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大花茉莉花香:运用化学和分子方法研究芳樟醇对映体在不同发育阶段的变化

Scent from Jasminum grandiflorum flowers: Investigation of the change in linalool enantiomers at various developmental stages using chemical and molecular methods.

作者信息

Pragadheesh V S, Chanotiya Chandan S, Rastogi Shubhra, Shasany Ajit K

机构信息

Laboratory of Aromatic Plants and Chiral Separation, Chemical Sciences Division, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow, 226 015, India; Academy of Scientific and Innovative Research, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow, 226 015, India.

Laboratory of Aromatic Plants and Chiral Separation, Chemical Sciences Division, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow, 226 015, India; Academy of Scientific and Innovative Research, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow, 226 015, India.

出版信息

Phytochemistry. 2017 Aug;140:83-94. doi: 10.1016/j.phytochem.2017.04.018. Epub 2017 Apr 29.

Abstract

Jasminum species are among the most preferred fresh cut flowers in India since ancient times. The plant produces small and fragrant flowers, which are of great demand in the preparation of fragrant garlands and also in perfume industries. Floral volatile of Jasminum grandiflorum L. (Family: Oleaceae) was extracted using solid-phase microextraction and analyzed in enantioselective gas chromatography. Chemical classes of identified volatiles revealed the presence of terpenoids, phenylpropanoids, and fatty acid derivatives. Marker constituent of flower volatiles, linalool was selected for analytical characterization on ethyl- and acetyl-β-cyclodextrin stationary phase. (R)-(-)-Linalool was found as major enantiomer in volatiles of floral buds whereas (S)-(+)-linalool predominated in the volatiles of matured flowers. Simultaneously, a quantitative real-time PCR was performed to find the gene expression of linalool synthase to investigate the mechanism of enantiomeric inversion. The emission pattern of (R)-(-)-linalool at different flower developmental stages was well correlated (P = 0.01) with the gene expression of the cloned linalool synthase from J. grandiflorum. We observed that the successive change in (R)- to (S)-linalool ratio from bud to mature flower was mainly due to the enantio- specific transformation and temporal decline of (R)-linalool producing gene in J. grandiflorum. This enantiomeric change also leads to the difference in flower aroma. Furthermore, this is probably the reason behind consumer's acceptance for jasmine buds rather than bloomed flowers in cut flower segments.

摘要

自古以来,茉莉属植物就是印度最受欢迎的鲜切花之一。该植物开出小巧芬芳的花朵,在制作香花环以及香水行业中需求量极大。采用固相微萃取法提取了大花茉莉(家族:木犀科)的花香挥发物,并通过对映体选择性气相色谱法进行分析。已鉴定挥发物的化学类别显示存在萜类化合物、苯丙素类化合物和脂肪酸衍生物。选择花香挥发物的标志性成分芳樟醇,在乙基-β-环糊精和乙酰-β-环糊精固定相上进行分析表征。发现(R)-(-)-芳樟醇是花芽挥发物中的主要对映体,而(S)-(+)-芳樟醇在成熟花朵的挥发物中占主导地位。同时,进行了定量实时聚合酶链反应以检测芳樟醇合酶的基因表达,从而研究对映体转化的机制。不同花朵发育阶段(R)-(-)-芳樟醇的释放模式与从大花茉莉中克隆的芳樟醇合酶的基因表达具有良好的相关性(P = 0.01)。我们观察到,从芽到成熟花,(R)-芳樟醇与(S)-芳樟醇比例的连续变化主要是由于大花茉莉中产生(R)-芳樟醇的基因的对映体特异性转化和随时间的下降。这种对映体变化也导致了花香气的差异。此外,这可能是消费者在切花市场中更青睐茉莉芽而非盛开花朵的原因。

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