Characterization and Bioactive Potential of Secondary Metabolites Isolated from Piper sarmentosum Roxb.
-
Published:2023-01-10
Issue:2
Volume:24
Page:1328
-
ISSN:1422-0067
-
Container-title:International Journal of Molecular Sciences
-
language:en
-
Short-container-title:IJMS
Author:
Ware IsmailORCID, Franke Katrin, Dube MthandazoORCID, Ali El Enshasy HeshamORCID, Wessjohann Ludger A.ORCID
Abstract
Piper sarmentosum Roxb. (Piperaceae) is a traditional medicinal plant in South-East Asian countries. The chemical investigation of leaves from this species resulted in the isolation of three previously not described compounds, namely 4″-(3-hydroxy-3-methylglutaroyl)-2″-β-D-glucopyranosyl vitexin (1), kadukoside (2), and 6-O-trans-p-coumaroyl-D-glucono-1,4-lactone (3), together with 31 known compounds. Of these known compounds, 21 compounds were isolated for the first time from P. sarmentosum. The structures were established by 1D and 2D NMR techniques and HR-ESI-MS analyses. The compounds were evaluated for their anthelmintic (Caenorhabditis elegans), antifungal (Botrytis cinerea, Septoria tritici and Phytophthora infestans), antibacterial (Aliivibrio fischeri) and cytotoxic (PC-3 and HT-29 human cancer cells lines) activities. Methyl-3-(4-methoxyphenyl)propionate (8), isoasarone (12), and trans-asarone (15) demonstrated anthelmintic activity with IC50 values between 0.9 and 2.04 mM. Kadukoside (2) was most active against S. tritici with IC50 at 5.0 µM and also induced 94% inhibition of P. infestans growth at 125 µM. Trans-asarone (15), piperolactam A (23), and dehydroformouregine (24) displayed a dose-dependent effect against B. cinerea from 1.5 to 125 µM up to more than 80% inhibition. Paprazine (19), cepharadione A (21) and piperolactam A (23) inhibited bacterial growth by more than 85% at 100 µM. Only mild cytotoxic effects were observed.
Funder
German Academic Exchange Service TRISUSTAIN project of the Federal Ministry of Education and Research
Subject
Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis
Reference94 articles.
1. Natural products from Peperomia: Occurrence, biogenesis and bioactivity;Gutierrez;Phytochem. Rev.,2016 2. Salehi, B., Zakaria, Z.A., Gyawali, R., Ibrahim, S.A., Rajkovic, J., Shinwari, Z.K., Khan, T., Sharifi-Rad, J., Ozleyen, A., and Turkdonmez, E. (2019). Piper species: A comprehensive review on their phytochemistry, biological activities and applications. Molecules, 24. 3. Ware, I., Franke, K., Hussain, H., Morgan, I., Rennert, R., and Wessjohann, L.A. (2022). Bioactive Phenolic Compounds from Peperomia obtusifolia. Molecules, 27. 4. Chemical profile, traditional uses, and biological activities of Piper chaba Hunter: A review;Islam;J. Ethnopharmacol.,2020 5. Alkaloids from Piper: A review of its phytochemistry and pharmacology;Gutierrez;Mini Rev. Med. Chem.,2013
Cited by
2 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献
|
|