Paper · 2019 · Chemical and Biological Technologies in Agriculture

Alkamides: a new class of plant growth regulators linked to humic acid bioactivity

Daniel Basílio Zandonadi; Carlos Roberto Ribeiro Matos; Rosane Nora Castro; et al.

8
claims
16
verbatim quotes
46
citations
1
research areas
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Open access · cc-by

Abstract

Abstract Background The use of humic substances as plant biostimulants has been increasingly attracting farmers and stunning researchers. The ability of these substances to enhance root growth by changing root architecture is often linked to their hormonal activities, such as auxin effects and nitric oxide production. Humeomics accesses the molecular constituents of humic substances, revealing the importance of alkyl components because of their conformations and chemical activities. Here, we describe the alkamides present in humic acids and compare their bioactivities using plasma membrane H + -ATPase activity level as a biochemical marker. Methods Humic acids isolated from vermicompost were analyzed using 13 C and 15 N nuclear magnetic resonance spectroscopy. The unbound fraction was extracted with ethyl acetate and submitted to gas chromatography coupled to mass spectrometry to detect the presence of N -isopropyldecanamide. We synthesized N -isopropyldecanamide and treated maize seedlings for 7 and 15 days with different concentrations. The root growth and plasma membrane H + -ATPase activity were monitored. Nitric oxide accumulation in the lateral roots was imaged using 4,5-diaminofluorescein diacetate. The results were compared with those obtained for seedlings treated with humic acids isolated from vermicompost. Results The amide functional group produced the only nitrogen signal in the 15 N humic acid resonance spectrum and similar alkamide moieties were found in the unbound humic extract through comparisons using gas chromatography coupled to mass spectrometry. The synthesis of N -isopropyldecanamide had few steps and produced a high yield (86%). The effects of N -isopropyldecanamide on root growth were concentration dependent. High concentrations (10 −4 M) enhanced root growth after 15 day of diminishing shoot biomass. However, low concentrations (10 −8 M and 10 −6 M) promoted root growth at 7 and 15 days, similar to the humic acid-induced plasma membrane H + -ATPase activity. Both N -isopropyldecanamide and humic acids enhanced nitric oxide accumulation during lateral root emergence. Conclusion We described for the first time the effects of N -isopropyldecanamide on the plasma membrane H + -ATPase activity in maize seedling roots and compared its effects with those caused by humic acids. N -Isopropyldecanamide was detected in the unbound fraction of the humic supramolecular assembly, indicating that the putative hormone-like effects of these substances result also from the presence of this new class of plant regulators, in addition to other molecules.

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Claims 8

Observationobservedoriginal resultmeasured

Claim · model-written summary

N -isopropyldecanamide was detected in humic extract.

Taxon
maize seedlingsZea mayse1
Outcome
similar alkamide moietiese0
Qualifier
unbound humic extracte0

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“similar alkamide moieties were found in the unbound humic extract”

✓ located verbatim in the source · abstract, characters 1454–1519 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

N -isopropyldecanamide synthesis yielded 86%.

Taxon
maize seedlingsZea mayse1
Outcome
high yielde0
Value
86%e0

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“The synthesis of N -isopropyldecanamide had few steps and produced a high yield (86%)”

✓ located verbatim in the source · abstract, characters 1595–1680 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Associationobservedoriginal resultmeasured

Claim · model-written summary

Alkamide effects on maize root growth depended on concentration.

Taxon
maize seedlingsZea mayse1
Treatment
N -isopropyldecanamidee0
Outcome
root growthe0

Not reportedDirection

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“The effects of N -isopropyldecanamide on root growth were concentration dependent”

✓ located verbatim in the source · abstract, characters 1682–1763 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

High alkamide concentration enhanced root growth after 15 days.

Taxon
maize seedlingsZea mayse1
Treatment
High concentrations (10 −4 M)e0
Outcome
root growthe0
Direction
enhancede0
Qualifier
after 15 daye0

Not reportedComparator

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“High concentrations (10 −4 M) enhanced root growth after 15 day of diminishing shoot biomass”

✓ located verbatim in the source · abstract, characters 1765–1857 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Intervention effectobservedoriginal resultnegativemeasured

Claim · model-written summary

High alkamide concentration diminished shoot biomass.

Taxon
maize seedlingsZea mayse1
Treatment
High concentrations (10 −4 M)e0
Outcome
shoot biomasse0
Direction
diminishinge0

Not reportedComparator

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“High concentrations (10 −4 M) enhanced root growth after 15 day of diminishing shoot biomass”

✓ located verbatim in the source · abstract, characters 1765–1857 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Low alkamide concentrations promoted root growth at 7 and 15 days.

Taxon
maize seedlingsZea mayse1
Treatment
low concentrations (10 −8 M and 10 −6 M)e0
Outcome
root growthe0
Direction
promotede0
Qualifier
7 and 15 dayse0

Not reportedComparator

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“low concentrations (10 −8 M and 10 −6 M) promoted root growth at 7 and 15 days”

✓ located verbatim in the source · abstract, characters 1868–1946 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

N -isopropyldecanamide enhanced nitric oxide accumulation during lateral root emergence.

Taxon
maize seedlingsZea mayse1
Organ / stage
lateral root emergencee0
Treatment
N -isopropyldecanamidee0
Outcome
nitric oxide accumulatione0
Direction
enhancede0

Not reportedComparator

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Both N -isopropyldecanamide and humic acids enhanced nitric oxide accumulation during lateral root emergence”

✓ located verbatim in the source · abstract, characters 2020–2128 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Humic acids enhanced nitric oxide accumulation during lateral root emergence.

Taxon
maize seedlingsZea mayse1
Organ / stage
lateral root emergencee0
Treatment
humic acidse0
Outcome
nitric oxide accumulatione0
Direction
enhancede0

Not reportedComparator

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

Zea mays
Zea mays · TaxonAkwugo · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Both N -isopropyldecanamide and humic acids enhanced nitric oxide accumulation during lateral root emergence”

✓ located verbatim in the source · abstract, characters 2020–2128 · show in text ↑
e1

“treated maize seedlings”

✓ located verbatim in the source · abstract, characters 982–1005 · show in text ↑

other · molecular: metabolites · Zea mays (maize)Positive and negative results

39 papers: 37 positive, 2 negative or no effect

36 papers in the same direction as this paper · 2 in the opposite direction

  1. positive
  2. no effect
  3. no effect

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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.