Paper · 2017 · Journal of Natural Products

Eudesmane Sesquiterpenes from Verbesina lanata with Inhibitory Activity against Grapevine Downy Mildew

Justine Ramseyer; Barbara Thuerig; Maria De Mieri; et al.

7
claims
22
verbatim quotes
13
citations
4
research areas
—
Not open access

Abstract

An in-house library of more than 3000 extracts of plant and fungal origin was screened against some major plant pathogens. As one of the hits, an ethyl acetate extract from inflorescences of Verbesina lanata showed significant inhibitory activity in vitro against grapevine downy mildew ( Plasmopara viticola ), with a MIC 100 value of 35 μg/mL. An emulsifiable concentrate formulation with 50 mg/g of the extract was developed for in vivo evaluation. A suspension of the formulation containing 1 mg/mL of extract lowered leaf surface infection of grapevine seedling by 82% compared to the nontreated control. With the aid of HPLC-based activity profiling, the antifungal activity was correlated with a series of lipophilic compounds. Preparative isolation by a combination of chromatographic techniques afforded 16 eudesmane sesquiterpenes including eight new congeners. Nine compounds were obtained in sufficient quantities to be tested in vitro and were found to inhibit the zoospore activity of P. viticola with MIC 100 values ranging from 4 to 50 μg/mL. The two major compounds, 6β-cinnamoyloxy-4β,9β,15-trihydroxyeudesmane ( 9 ) and 6β-cinnamoyloxy-1β,15-dihydroxyeudesm-4-en-3-one ( 13 ), showed MIC 100 values of 5 and 31 μg/mL, respectively.

Abstract from the paper’s OpenAlex record, shown for indexing and research. Copyright remains with the authors or the publisher. Read at the source ↗

The text the model read, with the source record’s inline markup (italics, sub- and superscripts) rendered and its character entities decoded; quote offsets refer to the raw text.

Claims 7

Intervention effectobservedoriginal resultpositivesignificant (as stated)measured

Claim · model-written summary

Verbesina lanata extract inhibited Plasmopara viticola in vitro with MIC 100 of 35 μg/mL.

Taxon
grapevineVitise0
Treatment
ethyl acetate extract from inflorescences of Verbesina lanatae0
Interactor
Plasmopara viticolaPlasmopara viticolae0pathogen
Outcome
inhibitory activity in vitro against grapevine downy mildewe0
Direction
inhibitorye0
Value
35 μg/mLe0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗
Plasmopara viticola
Plasmopara viticola · InteractorRude · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“an ethyl acetate extract from inflorescences of Verbesina lanata showed significant inhibitory activity in vitro against grapevine downy mildew ( Plasmopara viticola ), with a MIC 100 value of 35 μg/mL.”

✓ located verbatim in the source · abstract, characters 143–345 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Extract formulation lowered grapevine seedling leaf infection by 82% versus untreated control.

Taxon
grapevineVitise0
Organ / stage
seedlinge0
Treatment
suspension of the formulation containing 1 mg/mL of extracte0
Interactor
Plasmopara viticolaPlasmopara viticolae1pathogen
Outcome
leaf surface infection of grapevine seedlinge0
Direction
lowerede0
Value
82%e0
Comparator
nontreated controle0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗
Plasmopara viticola
Plasmopara viticola · InteractorRude · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“A suspension of the formulation containing 1 mg/mL of extract lowered leaf surface infection of grapevine seedling by 82% compared to the nontreated control.”

✓ located verbatim in the source · abstract, characters 452–609 · show in text ↑
t0

“Grapevine Downy Mildew”

✓ located verbatim in the source · title, characters 80–102 · show in text ↑
t1

“Grapevine Downy Mildew”

✓ located verbatim in the source · title, characters 80–102 · show in text ↑
e1

“grapevine downy mildew ( Plasmopara viticola )”

✓ located verbatim in the source · abstract, characters 264–310 · show in text ↑
Associationobservedoriginal resultmeasured

Claim · model-written summary

Antifungal activity correlated with lipophilic compounds.

Taxon
grapevineVitist0
Compound
lipophilic compoundse0
Outcome
antifungal activitye0

Not reportedDirection

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗

Verbatim

e0

“the antifungal activity was correlated with a series of lipophilic compounds.”

