to decaying wood substrates.…”

Section: Introductionmentioning

confidence: 99%

Secondary Metabolite of Endophytic Fungi Daldinia eschscholtzii from The Leaves of Syzygium polyanthum

Sari,

Widjajanti,

Ferlinahayati

et al. 2023

Sci. Technol. Indones

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Salam (Syzygium polyanthum) is a plant that is often used by Indonesian people as traditional medicine. The leaves are consumed to treat various diseases. This study reports the endophytic fungi found from S. polyanthum leaves and its secondary metabolites. Endophytic fungi species were determined through morphological and molecular identification. Potato Dextrose Broth medium was used for the cultivation process and ethyl acetate was used as a solvent for the extraction process. Antioxidant tests was carried out by using the DPPH method. Chromatographic techniques were used for the isolation of secondary metabolite and spectroscopic analysis was carried out to identify their chemical structures. The results of morphological and molecular analysis showed that the sample was Daldinia eschscholtzii. The secondary metabolite obtained from this endophytic fungus was idetified as fonsecinone A with good antioxidant activity. The secondary metabolite have the potential to become a source antioxidants through further research.

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“…Daldinia eschscholtzii is an endophytic fungus isolated commonly from mangrove plants (Yang et al, 2017 ). The diverse bioactivity metabolites, including tetralones (Liao et al, 2019a ), lactones (Kongyen et al, 2015 ), naphthoquinones (Wutthiwong et al, 2021 ), chromones (Barnes et al, 2016 ), and polyphenols (Zhang et al, 2016 ), have attracted much attention. For instance, naphthoquinones 5-hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone form D. eschscholtzii HJ004 showed antibacterial activity (Liao et al, 2019b ), and chromones 5-hydroxy-8-methoxy-2-methyl-4H-chromen-4-one from D. eschscholtzii GsE13 showed phytotoxicity (Flores-Reséndiz et al, 2021 ).…”

Section: Introductionmentioning

confidence: 99%

Diversified Polyketides With Anti-inflammatory Activities From Mangrove Endophytic Fungus Daldinia eschscholtzii KBJYZ-1

et al. 2022

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In total, five new polyketide derivatives: eschscholin B (2), dalditone A and B (3 and 4), (1R, 4R)-5-methoxy-1,2,3,4-tetrahydronaphthalene-1,4-dio (5), and daldilene A (6), together with 10 known as analogs (1, 7–15) were isolated from the mangrove endophytic fungus Daldinia eschscholtzii KBJYZ-1. Their structures and absolute configurations were established by extensive analysis of NMR and HRESIMS spectra data combined with ECD calculations and the reported literature. Compounds 2 and 6 showed significant cell-based anti-inflammatory activities with IC50 values of 19.3 and 12.9 μM, respectively. In addition, western blot results suggested that compound 2 effectively inhibits the expression of iNOS and COX-2 in LPS-induced RAW264.7 cells. Further molecular biology work revealed the potential mechanism of 2 exerts anti-inflammatory function by inactivating the MAPK and NF–κB signaling pathways.

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Daldiniaeschsone A, a Rare Tricyclic Polyketide Having a Chromone Unit Fused to a δ-Lactone and Its Symmetrical Biphenyl Dimer, Daldiniaeschsone B, from an Endophytic Fungus Daldinia eschscholtzii SDBR-CMUNKC745

Cited by 5 publications

References 29 publications

Antibacterial and cytotoxic secondary metabolites from endophytic fungi associated with Antidesma bunius leaves

Antibacterial and cytotoxic secondary metabolites from endophytic fungi associated with Antidesma bunius leaves

Secondary Metabolite of Endophytic Fungi Daldinia eschscholtzii from The Leaves of Syzygium polyanthum

Diversified Polyketides With Anti-inflammatory Activities From Mangrove Endophytic Fungus Daldinia eschscholtzii KBJYZ-1

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