Synthesis and Distribution of (─)-Mintsulfide, a Novel Sulfur-containing Sesquiterpene

Takahashi, Katsuhiro; Muraki, Shigeru; Yoshida, Toshio

doi:10.1080/00021369.1981.10864466

Cited by 10 publications

(10 citation statements)

References 3 publications

(4 reference statements)

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“…This time, mintsulfide was newly identified from Yuzu and Kabosu juice in trace amount, and indole was also identified from Kabosu juice in trace amount for the first time. It is reported that mintsulfide, a sulfur‐containing sesquiterpene, had arisen from germacrene D by irradiation in the presence of sulfur and identified in spearmint oil, chamomile blue oil, davana oil, basil oil, citronella oil and so on …”

Section: Resultsmentioning

confidence: 99%

Characteristic volatile components of Japanese sour citrus fruits: Yuzu, Sudachi and Kabosu

Tomiyama

Aoki

Oikawa

et al. 2012

Flavour & Fragrance J

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The volatile components of both the peel and juice of three major Japanese sour citrus cultivars with pleasant flavour, Yuzu (Citrus junos Sieb. ex Tanaka), Sudachi (Citrus sudachi Hort. ex Shirai) and Kabosu (Citrus sphaerocarpa Hort. ex Tanaka) were investigated using the solvent assisted flavour evaporation technique after solvent extraction. Limonene was the most abundant monoterpene hydrocarbon in all the extracts, followed by γ‐terpinene and β‐phellandrene in Yuzu and Sudachi and by myrcene in Kabosu. Mintsulfide was newly identified in juice extracts from Yuzu and Kabosu. Among the oxygenated components of these extracts, linalool was the most abundant in both the peel and juice of Yuzu and the peel of Sudachi, while both the peel and juice of Kabosu revealed the presence of high quantity of saturated aliphatic aldehydes. Wine lactone and rose oxide were identified in all the extracts, which have not been previously reported to occur in these citrus cultivars. The odour‐active components of each oxygenated fraction were revealed by aroma extract dilution analysis. Linalool, trans‐4,5‐epoxy‐(2E)‐decenal and wine lactone showed relatively high flavour dilution factors in the peel and juice of these citrus cultivars. The enantiomeric distribution of linalool, cis‐rose oxide, β‐citronellol and wine lactone was determined using a multi‐dimensional chiral gas chromatography–mass spectrometry. With regard to linalool, the (R)‐enantiomer was predominant in Yuzu and the (S)‐enantiomer in Sudachi and Kabosu. Copyright © 2012 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 99%

Characteristic volatile components of Japanese sour citrus fruits: Yuzu, Sudachi and Kabosu

Tomiyama

Aoki

Oikawa

et al. 2012

Flavour & Fragrance J

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“…Mint sulfide has been identified in many oils important in the perfume industry, including peppermint, spearmint, pepper, ylang-ylang, narcissus, geranium, chamomile, davana [98] and rose oil [119], as well as cumin oil [120].…”

Section: Sulfur and Nitrogen Compounds Of Essential Oilsmentioning

confidence: 99%

Chemistry and Bioactivity of Essential Oils

Carson

Hammer

2010

Lipids and Essential Oils as Antimicrobial Agents

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“…Mintsulfide and indole, present in trace amounts, were newly identified from the Kabosu juice. It is reported that mintsulfide, a sulfurcontaining sesquiterpene, was identified in spearmint oil, chamomile blue oil, davana oil, basil oil, and so on [3].…”

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confidence: 99%

Characteristic Volatile Components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka)

Tomiyama

Aoki

Oikawa

et al. 2011

Natural Product Communications

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The volatile components of both peel and juice of Japanese citrus, Kabosu (Citrus sphaerocarpa Hort. ex Tanaka) were investigated using SAFE (Solvent Assisted Flavor Evaporation) technique after solvent extraction. In this study, wine lactone, rose oxide, (2E)-4,5-epoxy-2decenal, mintsulfide, and indole were newly identified from Kabosu. AEDA (Aroma Extract Dilution Analysis) of the oxygenated fraction of the peel extract showed high FD (Flavor Dilution) factors for linalool, (2E)-4,5-epoxy-2-decenal, octanal, (4Z)-decenal, β-citronellol, geraniol, and wine lactone, while wine lactone, linalool, eugenol, geraniol, and (2E)-4,5-epoxy-2-decenal from the juice extract. The enantiomeric distribution of linalool, cis-rose oxide, β-citronellol, and wine lactone were also determined using a multidimensional chiral GC/MS.

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Synthesis and Distribution of (─)-Mintsulfide, a Novel Sulfur-containing Sesquiterpene

Cited by 10 publications

References 3 publications

Characteristic volatile components of Japanese sour citrus fruits: Yuzu, Sudachi and Kabosu

Characteristic volatile components of Japanese sour citrus fruits: Yuzu, Sudachi and Kabosu

Chemistry and Bioactivity of Essential Oils

Characteristic Volatile Components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka)

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