Korea Bioactive Natural Material Bank, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, 151-742, Republic of Korea.
Korea Bioactive Natural Material Bank, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, 151-742, Republic of Korea; Natural Product Informatics Research Center, Korea Institute of Science and Technology, Gangneung, Republic of Korea.
Phytochemistry. 2021 Jun;186:112723. doi: 10.1016/j.phytochem.2021.112723. Epub 2021 Mar 31.
MS/MS-based molecular networking showed differences in the chemical profiles, especially the terpenoid-coupled-phloroglucinol clusters, of Psidium guajava grown in Jeju Island of South Korea ("Jejuguava"), Vietnam and China. A chemical investigation of the 95% EtOH extract of Jejuguava leaves revealed meroterpenoids characterized by a dihydropyran ring junction between an acylphloroglucinol structure and terpenoid, and named jejuguajavones A-J (1-10). Compounds (±)-8-(±)-10 are racemic mixtures that were separated using a chiral HPLC column. The chemical structures of all the isolated compounds (1-10) were determined by analyzing the spectroscopic data and performing electronic circular dichroism calculations. Among the isolates, compounds 1-4 exhibit inhibitory activity against the protein tyrosine phosphatase 1B (PTP1B) enzyme, and this result was confirmed by molecular docking simulations.
基于 MS/MS 的分子网络显示了在化学特征上的差异，特别是在萜烯偶联间苯三酚簇方面，生长在韩国济州岛（“济州木瓜”）、越南和中国的番石榴有所不同。对济州木瓜叶的 95%乙醇提取物的化学成分研究揭示了以二氢吡喃环连接酰基间苯三酚结构和萜烯为特征的混合倍半萜，命名为济州木瓜酮 A-J（1-10）。化合物（±）-8-（±）-10 是通过手性 HPLC 柱分离得到的外消旋混合物。所有分离化合物（1-10）的化学结构通过分析光谱数据和进行电子圆二色性计算来确定。在这些化合物中，化合物 1-4 对蛋白酪氨酸磷酸酶 1B（PTP1B）酶表现出抑制活性，这一结果通过分子对接模拟得到了证实。
