Phytotoxic metabolites of <i>Phomopsis</i><i>convolvulus</i>, a host-specific pathogen of field bindweed

Tsantrizos, Youla S.; Ogilvie, Kelvin K.; Watson, A. K.

doi:10.1139/v92-286

Cited by 45 publications

(18 citation statements)

References 8 publications

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“…The genus Phomopsis (Valsaceae) is known to be a rich source of bioactive secondary metabolites of diverse structures such as xanthones [81,82], antifungal biaryl ethers (phomosines) [83,84], cycochalisines [85,86], convolvulanic acids [87], or mycotoxins such as phompopsin A [88]. Some of the compounds isolated from Phomopsis sp.…”

Section: Figure 26mentioning

confidence: 99%

Plant and Fungi 3,4-Dihydroisocoumarins

Braca¹,

Bader²,

Tommasi³

2012

Studies in Natural Products Chemistry

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Section: Figure 26mentioning

confidence: 99%

Plant and Fungi 3,4-Dihydroisocoumarins

Braca¹,

Bader²,

Tommasi³

2012

Studies in Natural Products Chemistry

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“…The genus Phomopsis is known to be a rich source of bioactive secondary metabolites of diverse structures such as xanthones, [2,3] antifungal biaryl ethers (phomosines), [4,5] cycochalisines, [6,7] convolvulanic acids, [8] or mycotoxins like phompopsin A. [9] Some of the compounds isolated from Phomopsis sp.…”

Section: Introductionmentioning

confidence: 99%

New Bioactive 2,3‐Epoxycyclohexenes and Isocoumarins from the Endophytic Fungus Phomopsis sp. from Laurus Azorica

et al. 2009

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Six new metabolites, namely cycloepoxylactone (1a), cycloepoxytriol A (2), cycloepoxytriol B (3) and phomolactones A–C (4–6), were isolated from two cultures of the ethyl acetate soluble fraction of the endophytic fungus Phomopsis sp. (internal strain no. 7233). Their structures were determined by means of spectroscopic data including HREIMS, 1H NMR, 13C NMR, and 2D NMR (HMQC, HMBC, and NOESY). The absolute configurations of 1a, 4 and 5 were determined by circular dichroism and comparison of solution CD spectra with TDDFT‐calculated ones. Preliminary studies showed that cycloepoxylactone (1a) has good antibacterial, antifungal, and algicidal activity against Bacillus megaterium, Microbotryum violaceum, and Chlorella fusca, respectively, whereas cycloepoxytriol B (3) has good algicidal activity against Chlorella fusca.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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“…Compound 21 was obtained as a white solid and had the molecular formula C 12 H 14 O 5 , as determined from HRESIMS ([M+H] + , 239.0917; calcd for C 12 H 15 O 5 , 239.0919) and the NMR data. Detailed analyses of its NMR spectroscopic features implied that it was closely related structurally to convolvulopyrone (Tsantrizos et al, 1992 ), but for the presence of an additional O -methyl group (δ H/C 3.76/52.0) at C-10 in 21 , indicating that 21 was a methyl derivative of convolvulopyrone. Besides, compound 21 and convolvulopyrone shared the same relative configuration of 7 E due to the absence of a NOESY correlation between H-7 and H 3 -11.…”

Section: Resultsmentioning

confidence: 99%

Structurally Diverse Polyketides From the Mangrove-Derived Fungus Diaporthe sp. SCSIO 41011 With Their Anti-influenza A Virus Activities

et al. 2018

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Influenza A virus (IAV) is a severe worldwide threat to public health and economic development due to its high morbidity and mortality. Marine-derived fungi have been evidenced as a prolific source for the discovery of pharmacologically-active lead compounds. During the course of our search for novel bioactive substances from marine microorganisms, six new polyketides, including two octaketides (1–2), one chromone derivative (13), two highly substituted phthalides (17–18), and one α-pyrone derivative (21) along with 22 known congeners were isolated from a mangrove-associated fungus Diaporthe sp. SCSIO 41011. Their structures were determined by spectroscopic analysis and by comparison with literature data. And the absolute configurations were established according to the specific rotation or electron circular dichroism method. Antiviral evaluation results revealed that compounds 14, 15, 26, and 5-chloroisorotiorin displayed significant anti-IAV activities against three influenza A virus subtypes, including A/Puerto Rico/8/34 H274Y (H1N1), A/FM-1/1/47 (H1N1), and A/Aichi/2/68 (H3N2), with IC50 values in the range of 2.52–39.97 μM. The preliminary structure-activity relationships (SARs) are also discussed. These findings expand the chemical and bioactive diversity of polyketides derived from the genus Diaporthe, and also provide a basis for further development and utilization of chromone, xanthone, and chloroazaphilone derivatives as source of potential anti-viral chemotherapy agents.

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Phytotoxic metabolites of Phomopsisconvolvulus, a host-specific pathogen of field bindweed

Cited by 45 publications

References 8 publications

Plant and Fungi 3,4-Dihydroisocoumarins

Plant and Fungi 3,4-Dihydroisocoumarins

New Bioactive 2,3‐Epoxycyclohexenes and Isocoumarins from the Endophytic Fungus Phomopsis sp. from Laurus Azorica

Structurally Diverse Polyketides From the Mangrove-Derived Fungus Diaporthe sp. SCSIO 41011 With Their Anti-influenza A Virus Activities

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