Formation of Thioxopyrrolidines and Dithiocarbamates from 4-Methylthio-3-butenyl Isothiocyanates, the Pungent Principle of Radish, in Aqueous Media

التفاصيل البيبلوغرافية
العنوان: Formation of Thioxopyrrolidines and Dithiocarbamates from 4-Methylthio-3-butenyl Isothiocyanates, the Pungent Principle of Radish, in Aqueous Media
المؤلفون: Kenji Yanagi, Koichi Yoneyama, Yasushi Uda, Hiroki Matsuoka, Yoshinori Toda, Asaka Takahashi
المصدر: Bioscience, Biotechnology, and Biochemistry. 61:2109-2112
بيانات النشر: Informa UK Limited, 1997.
سنة النشر: 1997
مصطلحات موضوعية: Antifungal, Aqueous solution, Aqueous medium, medicine.drug_class, Organic Chemistry, Methanethiol, Biological activity, General Medicine, Pharmacognosy, Antimicrobial, Applied Microbiology and Biotechnology, Biochemistry, Analytical Chemistry, chemistry.chemical_compound, chemistry, Isothiocyanate, medicine, Organic chemistry, Molecular Biology, Biotechnology
الوصف: Reaction products of 4-methylthio-3-butenyl isothiocyanate (MTBI), the radish pungent principle, in aqueous media were identified and their antimicrobial activities were examined. A rapid degradation of MTBI in aqueous media afforded a mixture of 3-(hydroxy)methylene-2-thioxopyrrolidine (1), (Z)-3-(methylthio)-methylene-2-thioxopyrrolidine (2), its (E)-isomer (3), methyl 4-methylthiobutyldithiocarbamate (4), methyl (Z)-4-methylthio-3-butenyldithiocarbarnaie (5), and its (E)-isomer (6). The products 1, 2, and 3 were detected at all pHs examined, while 4, 5, and 6 were formed at pH over 6.0. The formation of 4 from 6 was accompanied by an oxidation of methanethiol released from MTBI in aqueous media. Antimicrobial activities of 2 and 3 against all microbes examined were much lower than that of 1, which had MICs ranging from 50 to 400 μg/ml. As for 4, 5, and 6, antifungal activities were comparable to that of 1, but little antibacterial activities were observed. The antimicrobial activities of the six products were considered to be far lower than that of MTBI.
تدمد: 1347-6947
0916-8451
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f33928354063e817f934f156214ceb8a
https://doi.org/10.1271/bbb.61.2109
رقم الأكسشن: edsair.doi.dedup.....f33928354063e817f934f156214ceb8a
قاعدة البيانات: OpenAIRE