两对Z/E异构苯并呋喃对映体，其具有前所未有的碳骨架，特征为在呋曲香豆素的α-吡喃环中发生环断裂和加成反应，分别命名为rutabenzofuran A [(+)-1和(-)-1]和rutabenzofuran B [(+)-2和(-)-2]，作为少量化合物从芸香(Ruta graveolens L.)总提取物中分离出来。它们的结构由广泛的光谱数据分析确定。通过光学旋转与先前研究和实验性圆二色性（CD）光谱与计算出的电子CD (ECD)光谱进行比较，确定了绝对构型。(-)-1，(+)-2和(-)-2被评估其抗菌、抗凝血、抗癌和乙酰胆碱酯酶（AChE）抑制活性。未观察到抗癌或抗凝血活性，但(-)-2对沙门氏菌亚种Enterica表现出微弱抗菌活性。同时，(-)-1，(+)-2和(-)-2显示出对AChE的微弱抑制活性。版权所有©2023 Elsevier Ltd.

Two pairs of Z/E isomeric benzofuran enantiomers possessing unprecedented carbon skeletons featuring ring cleavage and addition reactions in the α-pyrone ring of furocoumarin, named rutabenzofuran A [(+)-1 and (-)-1], and rutabenzofuran B [(+)-2 and (-)-2], respectively, were isolated as minor compounds from the water extract of the aerial part of Ruta graveolens L. Their structures were determined by extensive spectroscopic data analysis. The absolute configurations were assigned by comparing the optical rotation with previous research and the experimental circular dichroism (CD) spectra with the calculated electronic CD (ECD) spectra. (-)-1, (+)-2, and (-)-2 were evaluated for antibacterial, anticoagulant, anticancer, and acetylcholinesterase (AChE) inhibitory activities. No anticancer or anticoagulant activities were observed, yet (-)-2 exhibited weak antibacterial activity against Salmonella enterica subsp. Enterica. At the same time, (-)-1, (+)-2, and (-)-2 displayed weak inhibitory activity on AChE.Copyright © 2023. Published by Elsevier Ltd.