2023
DOI: 10.1039/d3ob00528c
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Towards potential antifungal agents: synthesis, supramolecular self-assembly and in vitro activity of azole mono-, sesqui- and diterpenoids

Alan Akhmedov,
Rustem Gamirov,
Yulia Panina
et al.

Abstract: Terpenes and their derivatives are natural antifungal and antimicrobial agents. In this paper, potential antifungal agents were developed on the basis of farnesol, geraniol, myrtenol, perillyl alcohol, cedrol and phytol....

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Cited by 13 publications
(8 citation statements)
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“…The fact that its antifungal activity was not significant despite its lipophilicity could be attributed to its bulky five-ring structure that could hinder the penetration of the compound into the cell through the lipid layer due to steric hindrance. 28 This structure-activity relationship analysis (Fig. 9) is in accordance with previous works for other biological properties.…”
Section: Anti-fungal Activity Assays Of Pure Compoundssupporting
confidence: 89%
See 2 more Smart Citations
“…The fact that its antifungal activity was not significant despite its lipophilicity could be attributed to its bulky five-ring structure that could hinder the penetration of the compound into the cell through the lipid layer due to steric hindrance. 28 This structure-activity relationship analysis (Fig. 9) is in accordance with previous works for other biological properties.…”
Section: Anti-fungal Activity Assays Of Pure Compoundssupporting
confidence: 89%
“…The fact that its antifungal activity was not significant despite its lipophilicity could be attributed to its bulky fivering structure that could hinder the penetration of the compound into the cell through the lipid layer due to steric hindrance. 28 It is worth noting that the antifungal activity of this triterpenoid against A. alternata and F. oxysporum has been previously reported. 42,43 In fact, Shu et al 43 described that ursolic acid inhibits A. alternata growth through a membrane-targeted mechanism and intracellular reactive oxygen species (ROS) accumulation.…”
Section: Anti-fungal Activity Assays Of Pure Compoundsmentioning
confidence: 76%
See 1 more Smart Citation
“…In the experiments, the determination of the minimum inhibitory concentration (MIC) of the extracts of the following cultivar plants, A. annua , A. dracunculus , A. santonica , A. abrotanum , and A. scoparia , was performed using the method of two-fold serial dilution [ 116 ] with the modification provided in [ 117 , 118 ]. Fungistatic activity was defined by the serial dilution method [ 119 ] in liquid medium.…”
Section: Methodsmentioning
confidence: 99%
“…For the integration of that chemical motif, Akhmedov et al converted several terpenes, such as geraniol ( 15 ) and myrtenol ( 11 ), with stochiometric amounts of acryloyl chloride and Hünig-base in chloroform to the corresponding acrylates in small-scale reactions. 41 The reaction time was 10 h at room temperature, and purification by column chromatography was required. The yield of myrtenyl acrylate ( A11 ) was 72%.…”
Section: Monoterpene-based (Meth)acrylate Synthesismentioning
confidence: 99%