Paper · 2024 · Marine Drugs

Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte Aster tripolium L.

Jaeyoun Lee; Jae-Hyoung Song; Seo-Hyeon Mun; et al.

6
claims
14
verbatim quotes
2
citations
1
research areas
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Open access · cc-by

Abstract

Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L. (Tripolium pannonicum), and their chemical structures were elucidated using 1D and 2D NMR spectroscopy and mass spectrometry. Comprehensive structural analysis revealed the presence of distinct aglycone and glycosidic moieties, along with complex acylation patterns. The acyl chains of pannosides, 3-hydroxybutyrate (3-HB) residues, were derivatized with (S)- and (R)- phenylglycine methyl ester to resolve the absolute configurations of the chiral centers in 3-HB. Then, the acyl chain-containing saponins, pannosides were evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B). Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3. These findings suggest that saponins from A. tripolium exhibit potential antiviral activities and could be further explored for their therapeutic applications.

Abstract from the paper’s OpenAlex record; open copy licensed cc-by. Read at the source ↗

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Claims 6

Observationobservedoriginal resultmeasured

Claim · model-written summary

Four previously undescribed pentacyclic triterpenoid saponins, pannosides F-I, were isolated from Aster tripolium.

Outcome
previously undescribed pentacyclic triterpenoid saponinse0

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Structural analysis of the pannosides revealed distinct aglycone and glycosidic moieties with complex acylation patterns.

Outcome
distinct aglycone and glycosidic moieties, along with complex acylation patternse1

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
e1

“Comprehensive structural analysis revealed the presence of distinct aglycone and glycosidic moieties, along with complex acylation patterns”

✓ located verbatim in the source · abstract, characters 263–402 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Derivatization with (S)- and (R)-phenylglycine methyl ester resolved the absolute configurations of the chiral centers in the 3-HB acyl residues of the pannosides.

Outcome
absolute configurations of the chiral centers in 3-HBe1

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
e1

“to resolve the absolute configurations of the chiral centers in 3-HB”

✓ located verbatim in the source · abstract, characters 533–601 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Pannosides exhibited antiviral activity against enterovirus A71 (EV71).

Interactor
enterovirus A71 (EV71)Enterovirus A71e1pathogen
Compound
Pannosidese2
Outcome
antiviral activitiese2

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗
Enterovirus A71
Enterovirus A71 · InteractorMin-Yuan Chia, Wan-Yu Chung, Pai-Shan Chiang, Yeh-Sheng Chien, Mei-Shang Ho, and Min-Shi Lee · CC BY 2.5 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
e1

“evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B)”

✓ located verbatim in the source · abstract, characters 661–785 · show in text ↑
e2

“Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3”

✓ located verbatim in the source · abstract, characters 787–858 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Pannosides exhibited antiviral activity against coxsackievirus B3 (CVB3).

Interactor
coxsackievirus B3 (CVB3)Coxsackievirus B3e1pathogen
Compound
Pannosidese2
Outcome
antiviral activitiese2

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
e1

“evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B)”

✓ located verbatim in the source · abstract, characters 661–785 · show in text ↑
e2

“Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3”

✓ located verbatim in the source · abstract, characters 787–858 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Pannosides exhibited antiviral activity against rhinovirus 1B (HRV1B).

Interactor
rhinovirus 1B (HRV1B)e1pathogen
Compound
Pannosidese2
Outcome
antiviral activitiese2

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

Tripolium pannonicum subsp. tripolium
Tripolium pannonicum subsp. tripolium · Taxon · picture of the speciesEvelyn Simak · CC BY-SA 2.0 · Wikimedia Commons ↗

Verbatim

e0

“Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (1–4), were isolated from the halophyte Aster tripolium L.”

✓ located verbatim in the source · abstract, characters 0–136 · show in text ↑
e1

“evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B)”

✓ located verbatim in the source · abstract, characters 661–785 · show in text ↑
e2

“Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3”

✓ located verbatim in the source · abstract, characters 787–858 · show in text ↑