Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100 Nairobi, Kenya.
Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden.
J Nat Prod. 2024 Apr 26;87(4):1003-1012. doi: 10.1021/acs.jnatprod.3c01288. Epub 2024 Apr 5.
Three new (-) and six known rotenoids (-), along with three known isoflavones (-), were isolated from the leaves of ssp. . A new glycosylated isoflavone (), four known isoflavones (-), and one known chalcone () were isolated from the root wood extract of the same plant. The structures were elucidated by NMR and mass spectrometric analyses. The absolute configuration of the chiral compounds was established by a comparison of experimental ECD and VCD data with those calculated for the possible stereoisomers. This is the first report on the use of VCD to assign the absolute configuration of rotenoids. The crude leaves and root wood extracts displayed anti-RSV (human respiratory syncytial virus) activity with IC values of 0.7 and 3.4 μg/mL, respectively. Compounds , , , , and showed anti-RSV activity with IC values of 0.4-10 μM, while compound exhibited anti-HRV-2 (human rhinovirus 2) activity with an IC of 4.2 μM. Most of the compounds showed low cytotoxicity for laryngeal carcinoma (HEp-2) cells; however compounds , , and exhibited low cytotoxicity also in primary lung fibroblasts. This is the first report on rotenoids showing antiviral activity against RSV and HRV viruses.
从 的叶部分离得到三个新的（-）和六个已知的鱼藤酮类化合物（-），以及三个已知的异黄酮（-）。从同一植物的根木提取物中分离得到一个新的糖基化异黄酮（），四个已知的异黄酮（-）和一个已知的查尔酮（）。通过 NMR 和质谱分析阐明了结构。通过比较实验 ECD 和 VCD 数据与可能的立体异构体的计算数据，确定了手性化合物的绝对构型。这是首次使用 VCD 来分配鱼藤酮类化合物的绝对构型的报告。粗叶和根木提取物显示出抗 RSV（人呼吸道合胞病毒）活性，IC 值分别为 0.7 和 3.4 μg/mL。化合物 、 、 、 、 和 表现出抗 RSV 活性，IC 值为 0.4-10 μM，而化合物 表现出抗 HRV-2（人鼻病毒 2）活性，IC 值为 4.2 μM。大多数化合物对喉癌细胞（HEp-2）的细胞毒性低；然而，化合物 、 、 和 对原代肺成纤维细胞也表现出低细胞毒性。这是首次报道鱼藤酮类化合物对 RSV 和 HRV 病毒具有抗病毒活性。
