Epoxydons and a Pyrone from the Marine-Derived Fungus <i>Nigrospora</i> sp. PSU-F5

Trisuwan, Kongkiat; Rukachaisirikul, Vatcharin; Sukpondma, Yaowapa; Preedanon, Sita; Phongpaichit, Souwalak; Rungjindamai, Nattawut; Sakayaroj, Jariya

doi:10.1021/np8002595

Cited by 77 publications

(59 citation statements)

References 19 publications

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“…It was identified based on analyses of partial LSU rDNA and ITS using the same procedure as that previously reported. 19) Fermentation and Isolation The flask culture of the marine-derived fungus Xylaria sp. PSU-F100 was filtered to separate into the filtrate and wet mycelia.…”

Section: Methodsmentioning

confidence: 99%

An [11]Cytochalasin Derivative from the Marine-Derived Fungus Xylaria sp. PSU-F100

Rukachaisirikul

Khamthong

Sukpondma

et al. 2009

CHEMICAL & PHARMACEUTICAL BULLETIN

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A new [11]cytochalasin derivative, xylarisin (1), was isolated from the marine-derived fungus Xylaria sp. PSU-F100 along with six known metabolites: three mellein derivatives (2-4), one pyrone derivative (5) and two carboxylic acids (6,7). The structure and stereochemistry of 1 were determined by NMR and X-ray diffraction analyses. All isolated compounds showed mild antibacterial activity against standard Staphylococcus aureus ATCC 25923 and methicillin-resistant strain.

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Section: Methodsmentioning

confidence: 99%

An [11]Cytochalasin Derivative from the Marine-Derived Fungus Xylaria sp. PSU-F100

Rukachaisirikul

Khamthong

Sukpondma

et al. 2009

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…The culture (15 L) was filtered to give the filtrate and mycelia. The filtrate and the mycelial cakes were then extracted using the same procedure as described previously (Trisuwan et al, 2008). The broth and mycelia extracts were obtained as a brown gum in 1.3 g and 380.0 mg, respectively.…”

Section: Fermentation Extraction and Isolationmentioning

confidence: 99%

Modiolide and pyrone derivatives from the sea fan-derived fungus Curvularia sp. PSU-F22

et al. 2011

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Investigation of secondary metabolites from the sea fan-derived fungus Curvularia sp. PSU-F22 resulted in isolation of three new metabolites, curvulapyrone (1), curvulalide (2) and curvulalic acid (3) together with six known compounds, modiolides A (4) and B (5), pyrenolide A (6), stagonolide E (7), mycoepoxydiene (8), and deacetylmycoepoxydiene (9). Their antimicrobial activity against Staphylococcus aureus ATCC 25923, methicillin-resistant S. aureus and Microsporum gypseum SH-MU-4 were examined.

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“…Natural products from endophytic fungi have been observed to inhibit or kill a wide variety of harmful microorganisms including, but not limited to, phytopathogens, as well as bacteria, fungi, viruses, and protozoans that affect humans and animals [1]. Fungi belonging to the genus Nigrospora have been a rich source of bioactive secondary metabolites, such as plant growth-inhibiting nigrosporolide and phomalactone, phytotoxic and antibacterial nigrosporins, and phytotoxic lactones [2]. During our continuous chemical investigation of endophytic fungi, we have studied the secondary metabolites of Nigrospora sp.…”

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Secondary Metabolites from an Endophytic Fungus Nigrospora sp.

et al. 2016

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Endophytic microorganisms are found in virtually every plant on earth. Natural products from endophytic fungi have been observed to inhibit or kill a wide variety of harmful microorganisms including, but not limited to, phytopathogens, as well as bacteria, fungi, viruses, and protozoans that affect humans and animals [1]. Fungi belonging to the genus Nigrospora have been a rich source of bioactive secondary metabolites, such as plant growth-inhibiting nigrosporolide and phomalactone, phytotoxic and antibacterial nigrosporins, and phytotoxic lactones [2]. During our continuous chemical investigation of endophytic fungi, we have studied the secondary metabolites of Nigrospora sp. YE 3033 isolated from Aconitum carmichaelii and obtained nine compounds.The fungal strain Nigrospora sp. YE 3033 was isolated from the root of A. carmichaelii collected in Yunnan Province, P. R. China. It was classified as a Nigrospora species by its morphological characteristics and ITS rDNA sequence analysis. The strain was deposited in Yunnan Institute of Microbiology, Kunming, P. R. China.The fungus was cultured in 1000 mL Erlenmeyer flasks (u 100) containing 250 mL of potato dextrose broth (PDB) medium at 200 rpm at 28qC for 7 days on a rotary shaker. The culture broth was filtered to remove mycelia. The filtrate was concentrated in vacuum to 5 L and then extracted with EtOAc (5 L) five times. The combined extracts were evaporated to yield 26.0 g of the crude extract, which was subjected to column chromatography on silica gel eluted with CHCl 3 -MeOH gradient (1:0-0:1) to afford six fractions (Fr.1-Fr.6). Repeated chromatography of Fr. 2 on silica gel with petroleum ether-acetone gradient (95:5-1:1) afforded three subfractions: Fr. 2.1-2.3. Fraction 2.1 was chromatographed on silica gel with petroleum ether-EtOAc (8:2) to yield compound 7 (2 mg). Fraction 2.2 was subjected to column chromatography on silica gel with petroleum ether-acetone gradient (8:2, 7:3) to afford compounds 1 (2 mg) and 6 (4 mg). Fraction 2.3 was submitted to column chromatography on silica gel with CHCl 3 -MeOH (95:5) to give compounds 2 (5 mg), 4 (7 mg), and 5 (2 mg). Fraction 4 was subjected to repeated column chromatography on RP-18 silica gel with MeOH-H 2 O gradient (3:7-8:2) and silica gel with CHCl 3 -MeOH gradient (9:1-7:3) to yield compounds 3 (4 mg), 8 (6 mg), and 9 (12 mg).The compounds were investigated by spectroscopic methods, including NMR and mass spectrometry, and were determined as 1,2,8-trihydroxyanthraquinone (1) [3], 1,3,8-trihydroxyanthraquinone (2) [4], rheoemodin (3) [5], 1,3,6-trihydroxy-8-methylanthraquinone (4) [6], aloesaponarin II (5) [7], isozyganein (6) [8,9], 1-acetyl-4,5-dihydroxy-anthraquinone (7) [10], cis-4-hydroxyscytalone (8) [11], and cerebroside B (9) [12]. All the compounds were isolated from the fungal genus Nigrospora for the first time.The minimal inhibition concentration (MIC) values of compounds 2-4, 6, 8, and 9 were determined by the broth microdilution method in 96-well culture plates as described before [13]. The ...

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Epoxydons and a Pyrone from the Marine-Derived Fungus Nigrospora sp. PSU-F5

Cited by 77 publications

References 19 publications

An [11]Cytochalasin Derivative from the Marine-Derived Fungus Xylaria sp. PSU-F100

An [11]Cytochalasin Derivative from the Marine-Derived Fungus Xylaria sp. PSU-F100

Modiolide and pyrone derivatives from the sea fan-derived fungus Curvularia sp. PSU-F22

Secondary Metabolites from an Endophytic Fungus Nigrospora sp.

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