Departamento de Farmacia, Facultad de Química and Programa de Maestría y Doctorado en Ciencias Químicas, Universidad Nacional Autónoma de México, Ciudad Universitaria, Mexico City, 04510, Mexico.
Departamento de Farmacia, Facultad de Química and Programa de Maestría y Doctorado en Ciencias Químicas, Universidad Nacional Autónoma de México, Ciudad Universitaria, Mexico City, 04510, Mexico.
Phytochemistry. 2020 Nov;179:112481. doi: 10.1016/j.phytochem.2020.112481. Epub 2020 Oct 2.
Dihydro-furanones are bioactive compounds isolated from various plants, marine fungi, and sponges. The present investigation describes the isolation by recycling HPLC and structural characterization by NMR of four previously undescribed 2(5H)-furanones, monticofuranolide A and pectinolides N-P, one phenylpropanoid, rosmarinic acid, and five known flavonoids, in addition to the undescribed natural flavonoid, 2R,3R-dihydrogossipetin or 5,7,8,3',4'-pentahydroxy flavanonol, from collections of H. monticola Mart. ex Benth and Hyptis pectinata (L.) Poit. Chemical correlations, resembling the biogenetic relationship of the isolated 2(5H)-furanones with their 5,6-dihydro-2H-pyran-2-one precursors, were accomplished to confirm their absolute configuration. Density functional theory-NMR/ECD calculations have been used to solve the absolute configuration for this type of compounds.
二氢呋喃酮是从各种植物、海洋真菌和海绵中分离出来的生物活性化合物。本研究描述了通过循环 HPLC 进行分离，并通过 NMR 对结构进行了表征，分离出了四种以前未描述的 2(5H)-呋喃酮，即 monticofuranolide A 和 pectinolides N-P，一种苯丙素类化合物迷迭香酸，以及五种已知的类黄酮，此外还有一种以前未描述的天然类黄酮，2R,3R-二氢杜鹃素或 5,7,8,3',4'-五羟基黄酮醇，它们来自 H. monticola Mart. ex Benth 和 Hyptis pectinata (L.) Poit 的收集。化学相关性，类似于分离的 2(5H)-呋喃酮与其 5,6-二氢-2H-吡喃-2-酮前体的生物发生关系，已被完成以确认它们的绝对构型。密度泛函理论-NMR/ECD 计算已用于解决此类化合物的绝对构型。
