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. 2025 Sep;22(9):e202402696.
doi: 10.1002/cbdv.202402696. Epub 2025 May 1.

Phytochemical Investigation and Biological Evaluation of Disynaphia filifolia: A Novel Source of Tremetone in Asteraceae

Yasmin Rodrigues Chierici  1 , Anderson Valdiney Gomes Ramos  1 , Drielli Rhiane Peres Colhado Areas  1 , Alana Carla Battistella  2 , Solange Maria Cottica  2 , Tatiana Shioji Tiuman  2 , Helena Mannochio-Russo  3 , Ana Lucia Tasca Gois Ruiz  4 , Mary Ann Foglio  4 , Marta Regina Barrotto do Carmo  5 , Maria Helena Sarragiotto  1 , Debora Cristina Baldoqui  1
Affiliations

Phytochemical Investigation and Biological Evaluation of Disynaphia filifolia: A Novel Source of Tremetone in Asteraceae

Yasmin Rodrigues Chierici et al. Chem Biodivers. 2025 Sep.

Abstract

Chemical investigation of Disynaphia filifolia (Hassl.) R.M. King & H. Rob. (Asteraceae) led to the isolation of eight compounds, with tremetone being the major metabolite recovered. Tremetone has been suggested as the toxic compound in Ageratina altissima and Isocoma pluriflora, two species of the Asteraceae family. Although D. filifolia is not classified as a toxic species, tremetone was identified as the major compound in the crude extract of this species, constituting approximately 21% of the total content. Furthermore, 22 compounds were annotated using dereplication techniques, ultra-high-performance liquid chromatography coupled with high-resolution tandem mass spectrometry, and a molecular networking approach. Antiproliferative assays indicated that tremetone was weakly active against the human tumor cell lines tested, proving to be even more toxic to non-tumor cells compared to tumor cell lines. Moreover, the potential antioxidant and antibacterial activities of the crude extract and fractions of D. filifolia are reported herein.

Keywords: Asteraceae; benzofurans; biological activity; flavonoids; molecular networking; toxin.

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Conflict of interest statement

The authors declare no conflicts of interest.

Figures

FIGURE 1
FIGURE 1
Chemical constituents isolated from the aerial parts of Disynaphia filifolia.
FIGURE 2
FIGURE 2
Chromatograms obtained by injection of tremetone (1) standard (A) and the crude extract of Disynaphia filifolia (B). Analysis conditions: elution isocratic: water/acetonitrile (8:2, v/v); flow rate 0.8 mL/min at λ = 280 nm.
FIGURE 3
FIGURE 3
Molecular networking of the dichloromethane and ethyl acetate fractions of D. filifolia analyzed by ultra‐high‐performance liquid chromatography coupled to high‐resolution tandem mass spectrometry (UHPLC‐HRMS/MS) in the negative ionization mode. Nodes represent detected compounds and are colored according to the respective fraction.
FIGURE 4
FIGURE 4
Molecular networking of the dichloromethane and ethyl acetate fractions of D. filifolia analyzed by UHPLC‐HRMS in positive mode. Nodes represent detected compounds and are colored according to the respective fraction.
See this image and copyright information in PMC

References

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