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January 14, 2026Molecules0 citationsOpen Access

Unlocking the Secrets of Roman Chamomile (Anthemis nobilis L.) Essential Oil: Structural Elucidation and Acute Toxicity of New Esters

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NRNiko S. RadulovićMMMarko Z. Mladenović

Key Points

  • The study aims to characterize the essential oil of Roman chamomile and assess the toxicity of its new ester compounds.
  • Utilized GC-MS for profiling two commercial essential oils of Roman chamomile
  • Identified constituents using reference compounds and chromatographic fractions
  • Examined chemical reactivity through model Michael additions
  • Evaluated acute toxicity using an Artemia salina assay
  • Identified 190 constituents in Roman chamomile essential oil
  • Discovered four new esters, including methallyl senecioate and 5-methylhexyl angelate
  • Most esters and essential oil were non-toxic in the Artemia salina assay
  • Methacrylates showed low toxicity at high concentrations

Abstract

To address gaps in the characterization of Roman chamomile (Anthemis nobilis L., Asteraceae)—an ethnobotanically and commercially important species—we profiled its essential oil (EO), focusing on esters that are incompletely characterized or unreported. Comprehensive GC-MS of two commercial EOs and their chromatographic fractions, combined with synthesis and co-injection of reference compounds, enabled the identification of 190 constituents. We uncovered a homologous series of angelates, tiglates, and senecioates by partial-ion-current (PIC) screening (m/z 55, 83, 100, 101), augmented by co-injection and NMR confirmation. Among these EO constituents, four esters, methallyl 3-methylbutanoate (6h), methallyl senecioate (3h), 3-methylpentyl 2-methylbutanoate (5c), and 5-methylhexyl angelate (2g) are reported here as new natural products and previously unreported compounds in the literature. Selected methacrylates and related α,β-unsaturated esters underwent model Michael additions to methanethiol (generated in situ from dimethyl disulfide and NaBH4), confirming their thiol-acceptor reactivity. In an Artemia salina assay, the EO and most esters were non-toxic; methacrylates showed only low toxicity at the highest concentrations. These results refine the chemical map of A. nobilis EO and highlight specific ester families for future mechanistic and biological evaluation.

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Cite This Study

Radulović et al. (2026) studied this question.

synapsesocial.com/papers/6966f31d13bf7a6f02c00d1ehttps://doi.org/10.3390/molecules31020256
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