Cytotoxic sesquiterpenes from the endophytic fungus Pseudolagarobasidium acaciicola

Wibowo, Mario; Prachyawarakorn, Vilailak; Aree, Thammarat; Mahidol, Chulabhorn; Ruchirawat, Somsak; Kittakoop, Prasat

doi:10.1016/j.phytochem.2015.11.016

Cited by 53 publications

(47 citation statements)

References 21 publications

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“…lives in Rauwolfia serpentina produces useful cytotoxic and pesticidal secondary metabolites. It is in line with the recent reports on endophytic fungi having biological activities, particularly producing cytotoxic metabolites such as norsesquiterpenes, sesquiterpenes, tetracyclic polyketide etc [21] , [36] , [37] , [38] .…”

Section: Resultssupporting

confidence: 90%

Cytotoxic and antibacterial naphthoquinones from an endophytic fungus, Cladosporium sp.

et al. 2016

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ObjectiveEndophytes have the potential to synthesize various bioactive secondary metabolites. The aim of the study was to find new cytotoxic and antibacterial metabolites from endophytic fungus, Cladosporium sp. isolated from the leaves of Rauwolfia serpentina (L.) Benth. ex Kurz. (Fam: Apocyanaceae).Materials and methodsThe endophytic fungus was grown on potato dextrose agar medium and extracted using ethyl acetate. Secondary metabolites were isolated by chromatographic separation and re-crystallization, and structures were confirmed by 1H NMR, 13C NMR and mass spectroscopic data. The cytotoxicity was determined by WST-1 assay and brine shrimp lethality bioassay, while antibacterial activity was assessed by disc diffusion method.ResultsTwo naphthoquinones, namely anhydrofusarubin (1) and methyl ether of fusarubin (2), were isolated from Cladosporium sp. The isolated compounds 1 and 2, by WST-1 assay against human leukemia cells (K-562) showed potential cytotoxicity with IC50 values of 3.97 μg/mL and 3.58 μg/mL, respectively. Initial screening of crude ethyl acetate extract and column fractions F-8 and F-10 exhibited noticeable cytotoxicity to brine shimp nauplii with LC50 values of 42.8, 1.2 and 2.1 μg/mL, respectively. Moreover, the isolated compound 2 (40 μg/disc) showed prominent activities against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Bacillus megaterium with an average zone of inhibition of 27 mm, 25 mm, 24 mm and 22 mm, respectively and the activities were compared with kanamycin (30 μg/disc).ConclusionOur findings indicate that anhydrofusarubin (1) and methyl ether of fusarubin (2) might be useful lead compounds to develop potential cytotoxic and antimicrobial drugs.

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Section: Resultssupporting

confidence: 90%

Cytotoxic and antibacterial naphthoquinones from an endophytic fungus, Cladosporium sp.

et al. 2016

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“…Chamigrane sesquiterpenoids, mostly halogenated, are generally produced by the red alga in the genus Laurencia (Family Rhodomelaceae) [ 13 , 14 , 15 , 16 , 17 ], with those from fungi being rare [ 18 ]. The only precedents include merulins A–D from the basidiomycetous endophytic fungus XG8D [ 11 , 12 ], steperoxide A from the higher fungus Steccherinum ochraceum [ 19 ], talaperoxides A–D from the mangrove endophytic fungus Talaromyces flavus [ 20 ], and acaciicolinolides A–C and acaciicolinols A–L from Pseudolagarobasidium acaciicola , which is also a mangrove-derived endophytic fungus [ 21 ].…”

Section: Introductionmentioning

confidence: 99%

Chamigrane Sesquiterpenes from a Basidiomycetous Endophytic Fungus XG8D Associated with Thai Mangrove Xylocarpus granatum

et al. 2016

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Six new chamigrane sesquiterpenes, merulinols A‒F (1‒6), and four known metabolites (7‒10) were isolated from the culture of the basidiomycetous fungus XG8D, a mangrove-derived endophyte. Their structures were elucidated mainly by 1D and 2D NMR, while the structures of 1 and 2 were further confirmed by single-crystal X-ray diffraction analysis. The in vitro cytotoxicity of all compounds was evaluated against three human cancer cell lines, MCF-7, Hep-G2, and KATO-3. Compounds 3 and 4 selectively displayed cytotoxicity against KATO-3 cells with IC50 values of 35.0 and 25.3 μM, respectively.

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“…Pseudolagarobasidium sp. as an endophyte is reported from Bruguiera gymnorrhiza (Wibowo et al 2016).…”

Section: Discussionmentioning

confidence: 96%

Metabolite analysis of endophytic fungi from cultivars of Zingiber officinale Rosc. identifies myriad of bioactive compounds including tyrosol

Anisha

Radhakrishnan

2017

3 Biotech

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Endophytic fungi associated with rhizomes of four cultivars of Zingiber officinale were identified by molecular and morphological methods and evaluated for their activity against soft rot pathogen Pythium myriotylum and clinical pathogens. The volatile bioactive metabolites produced by these isolates were identified by GC-MS analysis of the fungal crude extracts. Understanding of the metabolites produced by endophytes is also important in the context of raw consumption of ginger as medicine and spice. A total of fifteen isolates were identified from the four varieties studied. The various genera identified were Acremonium sp., Gliocladiopsis sp., Fusarium sp., Colletotrichum sp., Aspergillus sp., Phlebia sp., Earliella sp., and Pseudolagarobasidium sp. The endophytic community was unique to each variety, which could be due to the varying host genotype. Fungi from phylum Basidiomycota were identified for the first time from ginger. Seven isolates showed activity against Pythium, while only two showed antibacterial activity. The bioactive metabolites identified in the fungal crude extracts include tyrosol, benzene acetic acid, ergone, dehydromevalonic lactone, N-aminopyrrolidine, and many bioactive fatty acids and their derivatives which included linoleic acid, oleic acid, myristic acid, nhexadecanoic acid, palmitic acid methyl ester, and methyl linoleate. The presence of these varying bioactive endophytic fungi may be one of the reasons for the differences in the performance of the different ginger varieties.

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Cytotoxic sesquiterpenes from the endophytic fungus Pseudolagarobasidium acaciicola

Cited by 53 publications

References 21 publications

Cytotoxic and antibacterial naphthoquinones from an endophytic fungus, Cladosporium sp.

Cytotoxic and antibacterial naphthoquinones from an endophytic fungus, Cladosporium sp.

Chamigrane Sesquiterpenes from a Basidiomycetous Endophytic Fungus XG8D Associated with Thai Mangrove Xylocarpus granatum

Metabolite analysis of endophytic fungi from cultivars of Zingiber officinale Rosc. identifies myriad of bioactive compounds including tyrosol

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