Wang Zhennan, Sun Bing, Yang Rui, Jia Ai-Qun
School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing, China.
School of Life and Pharmaceutical Sciences, Key Laboratory of Tropical Biological Resources of Ministry Education, Hainan University, Haikou, China.
Nat Prod Res. 2023 Jan;37(2):180-187. doi: 10.1080/14786419.2021.1960326. Epub 2021 Aug 4.
From Chi flowers four undescribed flavonoids, nitidissimol A, nitidissimol B, sexangularetin 3-O-(6''--coumarolyglucopyranoside) and sexangularetin 3-O-(2''--coumarolyglucopyranoside) (), and two previously unreported phenolics, nitidissimol C, D (), were isolated first time along with ten known compounds, kaempferol 3--(6''----coumaroyl)--D- glucopyranoside (), kaempferol-3--rhamnoside (), Quercetin-3'---D-glucoside (), kaempferol-7---D-glucoside (), erythro-guaiacylglycerol--4'-coniferyl ether (), threo-guaiacylglycerol--4'-coniferyl ether (), protocatechuic acid (), 1,2-Diethoxybenzene (), ethyl shikimate (), 2,4,6-trihydroxybenzoic acid 4--allopyranoside (). The structures of the isolated compounds were elucidated by spectroscopic analysis of 1 D- and 2 D-NMR and MS data. Moreover, all isolated compounds () were tested for the antibacterial activity against pv. and their quorum sensing inhibitory activity in PAO1. However, no one showed signifcant inhibition of pv. (MIC > 0.1 mg/mL), nor did they significantly inhibit the pyocyanin synthesis, which is controlled by quorum sensing in PAO1.
从翅萼石斛花中首次分离得到4个未描述的黄酮类化合物,即亮叶崖豆藤醇A、亮叶崖豆藤醇B、六棱菊黄素3 - O -(6'' - 香豆酰葡萄糖苷)和六棱菊黄素3 - O -(2'' - 香豆酰葡萄糖苷)(),以及2个未见报道的酚类化合物,亮叶崖豆藤醇C、D(),同时还得到10个已知化合物,即山柰酚3 -(6'' - 香豆酰)- D - 葡萄糖苷()、山柰酚 - 3 - 鼠李糖苷()、槲皮素 - 3' - D - 葡萄糖苷()、山柰酚 - 7 - D - 葡萄糖苷()、赤型 - 愈创木基甘油 - 4'- 松柏醚()、苏型 - 愈创木基甘油 - 4'- 松柏醚()、原儿茶酸()、1,2 - 二乙氧基苯()、莽草酸乙酯()、2,4,6 - 三羟基苯甲酸4 - 阿洛糖苷()。通过一维和二维核磁共振及质谱数据的光谱分析对分离得到的化合物结构进行了鉴定。此外,对所有分离得到的化合物()进行了针对丁香假单胞菌番茄致病变种的抗菌活性及其在铜绿假单胞菌PAO1中的群体感应抑制活性测试。然而,没有一个化合物对丁香假单胞菌番茄致病变种表现出显著抑制作用(最低抑菌浓度>0.1mg/mL),它们也没有显著抑制由PAO1中的群体感应控制的绿脓菌素合成。