Consiglio per la Ricerca e la Sperimentazione in Agricoltura, Centro di Ricerca per le Colture Industriali (CRA-CIN), Bologna, Italy.
J Agric Food Chem. 2013 Jan 9;61(1):137-42. doi: 10.1021/jf3041534. Epub 2012 Dec 18.
Pentadiplandra brazzeana Baillon (Pentadiplandraceae) is known to contain benzyl-, 3-methoxybenzyl-, 4-methoxybenzyl-, 3,4-dimethoxybenzyl-, and indole-type glucosinolates, and the essential oil obtained from its roots is mainly constituted of benzyl isothiocyanate and benzyl cyanide. In a previous study by the authors, it was surmised that partial hydrolytic degradation of 4-methoxybenzyl isothiocyanate, one major expected compound, occurred during the hydrodistillation process of essential oil preparation. To probe this hypothesis, a selection of diversely substituted benzylic-type isothiocyanates was submitted to standard hydrodistillation-mimicking conditions. After extraction with dichloromethane, the reaction mixtures were analyzed using GC-MS. The aqueous phases resulting from liquid-liquid extraction were analyzed by HPLC and GC-MS. 2-Methoxybenzyl, 4-methoxybenzyl, 3,4-dimethoxybenzyl, and 3,4,5-trimethoxybenzyl isothiocyanates underwent conversion into 2-methoxybenzyl, 4-methoxybenzyl, 3,4-dimethoxybenzyl, and 3,4,5-trimethoxybenzyl alcohols, respectively, whereas benzyl, 3-methoxybenzyl, and 4-chlorobenzyl isothiocyanates were converted into the corresponding benzylamines.
Pentadiplandra brazzeana Baillon（Pentadiplandraceae）被发现含有苄基、3-甲氧基苄基、4-甲氧基苄基、3,4-二甲氧基苄基和吲哚型硫代葡萄糖苷，其根提取的精油主要由苄基异硫氰酸酯和苄基氰组成。在作者之前的一项研究中，推测在精油制备的水蒸馏过程中，主要预期化合物之一的 4-甲氧基苄基异硫氰酸酯发生了部分水解降解。为了验证这一假设，选择了一系列不同取代的苄基型异硫氰酸酯进行标准水蒸馏模拟条件处理。用二氯甲烷萃取后，使用 GC-MS 分析反应混合物。通过液液萃取得到的水相通过 HPLC 和 GC-MS 进行分析。2-甲氧基苄基、4-甲氧基苄基、3,4-二甲氧基苄基和 3,4,5-三甲氧基苄基异硫氰酸酯分别转化为 2-甲氧基苄基、4-甲氧基苄基、3,4-二甲氧基苄基和 3,4,5-三甲氧基苄基醇，而苄基、3-甲氧基苄基和 4-氯苄基异硫氰酸酯则转化为相应的苄基胺。
