Paper · 2006 · Bulletin of the Korean Chemical Society

Novel Anthracene Derivatives Isolated from Rice Hulls of Oryza sativa and Their Growth Inhibitory Activity of Radish Seed

5
claims
11
verbatim quotes
10
citations
2
research areas
—
Not open access

Abstract

Three new compounds orizaanthracenol (1-methoxyanthracen-2-ol, 1), 1-hydroxy-7-((2S,3R,4R,5S)-2'',3'',4''-trihydroxy-5''-(hydroxymethyl)tetrahydro-2H-pyran-1-yloxy)anthracen- 2-yl 3',7'-dimethyloctanoate (2) and 1-hydroxy-7-((2S,3R,4R,5S)-2'',3'',4''-trihydroxy-5''-(hydroxymethyl)tetrahydro-2H-pyran-1-yloxy)anthracen- 2-yl 3',7',11',15',19'-pentamethyltricosanoate (3) have been isolated and determined from the rice hulls of Oryza sativa. The structures of the compounds were elucidated using 1D and 2D NMR spectral methods, viz: 1H-NMR, 13C-NMR, DEPT, COSY and HSQC, and HMBC aided by IR, EIMS and FAB-MS. These isolated compounds were tested in bioassay on germination of radish to detect their inhibitory activities, in which compound 1 exhibited the most inhibition at the concentration of 40 ppm was 50.96% of total dry weight. Furthermore, germination and growth of radish were reduced by 27 to 48%, and dry weight of shoot and root were arranged from 50 to 52%, whilst compounds 2 and 3 exhibited weak inhibition than 1.

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Claims 5

Observationobservedoriginal resultmeasured

Claim · model-written summary

Three new anthracene compounds, including orizaanthracenol, were isolated from rice hulls.

Taxon
Oryza sativaOryza sativae2
Compound
orizaanthracenole1
Outcome
isolatede2

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

Oryza sativa
Oryza sativa · Taxon · picture from its Wikimedia Commons categoryDesmanthus4food · CC BY-SA 3.0 us · Wikimedia Commons ↗

Verbatim

e1

“Three new compounds orizaanthracenol (1-methoxyanthracen-2-ol, 1)”

✓ located verbatim in the source · abstract, characters 0–65 · show in text ↑
e2

“have been isolated and determined from the rice hulls of Oryza sativa”

✓ located verbatim in the source · abstract, characters 371–440 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compound 1 at 40 ppm inhibited radish germination and growth by 50.96% of total dry weight.

Treatment
compound 1e1
Outcome
inhibitione1
Direction
the moste1
Value
50.96%e1
Qualifier
at the concentration of 40 ppme1

Not reportedComparator

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

Raphanus sativus
Raphanus sativus · TaxonSelf, en:User:Jengod · Public domain · Wikimedia Commons ↗

Verbatim

e1

“compound 1 exhibited the most inhibition at the concentration of 40 ppm was 50.96% of total dry weight”

✓ located verbatim in the source · abstract, characters 732–834 · show in text ↑
e2

“These isolated compounds were tested in bioassay on germination of radish”

✓ located verbatim in the source · abstract, characters 610–683 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compounds from rice hulls reduced radish germination and growth by 27 to 48%.

Outcome
germination and growth of radishe2
Direction
reducede2
Value
27 to 48%e2

Not reportedTreatmentComparator

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

Raphanus sativus
Raphanus sativus · TaxonSelf, en:User:Jengod · Public domain · Wikimedia Commons ↗

Verbatim

e1

“These isolated compounds were tested in bioassay on germination of radish”

✓ located verbatim in the source · abstract, characters 610–683 · show in text ↑
e2

“germination and growth of radish were reduced by 27 to 48%”

✓ located verbatim in the source · abstract, characters 849–907 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compounds from rice hulls reduced radish shoot and root dry weight by about 50 to 52%.

Outcome
dry weight of shoot and roote2
Direction
decreaseinferrede2
Value
50 to 52%e2

Not reportedTreatmentComparator

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

Raphanus sativus
Raphanus sativus · TaxonSelf, en:User:Jengod · Public domain · Wikimedia Commons ↗

Verbatim

e1

“These isolated compounds were tested in bioassay on germination of radish”

✓ located verbatim in the source · abstract, characters 610–683 · show in text ↑
e2

“dry weight of shoot and root were arranged from 50 to 52%”

✓ located verbatim in the source · abstract, characters 913–970 · show in text ↑
Intervention effectobservedoriginal resultmeasured

Claim · model-written summary

Compounds 2 and 3 showed weaker radish growth inhibition than compound 1.

Treatment
compounds 2 and 3e3
Outcome
inhibitione3
Direction
weake3
Comparator
compound 1e1

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

Raphanus sativus
Raphanus sativus · TaxonSelf, en:User:Jengod · Public domain · Wikimedia Commons ↗

Verbatim

e1

“compound 1 exhibited the most inhibition at the concentration of 40 ppm was 50.96% of total dry weight”

✓ located verbatim in the source · abstract, characters 732–834 · show in text ↑
e2

“These isolated compounds were tested in bioassay on germination of radish”

✓ located verbatim in the source · abstract, characters 610–683 · show in text ↑
e3

“compounds 2 and 3 exhibited weak inhibition than 1”

✓ located verbatim in the source · abstract, characters 979–1029 · show in text ↑