✓ located verbatim in the source · abstract, characters 657–734 · show in text ↑
t0

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
t1

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Isolation yielded 16 eudesmane sesquiterpenes, including eight new congeners.

Taxon
Verbesina lanataVerbesina lanatat0
Outcome
eudesmane sesquiterpenese0
Value
16e0
Qualifier
eight new congenerse0

Verbatim

e0

“Preparative isolation by a combination of chromatographic techniques afforded 16 eudesmane sesquiterpenes including eight new congeners.”

✓ located verbatim in the source · abstract, characters 735–871 · show in text ↑
t0

“Verbesina lanata”

✓ located verbatim in the source · title, characters 30–46 · show in text ↑
t1

“Verbesina lanata”

✓ located verbatim in the source · title, characters 30–46 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Nine isolated compounds inhibited P. viticola zoospore activity with MIC 100 values of 4 to 50 μg/mL.

Taxon
grapevineVitist0
Treatment
Nine compoundse0
Interactor
P. viticolaPlasmopara viticolae0pathogen
Outcome
zoospore activity of P. viticolae0
Direction
inhibite0
Value
4 to 50 μg/mLe0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗
Plasmopara viticola
Plasmopara viticola · InteractorRude · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Nine compounds were obtained in sufficient quantities to be tested in vitro and were found to inhibit the zoospore activity of P. viticola with MIC 100 values ranging from 4 to 50 μg/mL.”

✓ located verbatim in the source · abstract, characters 872–1058 · show in text ↑
t0

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
t1

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compound 9 inhibited P. viticola at MIC 100 of 5 μg/mL.

Taxon
grapevineVitist0
Treatment
6β-cinnamoyloxy-4β,9β,15-trihydroxyeudesmanee0
Interactor
P. viticolaPlasmopara viticolae1pathogen
Outcome
MIC 100e0
Value
5e0

Not reportedComparatorDirection

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗
Plasmopara viticola
Plasmopara viticola · InteractorRude · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“6β-cinnamoyloxy-4β,9β,15-trihydroxyeudesmane ( 9 ) and 6β-cinnamoyloxy-1β,15-dihydroxyeudesm-4-en-3-one ( 13 ), showed MIC 100 values of 5 and 31 μg/mL, respectively.”

✓ located verbatim in the source · abstract, characters 1084–1250 · show in text ↑
t0

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
t1

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
e1

“zoospore activity of P. viticola”

✓ located verbatim in the source · abstract, characters 978–1010 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compound 13 inhibited P. viticola at MIC 100 of 31 μg/mL.

Taxon
grapevineVitist0
Treatment
6β-cinnamoyloxy-1β,15-dihydroxyeudesm-4-en-3-onee0
Interactor
P. viticolaPlasmopara viticolae1pathogen
Outcome
MIC 100e0
Value
31 μg/mLe0

Not reportedComparatorDirection

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Vitis
Vitis · Taxon · picture of the genus (one of its species)Victor M. Vicente Selvas · Public domain · Wikimedia Commons ↗
Plasmopara viticola
Plasmopara viticola · InteractorRude · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“6β-cinnamoyloxy-4β,9β,15-trihydroxyeudesmane ( 9 ) and 6β-cinnamoyloxy-1β,15-dihydroxyeudesm-4-en-3-one ( 13 ), showed MIC 100 values of 5 and 31 μg/mL, respectively.”

✓ located verbatim in the source · abstract, characters 1084–1250 · show in text ↑
t0

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
t1

“Grapevine”

✓ located verbatim in the source · title, characters 80–89 · show in text ↑
e1

“zoospore activity of P. viticola”

✓ located verbatim in the source · abstract, characters 978–1010 · show in text ↑

ethyl acetate · Plasmopara viticola · VitisResults agree

2 papers: 2 positive, 0 negative or no effect

1 paper in the same direction as this paper

  1. positive
See all 2 papers →

botanical · Plasmopara viticola · VitisResults agree

19 papers: 19 positive, 0 negative or no effect

18 papers in the same direction as this paper

  1. positive
  2. positive
  3. positive

15 papers more in this group

See all 19 papers →

Claims are grouped by organism, treatment and what was measured or targeted. A paper counts as positive when any of its claims in the group is positive.