Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University , Kunming 650091, People's Republic of China.
First Affiliated Hospital of Kunming Medical University , Kunming 650031, People's Republic of China.
J Nat Prod. 2017 Apr 28;80(4):798-804. doi: 10.1021/acs.jnatprod.6b00391. Epub 2017 Apr 3.
A new coumarin, anisucoumaramide (1), and a new δ-truxinate derivative, anisumic acid (2), were isolated from Clausena anisum-olens. Their structures were elucidated from extensive NMR and MS data. The absolute configurations of the coumarins were assigned using the experimental and calculated electronic circular dichroism data. Anisucoumaramide (1) represents the first example of a naturally occurring coumarin of which the terpenoidal side chain does not comply with the biosynthesis isoprene rule due to the presence of an unprecedented acetamido motif directly connected with the terpenoidal side chain. The δ-truxinate derivative was isolated from Clausena species for the first time. Compound 1 showed high selectivity for the MAO-B isoenzyme and inhibitory activity in the nanomolar range. Putative biosynthesis pathways toward 1 and 2 are proposed.
从山茱萸科吴茱萸属植物芫荽中分离得到一个新的香豆素，即茴芹酰胺（1），以及一个新的 δ-牛扁碱衍生物，即茴芹酸（2）。通过广泛的 NMR 和 MS 数据分析确定了它们的结构。通过实验和计算的电子圆二色谱数据确定了香豆素的绝对构型。茴芹酰胺（1）是第一个萜类侧链不符合生物合成异戊二烯规则的天然香豆素，因为其具有一个前所未有的乙酰胺基模直接与萜类侧链相连。δ-牛扁碱衍生物也是首次从吴茱萸属植物中分离得到。化合物 1 对 MAO-B 同工酶具有高选择性，并且在纳摩尔范围内具有抑制活性。提出了 1 和 2 的可能生物合成途径。
