Lai Yongji, Zhong Yu-Ting, Liang Yu, Chen Wei-Chen, Liao Qiuyan, Li Mu, Han Pan, Cai You-Sheng, Wang Fuqian
Department of Pharmacy, The Central Hospital of Wuhan, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China.
Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education and School of Pharmaceutical Sciences, Wuhan University, Wuhan, China.
Front Pharmacol. 2024 Oct 8;15:1490335. doi: 10.3389/fphar.2024.1490335. eCollection 2024.
Bacterial infections and antibiotic resistance pose significant public health challenges globally. Natural products serve as valuable sources for discovering antimicrobial agents. Planch, a folk medicine, is traditionally used to treat various inflammatory diseases. In this study, we investigated the antibacterial metabolites derived from Planch. Rhodosimsiin A (1), bearing a 1,5--1,6 and 3,6-epoxy grayanane diterpene skeleton, representing a novel 5/6/7/6/5 pentacyclic ring system, and 3,16-dihydroxy-6-ethoxy-14-acetoxy-grayan-1(5)-ene-10-one (4), which represents the first example of the degradation of C-20 and carbonylation in C-10 diterpenoid, together with two new grayanane diterpenes (2-3), three new triterpenes (13-15), and known analogs (5-12, 16-30), were isolated from the leaves of Planch by using the bioassay-guided method. Their structures were elucidated by comprehensive spectroscopic analyses, and absolute configurations were established by single-crystal X-ray diffraction and calculated ECD spectra. Compounds 14, 15, 18, 20, 27, 28, and 30 exhibited potent antibacterial activity with an MIC of 1.4-24.3 g/mL against . The findings of this research indicate that secondary metabolites derived from . Planch are promising natural antimicrobial candidates.
细菌感染和抗生素耐药性在全球范围内构成了重大的公共卫生挑战。天然产物是发现抗菌剂的宝贵来源。地锦草是一种民间药物,传统上用于治疗各种炎症性疾病。在本研究中,我们对地锦草的抗菌代谢产物进行了研究。从地锦草叶中利用生物活性导向法分离得到了具有1,5-、1,6-和3,6-环氧木藜芦烷二萜骨架、代表一种新型5/6/7/6/5五环体系的红大戟素A(1),以及代表C-20降解和C-10二萜羰基化首例的3,16-二羟基-6-乙氧基-14-乙酰氧基-木藜芦-1(5)-烯-10-酮(4),以及两个新的木藜芦烷二萜(2-3)、三个新的三萜(13-15)和已知类似物(5-12、16-30)。通过综合光谱分析阐明了它们的结构,并通过单晶X射线衍射和计算ECD光谱确定了绝对构型。化合物14、15、18、20、27、28和30对[具体细菌]表现出强效抗菌活性,MIC为1.4-24.3 μg/mL。本研究结果表明,地锦草的次生代谢产物是有前景的天然抗菌候选物。