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A role for fluorine in flavours, fragrances and pheromones?
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2019-11-15 , DOI: 10.1016/j.jfluchem.2019.109420
Phillip T. Lowe , David O’Hagan

Fluorine has been used widely to tune the pharmacokinetic properties of bioactive compounds as they progress through development. Accordingly, selective fluorination has had a major impact in the pharmaceuticals and agrochemicals industries and therefore on human health and well being, though in this context it is notable that fluorine has no presence at all in the flavours and fragrance industries. There does not appear to be an obvious molecular basis for this exclusion. It may be that costs have become prohibitive in this market and it may also be that there are negative perceptions of safety for products that will have intimate contact with healthy individuals, though given the impresssive track record of fluorine to influence the properies of bioactives for health improvement it is a striking omission. It seemed timely therefore to bring to the surface the literature that does exist in this area, if for no other purpose than to begin to explore prospects. We extend the survey to literature in the related area of insect pheromone and semiochemical analogues, as such analogues have the lucrative potential to be used in the field in traps and in small quantities to monitor insect populations. On the face of it, it would appear that there are genuine prospects to develop improved molecules for these purposes using fluorine, however the area remains underdeveloped. In this review we collate those studies which have prepared fluorinated analogues of flavours, fragrance and pheromone molecules and, where known, we discuss their efficacy



中文翻译:

氟在香料,香精和信息素中的作用?

氟已被广泛用于调整生物活性化合物在开发过程中的药代动力学特性。因此,选择性氟化对制药和农用化学工业具有重大影响,因此对人类健康和福祉具有重大影响,尽管在这种情况下,值得注意的是,香料和香料工业中根本不存在氟。这种排除似乎没有明显的分子基础。成本可能已在该市场上变得过高,也可能是对与健康个体密切接触的产品的安全性持负面看法,尽管考虑到氟的令人印象深刻的历史记录会影响健康的生物活性物质的品质。改进是一个明显的遗漏。因此,似乎有必要将这一领域确实存在的文献浮出水面,除非仅仅是为了探索前景而已。我们将调查范围扩展到昆虫信息素和化学信息类似物的相关领域,因为此类类似物具有诱人的潜力,可用于诱捕器中的野外捕捞和少量监测昆虫种群。从表面上看,似乎确实有前景使用氟开发用于这些目的的改良分子,但是该领域仍未开发。在这篇综述中,我们整理了那些制备了香精,香料和信息素分子的氟化类似物的研究,并在已知的情况下讨论了它们的功效。我们将调查范围扩展到昆虫信息素和化学信息类似物的相关领域,因为此类类似物具有诱人的潜力,可用于诱捕器中的野外捕捞和少量监测昆虫种群。从表面上看,似乎确实有前景使用氟开发用于这些目的的改良分子,但是该领域仍未开发。在这篇综述中,我们整理了那些制备了香精,香料和信息素分子的氟化类似物的研究,并在已知的情况下讨论了它们的功效。我们将调查范围扩展到昆虫信息素和化学信息类似物的相关领域,因为此类类似物具有诱人的潜力,可用于诱捕器中的野外捕捞和少量监测昆虫种群。从表面上看,似乎确实有前景使用氟开发用于这些目的的改良分子,但是该领域仍未开发。在这篇综述中,我们整理了那些制备了香精,香料和信息素分子的氟化类似物的研究,并在已知的情况下讨论了它们的功效。看起来确实有前景使用氟开发用于这些目的的改良分子,但是该领域仍未开发。在这篇综述中,我们整理了那些制备了香精,香料和信息素分子的氟化类似物的研究,并在已知的情况下讨论了它们的功效。看起来确实有前景使用氟开发用于这些目的的改良分子,但是该领域仍未开发。在这篇综述中,我们整理了那些制备了香精,香料和信息素分子的氟化类似物的研究,并在已知的情况下讨论了它们的功效。

更新日期:2019-11-18
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