Decipinin A and Decipienolides A and B:  New Bioactive Metabolites from the Coprophilous Fungus Podospora decipiens

Che, Yongsheng; Gloer, James B.; Koster, Brenda; Malloch, David

doi:10.1021/np010575p

Cited by 54 publications

(61 citation statements)

References 12 publications

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“…Typically, C(1), C(2), C(3), and C(4) were À0.4, +1.1, À0.7, and +1.4 ppm shifted, which was in accordance with the deviactions between expansolides A (3) and B (4), [11] as well as decipienolides A and B. [12] Compounds 1 and 2 were named as expansolides C (1) and D (2), respectively.…”

Section: Resultssupporting

confidence: 59%

“…The key HMBCs between CH 2 (14) and C(4) linked the oxygenated CH 2 (14) group to C(4) to form a tetrahydrofuran ring. The C=O group was determined to be C(1) by resorting to the HMBCs from H–C(2), CH 2 (3), and Me(13) to the resonance at δ (C) 181.3, while C(1) was linked to C(4) to form a γ ‐lactone ring, as indicated by the molecular formula, the chemical shift of C(1), as well as the IR absorption at 1745 cm −1 . Thus, the planar structure of 1 was established.…”

Section: Resultsmentioning

confidence: 99%

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Bergamotane Sesquiterpenes with Alpha‐Glucosidase Inhibitory Activity from the Plant Pathogenic Fungus Penicillium expansum

Ying

Fang

Yao

et al. 2016

Chemistry & Biodiversity

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Two new bergamotane sesquiterpene lactones, named expansolides C and D (1 and 2), together with two known compounds expansolides A and B (3 and 4), were isolated from the plant pathogenic fungus Penicillium expansum ACCC37275. The structures of the new compounds were established by detailed analyses of the spectroscopic data, especially 1D-, 2D-NMR, and HR-ESI-MS. In an in vitro bioassay, the epimeric mixture of expansolides C and D (1 and 2) (in a ratio of 2:1 at the temprature of the bioassay) exhibited more potent α-glucosidase inhibitory activity (IC =0.50 ± 0.02 mm) as compared with the positive control acarbose (IC = 1.90 ± 0.05 mm). To the best of our knowledge, it was the first report on the α-glucosidase inhibitory activity of bergamotane sesquiterpenes.

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Section: Resultssupporting

confidence: 59%

Section: Resultsmentioning

confidence: 99%

Bergamotane Sesquiterpenes with Alpha‐Glucosidase Inhibitory Activity from the Plant Pathogenic Fungus Penicillium expansum

Ying

Fang

Yao

et al. 2016

Chemistry & Biodiversity

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“…Phomadecalin C was also isolated from cultures of Phoma sp. (NRRL 25697), a fungus originally isolated from wood decay stromata (Che et al, 2002). Phomadecalin C was shown to be antagonistic to Bacillus subtilis (ATCC 6051) in standard disk assays (Che et al, 2002).…”

Section: Terpenoid Compoundsmentioning

confidence: 99%

The Diversity of Anti-Microbial Secondary Metabolites Produced by Fungal Endophytes: An Interdisciplinary Perspective

Mousa¹,

Raizada²

2013

Front. Microbiol.

243

121

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Endophytes are microbes that inhabit host plants without causing disease and are reported to be reservoirs of metabolites that combat microbes and other pathogens. Here we review diverse classes of secondary metabolites, focusing on anti-microbial compounds, synthesized by fungal endophytes including terpenoids, alkaloids, phenylpropanoids, aliphatic compounds, polyketides, and peptides from the interdisciplinary perspectives of biochemistry, genetics, fungal biology, host plant biology, human and plant pathology. Several trends were apparent. First, host plants are often investigated for endophytes when there is prior indigenous knowledge concerning human medicinal uses (e.g., Chinese herbs). However, within their native ecosystems, and where investigated, endophytes were shown to produce compounds that target pathogens of the host plant. In a few examples, both fungal endophytes and their hosts were reported to produce the same compounds. Terpenoids and polyketides are the most purified anti-microbial secondary metabolites from endophytes, while flavonoids and lignans are rare. Examples are provided where fungal genes encoding anti-microbial compounds are clustered on chromosomes. As different genera of fungi can produce the same metabolite, genetic clustering may facilitate sharing of anti-microbial secondary metabolites between fungi. We discuss gaps in the literature and how more interdisciplinary research may lead to new opportunities to develop bio-based commercial products to combat global crop and human pathogens.

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“…Thus, a provisional structural elucidation of compound 2 was performed on the natural mixture (Che et al, 2002).…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial metabolites produced by an intertidal Acremonium furcatum

et al. 2006

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In a screening for antimicrobial metabolites, amides of D-allo- and L-isoleucine derivatives were isolated from the culture of a marine strain of Acremonium furcatum. Structural elucidation of these compounds was performed by analysis of spectroscopic data and confirmed by synthesis. All of the compounds, natural and synthetic intermediates, were bioassayed against bacteria and phytopathogenic fungi, with many showing remarkable antifungal activities.

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Decipinin A and Decipienolides A and B: New Bioactive Metabolites from the Coprophilous Fungus Podospora decipiens

Cited by 54 publications

References 12 publications

Bergamotane Sesquiterpenes with Alpha‐Glucosidase Inhibitory Activity from the Plant Pathogenic Fungus Penicillium expansum

Bergamotane Sesquiterpenes with Alpha‐Glucosidase Inhibitory Activity from the Plant Pathogenic Fungus Penicillium expansum

The Diversity of Anti-Microbial Secondary Metabolites Produced by Fungal Endophytes: An Interdisciplinary Perspective

Antimicrobial metabolites produced by an intertidal Acremonium furcatum

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