Bang Sunghee, Kim Jaekyeong, Oh Jiwon, Kim Ji-Seok, Yu Seong-Ryong, Deyrup Stephen, Bahn Yong-Sun, Shim Sang Hee
College of Pharmacy, Duksung Women's University, Seoul 01369, Korea.
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Korea.
Mar Drugs. 2022 Mar 7;20(3):195. doi: 10.3390/md20030195.
Six new β-resorcylic acid derivatives (- and ) were isolated from a halophyte-associated fungus, JS0419, together with four previously reported β-resorcylic acid lactones (RALs). The relative and absolute stereochemistry of was completely established by a combination of spectroscopic data and chemical reactions. The structures of the isolated compounds were elucidated by analysis of HRMS and NMR data. Notably, compounds - had a β-resorcylic acid harboring a long unesterified aliphatic side chain, whereas the long aliphatic chains were esterified to form macrolactones in -. Among the isolated compounds, monocillin I and radicicol showed potent antifungal activities against , comparable to clinically available antifungal agents and radicicol showed weak antifungal activity against . These findings provide insight into the chemical diversity of fungal RAL-type compounds and their pharmacological potential.
从一种与盐生植物相关的真菌JS0419中分离出六种新的β-间苯二酚酸衍生物(-和),以及四种先前报道的β-间苯二酚酸内酯(RALs)。通过光谱数据和化学反应相结合的方法,完全确定了的相对和绝对立体化学结构。通过对高分辨质谱(HRMS)和核磁共振(NMR)数据的分析,阐明了分离出的化合物的结构。值得注意的是,化合物-具有一个带有长的未酯化脂肪族侧链的β-间苯二酚酸,而在-中长脂肪族链被酯化形成大环内酯。在分离出的化合物中,单青霉素I和萝卜宁对显示出较强的抗真菌活性,与临床可用的抗真菌剂相当,且萝卜宁对显示出较弱的抗真菌活性。这些发现为真菌RAL型化合物化学多样性及其药理潜力提供了见解。