Department of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Abbassia, Cairo, Egypt.
Faculte des Sciences Pharmaceutiques, Pharma-Dev, UMR 152, Université de Toulouse III-Paul Sabatier, IRD, UPS, Toulouse, France.
Arch Pharm (Weinheim). 2024 Jun;357(6):e2300543. doi: 10.1002/ardp.202300543. Epub 2024 Feb 27.
The genus Albizia is one of the richest genera in phenolics besides other classes of secondary metabolites including saponins, terpenes, and alkaloids with promising medicinal applications. In the current study, UHPLC-PDA-ESI-MS/MS-based metabolic profiling of leaves of Albizia lebbeck, Albizia julibrissin, Albizia odoratissima, Albizia procera, Albizia anthelmintica, Albizia guachapele, Albizia myriophylla, Albizia richardiana, and Albizia lucidior resulted in the tentative identification of 64 metabolites, mainly flavonoids, phenolic acids, saponins, and alkaloids. Some metabolites were identified in Albizia for the first time and could be used as species-specific chemotaxonomic markers, including: apigenin 7-O-dihydroferuloyl hexoside isomers, apigenin 7-O-pentosyl hexoside, quercetin 3-O-rutinoside 7-O-deoxyhexoside, quercetin 3,7-di-O-hexoside deoxyhexoside, quercetin 7-O-feruloyl hexoside, methyl myricetin 7-O-deoxyhexoside, kaempferol di-3-O-di-deoxyhexoside-7-O-hexoside, and kaempferol 3-O-neohesperidoside 7-O-hexoside. Comparative untargeted metabolomic analysis was undertaken to discriminate between species and provide a chemotaxonomic clue that can be used together with morphological and genetic analyses for more accurate classification within this genus. Moreover, the in vitro antiplasmodial activity was assessed and correlated to the metabolic profile of selected species. This was followed by a molecular docking study and absorption, distribution, metabolism, excretion, and toxicity (ADMET) prediction of the identified budmunchiamine alkaloids, revealing promising interactions with the active site of lactate dehydrogenase of Plasmodium falciparum and good pharmacokinetics and pharmacodynamics, which could help in designing novel antimalarial drugs.
金合欢属是除其他次生代谢产物（包括皂苷、萜类和生物碱）外，酚类化合物含量最丰富的属之一，具有有前途的药用应用。在本研究中，基于 UHPLC-PDA-ESI-MS/MS 的金合欢属植物叶片代谢组学分析，包括 Albizia lebbeck、Albizia julibrissin、Albizia odoratissima、Albizia procera、Albizia anthelmintica、Albizia guachapele、Albizia myriophylla、Albizia richardiana 和 Albizia lucidior，共鉴定出 64 种代谢产物，主要为类黄酮、酚酸、皂苷和生物碱。一些代谢产物在金合欢属中首次被鉴定出来，可作为种特异性化学分类标记物，包括：芹菜素 7-O-二咖啡酰基己糖苷异构体、芹菜素 7-O-戊糖基己糖苷、槲皮素 3-O-芦丁基 7-O-脱氧己糖苷、槲皮素 3,7-二-O-己糖苷脱氧己糖苷、槲皮素 7-O-咖啡酰基己糖苷、甲基杨梅素 7-O-脱氧己糖苷、山奈酚二-3-O-二脱氧己糖苷-7-O-己糖苷和山奈酚 3-O-新橙皮苷 7-O-己糖苷。进行了非靶向代谢组学分析，以区分物种，并提供化学分类线索，可与形态学和遗传学分析一起用于该属内更准确的分类。此外，评估了所选物种的体外抗疟活性，并与代谢谱相关联。随后进行了分子对接研究和吸收、分布、代谢、排泄和毒性 (ADMET) 预测，鉴定了 budmunchiamine 生物碱，显示出与恶性疟原虫乳酸脱氢酶活性部位的良好相互作用和良好的药代动力学和药效学，这有助于设计新型抗疟药物。
