Paper · 2025 · Plants

Bioactive Chalcones from Aizoon africanum: Isolation and Cytotoxicity Against Liver and Neural Cancer Cells

Ali O. E. Eltahir; Naeem Sheik Abdul; Taskeen F. Docrat; et al.

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citations
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Open access · cc-by

Abstract

Aizoon africanum (L.) Klak (Synonym Galenia africana L.) is traditionally used for a variety of medicinal purposes; however, it has been reported to cause liver damage and severe ascites, particularly in sheep and Angora goats in the arid regions of the Western Cape. This study explores its cytotoxic properties to identify potential cytotoxic compound(s) in the plant. The methanolic extract of A. africanum was re-investigated and subjected to various chromatographic techniques, including preparative HPLC, resulting in the isolation of eight compounds (1–8). Structural elucidation was primarily based on NMR data. Among the isolated compounds, four were flavanones, one was a flavonone, and three were chalcones. Notably, compound 8 was identified as a new chalcone, while compounds 2 and 3 were reported for the first time from this plant. The toxicity of these isolated compounds was evaluated against the HepG2 and SH-SY5Y cancer cell lines using the MTT assay. We further investigated markers of cell death using spectrophotometric and luminometric methods. Among the isolated compounds, 7 and 8 exhibited cytotoxic activities within the range of 3.0–20.0 µg/mL. Notably, the compounds demonstrated greater cytotoxicity towards liver-derived HepG2 cells compared to the neuronal SH-SY5Y cell line. Compound 7 (2′,4′-dihydroxychalcone) was identified as inducing apoptosis through the intrinsic pathway without causing overt necrosis. The findings indicate that the phytochemicals derived from A. africanum exhibit differential cytotoxic effects based on cell type, suggesting potential for developing novel anticancer agents, particularly compound 7. Additionally, the identification of compound 8 provides insight into the liver toxicity of this plant observed in sheep in South Africa.

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Claims 8

Observationobservedoriginal resultmeasured

Claim · model-written summary

Eight compounds were isolated from A. africanum.

Taxon
A. africanumAizoon africanume0
Outcome
isolation of eight compounds (1–8)e0
Value
eight compoundse0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“The methanolic extract of A. africanum was re-investigated and subjected to various chromatographic techniques, including preparative HPLC, resulting in the isolation of eight compounds (1–8).”

✓ located verbatim in the source · abstract, characters 371–563 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

The isolates included four flavanones, one flavonone and three chalcones.

Taxon
Aizoon africanumAizoon africanumt0
Outcome
four were flavanones, one was a flavonone, and three were chalconese0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Among the isolated compounds, four were flavanones, one was a flavonone, and three were chalcones.”

✓ located verbatim in the source · abstract, characters 620–718 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Compound 8 was identified as a new chalcone.

Taxon
Aizoon africanumAizoon africanumt0
Material
compound 8e0
Outcome
new chalconee0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“compound 8 was identified as a new chalcone”

✓ located verbatim in the source · abstract, characters 728–771 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Compounds 2 and 3 were reported for the first time from this plant.

Taxon
Aizoon africanumAizoon africanumt0
Material
compounds 2 and 3e0
Outcome
reported for the first time from this plante0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“compounds 2 and 3 were reported for the first time from this plant”

✓ located verbatim in the source · abstract, characters 779–845 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Compound 7 was cytotoxic at 3.0–20.0 µg/mL.

Taxon
Aizoon africanumAizoon africanumt0
Material
7e0
Outcome
cytotoxic activitiese0
Value
3.0–20.0 µg/mLe0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“7 and 8 exhibited cytotoxic activities within the range of 3.0–20.0 µg/mL.”

✓ located verbatim in the source · abstract, characters 1098–1172 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Compound 8 was cytotoxic at 3.0–20.0 µg/mL.

Taxon
Aizoon africanumAizoon africanumt0
Material
8e0
Outcome
cytotoxic activitiese0
Value
3.0–20.0 µg/mLe0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“7 and 8 exhibited cytotoxic activities within the range of 3.0–20.0 µg/mL.”

✓ located verbatim in the source · abstract, characters 1098–1172 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

The compounds were more cytotoxic toward HepG2 than SH-SY5Y cells.

Taxon
Aizoon africanumAizoon africanumt0
Outcome
cytotoxicitye0
Direction
greatere0
Comparator
neuronal SH-SY5Y cell linee0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“the compounds demonstrated greater cytotoxicity towards liver-derived HepG2 cells compared to the neuronal SH-SY5Y cell line.”

✓ located verbatim in the source · abstract, characters 1182–1307 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Compound 7 induced intrinsic-pathway apoptosis without overt necrosis.

Taxon
Aizoon africanumAizoon africanumt0
Material
Compound 7e0
Outcome
inducing apoptosis through the intrinsic pathway without causing overt necrosise0

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

Aizoon africanum
Aizoon africanum · TaxonSAplants · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Compound 7 (2′,4′-dihydroxychalcone) was identified as inducing apoptosis through the intrinsic pathway without causing overt necrosis.”

✓ located verbatim in the source · abstract, characters 1308–1443 · show in text ↑
t0

“Aizoon africanum”

✓ located verbatim in the source · title, characters 25–41 · show in text ↑