Paper · 2003 · Heterocycles

Chemical Constituents of Pterocaulon redolens

Tsutomu Ishikawa; Mayuree Kanlayavattanakul; Nijsiri Ruangrungsi; et al.

6
claims
16
verbatim quotes
29
citations
2
research areas
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Open access

Abstract

Studies on the chemical constituents of the aerial parts of Pterocaulon redolens (Forst.f)F. Vill.(Asteraceae) resulted in the isolation of ten components: seven coumarins [5-methoxy-6,7-methylenedioxycoumarin (1), ayapin (2), puberulin (3), 5-methoxyscopoletin (4), 2',3'-dihydroxypuberulin ( 5), isofraxidin (6), and 5-(2',3'-dihydroxy-3'-methylbutyloxy)-6, 7-methylenedioxycoumarin (7)] and three flavonoids [luteolin (8), tomentin (9), and chrysosplenol C (10)], among which 5 was firstly isolated as a natural product.The full 1 H-and 13 C-NMR spectral assignments for the isolated products, including revision of previous assignment in the literature are reported.Six coumarins (1-4, 6, and 7) and one flavonoid (8) displayed mild activity against Mycobacterium tuberculosis H 37 Ra.In addition, flavonoid (10) was firstly found to possess moderate cytotoxicity against breast cancer (BC) and human small cell lung cancer (NCI-H187) cell lines.

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Claims 6

Observationobservedoriginal resultmeasured

Claim · model-written summary

Coumarin 2',3'-dihydroxypuberulin was isolated for the first time as a natural product from Pterocaulon redolens.

Taxon
Pterocaulon redolensPterocaulon redolense0
Compound
2',3'-dihydroxypuberuline2
Outcome
firstly isolated as a natural producte1

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e0

“Studies on the chemical constituents of the aerial parts of Pterocaulon redolens (Forst.f)F. Vill.(Asteraceae) resulted in the isolation of ten components”

✓ located verbatim in the source · abstract, characters 0–154 · show in text ↑
e1

“among which 5 was firstly isolated as a natural product”

✓ located verbatim in the source · abstract, characters 467–522 · show in text ↑
e2

“2',3'-dihydroxypuberulin ( 5)”

✓ located verbatim in the source · abstract, characters 267–296 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Ten components, seven coumarins and three flavonoids, were isolated from the aerial parts of Pterocaulon redolens.

Taxon
Pterocaulon redolensPterocaulon redolense0
Organ / stage
aerial partse0
Outcome
isolation of ten componentse0
Value
ten componentse0

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e0

“Studies on the chemical constituents of the aerial parts of Pterocaulon redolens (Forst.f)F. Vill.(Asteraceae) resulted in the isolation of ten components”

✓ located verbatim in the source · abstract, characters 0–154 · show in text ↑
Method / resourceobservedoriginal resultmeasured

Claim · model-written summary

Full 1H- and 13C-NMR spectral assignments were reported for the isolated products, including a revision of a previous literature assignment.

Taxon
Pterocaulon redolensPterocaulon redolenst0
Outcome
NMR spectral assignmentse3
Qualifier
including revision of previous assignmente3
Comparator
previous assignment in the literaturee3

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e3

“The full 1 H-and 13 C-NMR spectral assignments for the isolated products, including revision of previous assignment in the literature are reported”

✓ located verbatim in the source · abstract, characters 523–669 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Six coumarins (1-4, 6 and 7) displayed mild antimycobacterial activity against Mycobacterium tuberculosis H37Ra.

Taxon
Pterocaulon redolensPterocaulon redolenst0
Interactor
Mycobacterium tuberculosisMycobacterium tuberculosise4other
Compound
Six coumarins (1-4, 6, and 7)e4
Outcome
mild activitye4

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗
Mycobacterium tuberculosis
Mycobacterium tuberculosis · InteractorPhoto Credit: Content Providers(s): CDC/Dr. George Kubica · Public domain · Wikimedia Commons ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e4

“Six coumarins (1-4, 6, and 7) and one flavonoid (8) displayed mild activity against Mycobacterium tuberculosis H 37 Ra”

✓ located verbatim in the source · abstract, characters 670–788 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Flavonoid luteolin (8) displayed mild antimycobacterial activity against Mycobacterium tuberculosis H37Ra.

Taxon
Pterocaulon redolensPterocaulon redolenst0
Interactor
Mycobacterium tuberculosisMycobacterium tuberculosise4other
Compound
luteolin (8)e5
Outcome
mild activitye4

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗
Mycobacterium tuberculosis
Mycobacterium tuberculosis · InteractorPhoto Credit: Content Providers(s): CDC/Dr. George Kubica · Public domain · Wikimedia Commons ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e4

“Six coumarins (1-4, 6, and 7) and one flavonoid (8) displayed mild activity against Mycobacterium tuberculosis H 37 Ra”

✓ located verbatim in the source · abstract, characters 670–788 · show in text ↑
e5

“luteolin (8), tomentin (9), and chrysosplenol C (10)”

✓ located verbatim in the source · abstract, characters 412–464 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Flavonoid chrysosplenol C (10) showed moderate cytotoxicity against breast cancer and human small cell lung cancer cell lines, reported as a first finding.

Taxon
Pterocaulon redolensPterocaulon redolenst0
Compound
chrysosplenol Ce5
Outcome
moderate cytotoxicitye6
Qualifier
breast cancer (BC) and human small cell lung cancer (NCI-H187) cell linese6

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

Pterocaulon redolens
Pterocaulon redolens · Taxoncoenobita · CC BY 4.0 · iNaturalist ↗

Verbatim

t0

“Chemical Constituents of Pterocaulon redolens”

✓ located verbatim in the source · title, characters 0–45 · show in text ↑
e5

“luteolin (8), tomentin (9), and chrysosplenol C (10)”

✓ located verbatim in the source · abstract, characters 412–464 · show in text ↑
e6

“flavonoid (10) was firstly found to possess moderate cytotoxicity against breast cancer (BC) and human small cell lung cancer (NCI-H187) cell lines”

✓ located verbatim in the source · abstract, characters 802–949 · show in text ↑