Journal
PHYTOCHEMISTRY
Volume 186, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2021.112723
Keywords
Psidium guajava; Myrtaceae; Jejuguava; MS/MS-based molecular networking; Meroterpenoid; PTP1B
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Funding
- Korea Bioactive Natural Material Bank [NRF-2017M3A9B8069409]
- Basic Science Research Program through the National Research Foundation of Korea - Ministry of Science, ICT Planning [NRF-2017R1E1A1A01074674]
- National Research Foundation of Korea [2017M3A9B8069409] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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MS/MS-based molecular networking revealed differences in chemical profiles of Psidium guajava grown in Jeju Island, Vietnam, and China, particularly in the terpenoid-coupled-phloroglucinol clusters. A chemical investigation of the 95% EtOH extract of Jejuguava leaves led to the discovery of new meroterpenoids named jejuguajavones A-J, with some compounds exhibiting inhibitory activity against the protein tyrosine phosphatase 1B (PTP1B) enzyme.
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.
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