The aromatic compound (E)-anethol is widely used in the flavor, fragrance, and medicinal industries. This compound is commonly produced through steam distillation of fennel, star anise, and anise seed. Given the cost of production, these natural and authentic essential oils are commonly adulterated with lower-cost natural materials or synthetic alternatives. The current study investigates essential oil profiles (gas chromatography/mass spectrometry) and stable isotope ratios (gas chromatography/isotope ratio mass spectrometry) of the abundant compound (E)-anethol in both authentic reference standards (n = 15) and commercially available samples (n = 30). This multifaceted analytical approach establishes techniques for ensuring the authenticity of essential oil sources of (E)-anethol and was then used to evaluate the current essential oil market sources of (E)-anethol. These findings report that adulteration of (E)-anethol-containing natural products takes various forms, and a multifaceted analytical approach is recommended for authentication. Of the commercial samples analyzed for this report, 27% were adulterated.

Lavandula angustifolia Mill., lavender, is an aromatic plant in the Lamiaceae family. Lavender, which is native to the Mediterranean region but cultivated throughout the world, is an important economic plant. Several studies have investigated two aspects of this aromatic plant: (1) which pollinators, particularly bees, pollinate lavender, and (2) the composition of lavender essential oil. However, little research has been conducted to investigate how pollination affects either the yield or phytochemistry of lavender. The current study, which was conducted in North America, investigates which bee species visit lavender and how pollination affects plant chemistry, specifically the essential oil produced by lavender. Over the course of the 5-week observational period, a total of 12 species (across 10 genera) of bees were identified visiting lavender. Compared to previous studies on cultivated lavender at the same site (Mt. Nebo Botanical Farm, Mona, UT), four bee species not previously observed on lavender were identified. These included Hoplitis producta, Nomada sp., Osmia trevoris, and Megachile snowi. Pollinated lavender, compared to lavender excluded from pollinators, produced more essential oil (yield (w/w) = 1.49% vs. 1.07%), lower relative amounts of linalool (35.4% vs. 39.9%), and higher relative amounts of linalyl acetate (21.3% vs. 16.8%). The findings of this study demonstrate the ecological interactions between pollinators and lavender, and how those interactions impact phytochemistry.