Phenylethyl isothiocyanates

Phenylethyl isobutyrate 2-Phenylethyl isobutyrate P-Phenylethyl isobutyrate. See Phenethyl isobutyrate Phenylethyl isothiocyanate 2-Phenylethyl isothiocyanate p-Phenylethyl isothiocyanate. See Phenethyl isothiocyanate Phenylethyl isovalerate 2-Phenylethyl isovalerate P-Phenylethyl isovalerate Phenylethyl isovalerianate. See Phenethyl isovalerate... 

The edible parts of parsnips contain a chemical of insecticidal and strong synergistic nature. This chemical, present in a concentration of about 200 p.p.m., was isolated and identified as 5-allyl-l-methoxy -2, 3-methylene-dioxybenzene or myristicin. Its toxicity to various insects (fruit flies, etc.) was established and compared with pyrethrum and aldrin. A second chemical, identified as 2-phenylethyl isothiocyanate, was found in the edible parts of turnips and rutabaga, which also have been consumed for centuries by humans without obvious harm. 

In the turnip, the concentration was 63 p.p.m. Toxic action against various insects was established. Two cabbage varieties, cauliflower, brussels sprouts, broccoli, kale, mustard, and kohlrabi also contain 2-phenylethyl isothiocyanate as evidenced by gas liquid chromatography and bioassay. Only root tissues had insecticidal activity. 

The second chemical, identified as 2-phenylethyl isothiocyanate (3) was found in the edible parts of turnips (Brassica campestris var. 

Table VI. Toxicity of 2-Phenylethyl Isothiocyanate and Lethane 334a...

Strong promoting activity of phenylethyl isothiocyanate and benzyl isothiocyanate on urinary bladder carcinogenesis in F344 male rats , Int J Cancer, 77 773-7. 

OGAWA K, HIROSE M, SUGIURA S, CUI L, IMAIDA K, OGISO T and SHIRAI T (2001) Dose-dependent promotion by phenylethyl isothiocyanate, a known chemopreventer, of two-stage rat urinary bladder and liver carcinogenesis , Nutr Cancer, 40 134-9. 

FUTAKUCHI M, HIROSE M, MIKI T, TANAKA H, OZAKI M and SHIRAI T (1998) Inhlhition of DMBA-initiated rat mammary tumour development hy l-O-hexyl-2,3,5-trimethylhydroquinone, phenylethyl isothiocyanate, and novel synthetic ascorbic acid derivatives , Eur J Cancer Prev, 7 153-9. 

The first examples of optically active acyclic alkyl dimethyl-amidosulfites 103 with sulfur as the sole chiral atom were prepared (149) according to the reaction sequence shown in Scheme 5 from achiral alcohols and (+)-a-phenylethyl isothiocyanate as an asymmetric reagent. Optically active amidothiosulfites 104 were also synthesized using the same approach (150). 

Isothiocyanates are sulphur- and nitrogen-containing phytochemicals with the general formula R-NSC, e.g. phenylethyl isothiocyanate 199, 3-phenylpropyl isothiocyanate 200 and benzyl isothiocyanate 201 (Structure 4.58). Isothiocyanates occur naturally as glucosinolate conjugates mainly in cruciferous vegetables. Isothiocyanates are also responsible for the typical flavour of these vegetables [1-4,21-23, 25, 54]. 

Main components The glucosinolates sinigrin (0.3% in the fresh plant) and glucona-sturtiin are hydrolysed by the plant enzyme myrosinase to allyl and a-phenylethyl isothiocyanate, the main constituents of the essential oil, which is present in amounts of 0.1 to 1.4%. For further components of the oil see [119, 120]. Furthermore, carbohydrates, ascorbic acid, vitamin B1 and a number of enzymes (lipases, inver-tases, amylases, proteases, peroxidases) have been found in the root. 

Phenylethyl isothiocyanate [2257-09-2] Phenyl isothiocyanate [103-72-0] Trimethylstannyl isothiocyanate [15597-43-0] Tripropylstannyl isothiocyanate [31709-32-7]... 

Phenylethyl isothiocyanate see mustard oils. 3-Phenyl-l-pro >anol see hydrocinnamyl alcohol. 3-Ptienylpropyl cinnamate see storax (oil). Phenylpyruvic acid (2-oxo-3-phenylpropanoic acid). 

Bismethylisothiocyanatomethane. See Methyl isothiocyanate Bis(1-methyl-1-phenylethyl) peroxide. See Dicumyl peroxide Bis (2-methylpropyl) hexanedioate. See Diisobutyl adipate... 

Gluconasturtiin Phenylethyl isothiocyanate Phenylalanine Armoracia rusticana Nasturtium officinalis... 

MSITC 4-methylsulphinylpropyl isothiocyanate, AITC Allyl isothiocyanate, ATC Allyl thiocyanate, SFN Sulforaphane, BITC Benzyl isothiocyanate, PEITC Phenylethyl isothiocyanate, BOITC Benzoyl isothiocyanate, MIC Minimum inhibition concentration... 

Benzyl isothiocyanate (10-86) and 2-(phenylethyl) isothiocyanate (10-87), which arise by hydrolysis of gluconasturtiin and glucotropaeolin, respectively, have the ability to activate some important enzymatic system deactivating carcinogens. 

Isothiocyanates such as benzyl isothiocyanate (50), phenylethyl isothiocyanate (51), 3-phenylpropyl isothiocyanate (52), and so on also are found in essential oils. 

Benzyl isothiocyanate (50) Phenylethyl Isothiocyanate (51) 3-Phenylpropyl isothiocyanate (52)... 

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