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Cationic amphiphilic meroterpenoids: synthesis, antibacterial, antifungal and mutagenic activity

Alan Akhmedov, Rustem Gamirov, Yulia Panina, Alina Baklagina, Evgenia Sokolova, Pavel Zelenikhin, Olga Babaeva, Vasily Babaev, Dmitriy Shurpik, Ivan Stoikov

Abstract


In this research, using the thia-Michael reaction, cationic amphiphilic meroterpenoids containing fragments of mono- and sesquiterpenoids were synthesized. The bacteriostatic and fungistatic activity of synthesized meroterpenoids against the fungi Saccharomyces cerevisiae and Candida sp., Gram-positive (Staphylococcus aureus, Staphylococcus epidermidis) and Gram-negative (Salmonella typhimurium, Klebsiella pneumoniae, Pseudomonas aeruginosa) bacteria was studied. The compound containing the farnesyl fragment was most active against Saccharomyces cerevisiae (MIC 0.039 mg/mL), Candida sp. (MIC 0.078 mg/mL), Gram-positive bacteria Staphylococcus epidermidis (MIC 0.02 mg/mL) and Gram-negative Salmonella typhimurium (MIC 0.078 mg/mL). Besides, the Ames test demonstrated the absence of direct mutagenic action in all the studied compounds.

Keywords


terpenoids; antifungal; antibacterial; thia-Michael addition; resazurin assay

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References


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DOI: https://doi.org/10.15826/chimtech.2024.11.2.09

Copyright (c) 2024 Alan Akhmedov, Rustem Gamirov, Yulia Panina, Alina Baklagina, Evgenia Sokolova, Pavel Zelenikhin, Olga Babaeva, Vasily Babaev, Dmitriy Shurpik, Ivan Stoikov

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