Tamfu Alfred Ngenge, Sawalda Mathieu, Fotsing Maurice Tagatsing, Kouipou Rufin Marie Toghueo, Talla Emmanuel, Chi Godloves Fru, Epanda Justin Jacquin Epah, Mbafor Joseph Tanyi, Baig Tariq Ahmad, Jabeen Almas, Shaheen Farzana
Department of Organic Chemistry, Faculty of Sciences, University of Yaoundé 1, Cameroon.
H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
Saudi J Biol Sci. 2020 Jun;27(6):1659-1666. doi: 10.1016/j.sjbs.2019.11.035. Epub 2019 Dec 2.
Propolis is rich in diverse bioactive compounds. Propolis samples were collected from three localities of Cameroon and used in the study. Column chromatography separation of propolis MeOH:DCM (50:50) extracts yielded a new isoflavonol, 2-hydroxy-8-prenylbiochanin A (1) alongside 2',3'-dihydroxypropyltetraeicosanoate (2) and triacontyl -coumarate (3) isolated from propolis for first time together with seven compounds: β-amyrine (4), oleanolic acid (5), β-amyrine acetate (6), lupeol (7), betulinic acid (8), lupeol acetate (9) and lupenone (10). These compounds were tested for their inhibitory effect on oxidative burst where intracellular reactive oxygen species (ROS) were produced from zymosan stimulated human whole blood phagocytes and on production of nitric oxide (NO) from lipopolysaccharide (LPS) stimulated J774.2 mouse macrophages. The cytotoxicity of these compounds was evaluated on NIH-3 T3 normal mouse fibroblast cells, antiradical potential on 2,2-diphenyl-1-picrylhydrazylhydrazyl (DPPH·) as well as their anti-yeast potential on four selected candida species. Compound 1 showed higher NO inhibition (IC = 23.3 ± 0.3 µg/mL) than standard compound L-NMMA (IC = 24.2 ± 0.8 µg/mL). Higher ROS inhibition was shown by compounds 6 (IC = 4.3 ± 0.3 µg/mL) and 9 (IC = 1.1 ± 0.1 µg/mL) than Ibuprofen (IC = 11.2 ± 1.9 µg/mL). Furthermore, compound displayed moderate level of cytotoxicity on NIH-3 T3 cells, with IC = 5.8 ± 0.3 µg/mL compared to the cyclohexamide IC = 0.13 ± 0.02 µg/mL. Compound 3 showed lower antifungal activity on and , MIC of 125 μg/mL on each strain compared to 50 μg/mL for fuconazole. The extracts showed low antifungal activities ranging from 250 to 500 μg/mL on and and the values of MIC on were 500 μg/mL and above. DPPH* scavenging activity was exhibited by compounds 1 (IC = 15.653 ± 0.335 μg/mL) and 3 (IC = 89.077 ± 24.875 μg/mL) compared to Vitamin C (IC = 3.343 ± 0.271 μg/mL) while extracts showed moderate antiradical activities with IC values ranging from 309.31 ± 2.465 to 635.52 ± 11.05 µg/mL. These results indicate that compounds 1, 6 and 9 are potent anti-inflammatory drug candidates while 1 and 3 could be potent antioxidant drugs.
蜂胶富含多种生物活性化合物。从喀麦隆的三个地区采集了蜂胶样本用于该研究。蜂胶甲醇:二氯甲烷（50:50）提取物经柱色谱分离得到一种新的异黄酮醇，2-羟基-8-异戊烯基鹰嘴豆芽素A（1），同时首次从蜂胶中分离出2',3'-二羟基丙基二十四烷酸酯（2）和三十烷基香豆酸酯（3），以及七种化合物：β-香树脂醇（4）、齐墩果酸（5）、β-香树脂醇乙酸酯（6）、羽扇豆醇（7）、桦木酸（8）、羽扇豆醇乙酸酯（9）和羽扇豆酮（10）。测试了这些化合物对氧化爆发的抑制作用，其中酵母聚糖刺激的人全血吞噬细胞产生细胞内活性氧（ROS），以及对脂多糖（LPS）刺激的J774.2小鼠巨噬细胞产生一氧化氮（NO）的抑制作用。在NIH-3 T3正常小鼠成纤维细胞上评估了这些化合物的细胞毒性，在2,2-二苯基-1-苦基肼基（DPPH·）上评估了抗自由基潜力，以及在四种选定念珠菌属上评估了它们的抗酵母潜力。化合物1显示出比标准化合物L-NMMA（IC = 24.2±0.8μg/mL）更高的NO抑制率（IC = 23.3±0.3μg/mL）。化合物6（IC = 4.3±0.3μg/mL）和9（IC = 1.1±0.1μg/mL）显示出比布洛芬（IC = 11.2±1.9μg/mL）更高的ROS抑制率。此外，化合物对NIH-3 T3细胞表现出中等程度的细胞毒性，IC = 5.8±0.3μg/mL，而环己酰胺的IC = 0.13±0.02μg/mL。化合物3对白色念珠菌和热带念珠菌显示出较低的抗真菌活性，每种菌株的MIC为125μg/mL，而氟康唑为50μg/mL。提取物对白色念珠菌和热带念珠菌显示出低抗真菌活性，范围为250至500μg/mL，对近平滑念珠菌的MIC值为500μg/mL及以上。与维生素C（IC = 3.343±0.271μg/mL）相比，化合物1（IC = 15.653±0.335μg/mL）和3（IC = 89.077±24.875μg/mL）表现出DPPH*清除活性，而提取物显示出中等抗自由基活性，IC值范围为309.31±2.465至635.52±11.05μg/mL。这些结果表明，化合物1、6和9是潜在的抗炎药物候选物，而1和3可能是潜在的抗氧化药物。
