Paper · 2025 · Chemistry & Biodiversity

Prenylated Chalcones From Roots of Kidney Vetch (Anthyllis vulneraria L.) With Antiproliferative Activity

Peter Lorenz; Jürgen Conrad; Iris Klaiber; et al.

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claims
11
verbatim quotes
2
citations
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research areas
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Open access

Abstract

ABSTRACT Kidney vetch ( Anthyllis vulneraria L.) is an old medicinal plant mostly known for ethnomedicine. Nowadays, its herbal parts are only scarcely used in phytotherapy, whereas medicinal applications of roots have not been reported so far. In this study, we investigated ethyl acetate (EtOAc) extracts obtained by solvent partition of an acetone/water crude extract of A. vulneraria roots. Mainly prenylated chalcones, flavones, isoflavones, and cinnamic acid derivatives dominated the compound profile when the extracts were studied by HPLC–ESI–(HR)MS n and GC–MS analysis. Two main chalcones ( 23 and 24 ) were isolated from the EtOAc extracts by several consecutive preparative chromatographic steps. Based on 1D‐ and 2D‐NMR data 24 was assigned to the known compound kanzonol C, while 23 was identified as a novel chalcone. Moreover, antiproliferative activities of the EtOAc extract and of isolated chalcones were investigated in different liver, breast, and thyroid carcinoma cell lines. Interestingly, the EtOAc extract and 24 exhibited the most pronounced decrease of cell viability in the MDA‐MB468 breast carcinoma cell line with an IC 50 value of 5.97 µM. Two synthetic derivatives of 24 (hexahydro‐ and triacetyl kanzonol, 30 , 31 , respectively), 23 and isobavachalcone 18 were less active (IC 50 > 11.7 µM). Thus, the prenylated chalcones detected in A. vulneraria roots appear to be promising lead structures for further antiproliferative studies.

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Claims 5

Observationobservedoriginal resultmeasured

Claim · model-written summary

The root extract profile was dominated by prenylated chalcones, flavones and isoflavones.

Taxon
Kidney vetchAnthyllis vulnerariat0
Organ / stage
Rootst1
Outcome
prenylated chalcones, flavones, isoflavonese0

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

Anthyllis vulneraria
Anthyllis vulneraria · TaxonIvar Leidus · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Mainly prenylated chalcones, flavones, isoflavones, and cinnamic acid derivatives dominated the compound profile”

✓ located verbatim in the source · abstract, characters 395–507 · show in text ↑
t0

“Kidney Vetch (Anthyllis vulneraria L.)”

✓ located verbatim in the source · title, characters 35–73 · show in text ↑
t1

“Roots of Kidney Vetch”

✓ located verbatim in the source · title, characters 26–47 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Cinnamic acid derivatives also dominated the root extract profile.

Taxon
Kidney VetchAnthyllis vulnerariat0
Organ / stage
Rootst0
Outcome
cinnamic acid derivativese0

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

Anthyllis vulneraria
Anthyllis vulneraria · TaxonIvar Leidus · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“cinnamic acid derivatives dominated the compound profile”

✓ located verbatim in the source · abstract, characters 451–507 · show in text ↑
t0

“Roots of Kidney Vetch”

✓ located verbatim in the source · title, characters 26–47 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Two main chalcones were isolated from the root extracts.

Taxon
Kidney VetchAnthyllis vulnerariat0
Organ / stage
Rootst0
Outcome
Two main chalcones ( 23 and 24 )e0

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

Anthyllis vulneraria
Anthyllis vulneraria · TaxonIvar Leidus · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Two main chalcones ( 23 and 24 ) were isolated from the EtOAc extracts”

✓ located verbatim in the source · abstract, characters 580–650 · show in text ↑
t0

“Roots of Kidney Vetch”

✓ located verbatim in the source · title, characters 26–47 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Chalcone 24 was identified as kanzonol C.

Taxon
Kidney VetchAnthyllis vulnerariat0
Organ / stage
Rootst0
Outcome
kanzonol Ce0

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

Anthyllis vulneraria
Anthyllis vulneraria · TaxonIvar Leidus · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“24 was assigned to the known compound kanzonol C”

✓ located verbatim in the source · abstract, characters 738–786 · show in text ↑
t0

“Roots of Kidney Vetch”

✓ located verbatim in the source · title, characters 26–47 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Chalcone 23 was identified as novel.

Taxon
Kidney VetchAnthyllis vulnerariat0
Organ / stage
Rootst0
Outcome
novel chalconee0

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

Anthyllis vulneraria
Anthyllis vulneraria · TaxonIvar Leidus · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“23 was identified as a novel chalcone”

✓ located verbatim in the source · abstract, characters 794–831 · show in text ↑
t0

“Roots of Kidney Vetch”

✓ located verbatim in the source · title, characters 26–47 · show in text ↑