Yamazaki Shigekazu, Miyazaki Makoto
Antianti Co., Ltd., 5-8 Hatago, Toyama, Toyama, 930-0069, Japan.
Toyama Industrial Technology Research and Development Center, 150 Futagami, Takaoka, Toyama, 933-0981, Japan.
Sci Rep. 2025 Jul 2;15(1):23477. doi: 10.1038/s41598-025-08925-z.
The powdery scent of orris root oil adds elegance and depth to any fragrance. However, orris root oil is one of the most expensive essential oils due to a lengthy six-year production process. If compounds with the powdery scent could be supplied by chemical synthesis at a lower cost than natural products, there would be a large demand. In the course of our research into the synthesis and olfactory evaluation of irone isomers, we found that (±)-β-irone, a minor component of orris root oil, has an excellent powdery aroma. In this study, we report a new synthetic method for (±)-β-irone and the results of its olfactory evaluation. The synthesis of (±)-β-irone was accomplished using commercially available 3-methylcyclohexanone as the starting material. The olfactory evaluation of synthesized (±)-β-irone was performed. (±)-β-Irone has been found to have a strong, transparent, fruity green top note, a rich violet floral heart note, and a clear, powerful, and long-lasting powdery last note with a woody odor. We considered that some part of the powdery fragrance of orris root oil originates from β-irone, and that β-irone is an excellent flavoring and fragrance material that can be used as a substitute for natural orris root oil.
鸢尾根油的粉质香气为任何香水增添了优雅与深度。然而，由于生产过程长达六年，鸢尾根油是最昂贵的精油之一。如果能够通过化学合成以低于天然产品的成本提供具有粉质香气的化合物，将会有很大的需求。在我们对鸢尾酮异构体的合成及嗅觉评价的研究过程中，我们发现鸢尾根油的次要成分（±）-β-鸢尾酮具有出色的粉质香气。在本研究中，我们报告了一种合成（±）-β-鸢尾酮的新方法及其嗅觉评价结果。以市售的3-甲基环己酮为起始原料完成了（±）-β-鸢尾酮的合成。对合成的（±）-β-鸢尾酮进行了嗅觉评价。已发现（±）-β-鸢尾酮具有强烈、清新、果味的绿色前调，浓郁的紫罗兰花香中调，以及带有木质气味的清晰、浓郁且持久的粉质后调。我们认为鸢尾根油的部分粉质香气源自β-鸢尾酮，并且β-鸢尾酮是一种出色的调味和香料原料，可作为天然鸢尾根油的替代品。
