Pharmacognosy and Medicinal Plants Department, Faculty of Pharmaceutical Sciences and Pharmaceutical Industries, Future University in Egypt, Cairo 11835, Egypt.
Microbiology and Immunology Department, Faculty of Pharmaceutical Sciences and Pharmaceutical Industries, Future University in Egypt, Cairo 11835, Egypt.
Molecules. 2019 Nov 14;24(22):4118. doi: 10.3390/molecules24224118.
L.; Family Apiaceae; is a plant indigenous to Egypt. Its fruits contain bioactive compounds such as furanocoumarins and flavonoids of important biological activities. An endophytic fungus was isolated from the fruits and identified as (MK215708) by morphology, microscopical characterization, and molecular identification. To our knowledge this is the first time an endophytic fungus has been isolated from the fruits. The antimicrobial activity of the ethanol fruits extract (AME) and fungal ethyl acetate extract (FEA) were investigated, where the FEA showed higher antimicrobial activity, against all the tested standard strains. Phytochemical investigation of the FEA extract yielded five prenylated benzaldehyde derivative compounds isolated for the first time from this species: Dihydroauroglaucin (1), tetrahydroauroglaucin (2), 2-(3,6-dihydroxyhepta-1,4-dien-1-yl)-3,6-dihydroxy-5-(dimethylallyl)benzaldehyde (3), isotetrahydroauroglaucin )4), and flavoglaucin (5). Structure elucidation was carried out using (1H- and 13C-NMR). Fractions and the major isolated compound were evaluated for their antimicrobial and antibiofilm activity. Compound showed high antimicrobial activity against with minimum inhibitory concentration (MIC) = 1.95 µg/mL, (MIC = 1.95 µg/mL), and (MIC = 3.9 µg/mL). It exhibited high antibiofilm activity with minimum biofilm inhibitory concentration (MBIC) = 7.81 µg/mL against and biofilms and MBIC = 15.63 µg/mL against and and moderate activity (MBIC = 31.25 µg/mL) against biofilm. This reveals that dihydroauroglaucin, a prenylated benzaldehyde derivative, has a broad spectrum antimicrobial activity. In conclusion, it was observed that the MICs of the FEA are much lower than that of the AME against all susceptible strains, confirming that the antimicrobial activity of may be due to the ability of its endophytic fungi to produce effective secondary metabolites.
L.，伞形科家族，是一种原产于埃及的植物。其果实含有生物活性化合物，如呋喃香豆素和类黄酮，具有重要的生物活性。从果实中分离到一株内生真菌，并通过形态学、微观特征和分子鉴定将其鉴定为 （MK215708）。据我们所知，这是首次从果实中分离到内生真菌。研究了果实的乙醇提取物（AME）和真菌乙酸乙酯提取物（FEA）的抗菌活性，结果表明 FEA 对所有测试的标准菌株均显示出更高的抗菌活性。FEA 提取物的植物化学研究得到了五个从未在该物种中分离到的prenylated benzaldehyde 衍生物化合物：二氢金雀花碱（1）、四氢金雀花碱（2）、2-（3,6-二羟基庚-1,4-二烯-1-基）-3,6-二羟基-5-（二甲基烯丙基）苯甲醛（3）、异四氢金雀花碱（4）和黄烷酮（5）。结构阐明采用（1H-和 13C-NMR）。对各馏分和主要分离化合物进行了抗菌和抗生物膜活性评价。化合物 对 具有较高的抗菌活性，最小抑菌浓度（MIC）=1.95 µg/mL，对 （MIC=1.95 µg/mL）和 （MIC=3.9 µg/mL）。它对 生物膜显示出高的抗生物膜活性，最小生物膜抑制浓度（MBIC）=7.81 µg/mL 对抗 生物膜，MBIC=15.63 µg/mL 对抗 生物膜和 生物膜，以及对 生物膜具有中等活性（MBIC=31.25 µg/mL）。这表明prenylated benzaldehyde 衍生物二氢金雀花碱具有广谱抗菌活性。总之，观察到 FEA 的 MIC 比 AME 对所有敏感菌株的 MIC 低得多，这证实了 的抗菌活性可能是由于其内生真菌产生有效次生代谢物的能力。
