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Synthesis and Biological Evaluation of Novel Mono Acid Esters Derived from the Constituents of Urtica pilulifera.

I Husein A, J Jondi W, A Zatar N, S Ali-Shtayeh M - Iran J Pharm Res (2014)

Bottom Line: The concentrations of the tested compounds needed to reduce DPPH absorption by 50% at 517 nm were nearly in the range of 900-1100 µg/mL.While for α-tocopherol was 40 µg /mL.The tested compounds also showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. 2-phenoxyethyl 4-hydroxybenzoate showed considerable activity against MCF-7 with IC50 is less than 62.5 µg/mL.

View Article: PubMed Central - PubMed

Affiliation: Biodiversity and Environmental Research Center (BERC), Nablus , Til, Palestine . ; Chemistry Department, An- Najah National University , Nablus , Palestine .

ABSTRACT
New mono acid esters have been synthesized from the reaction of benzoic acid and mono-hydroxybenzoic acids with 2-phenoxyethanol separated from Urtica pilulifera, characterized, and screened for possible antioxidant, antifungal, antimicrobial and anticancer activities. These phenolic acid esters gave various degrees of free radical scavenging, but the values were lower than that of α-tocopherol. The concentrations of the tested compounds needed to reduce DPPH absorption by 50% at 517 nm were nearly in the range of 900-1100 µg/mL. While for α-tocopherol was 40 µg /mL. The compounds were tested in-vitro against six bacterial species which are known to cause dermic and mucosal infections in human. 2-phenoxyethyl benzoate showed significant activity in the range of 30% against P. aeruginosa to 70% against E. coli compared with the activity of Streptomycin. On the other hand 2-phenoxyethyl 2-hydroxybenzoate reveals 70% of gentamicin against K. pneumoniae. The tested compounds also showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. 2-phenoxyethyl 4-hydroxybenzoate showed considerable activity against MCF-7 with IC50 is less than 62.5 µg/mL.

No MeSH data available.


Related in: MedlinePlus

Antifungal activities of modified compounds on T. rubrum
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Figure 3: Antifungal activities of modified compounds on T. rubrum

Mentions: The same compounds were tested again in-vitro for their antifungal activity against two types of dermatophytes M. canis and T. rubrumFigures 3 and 4. The most active compound is 2-phenoxyethyl 4-hydroxy benzoate. It showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. The activity of this compound is about 95% of econazole. The other compounds didn’t show significant activity. The tested compounds have the same molecular weights and formulas, but different in structural formula especially in the position of hydroxyl group. These results emphasize the importance of functional group position in the activity of the compound against dermatophytes.


Synthesis and Biological Evaluation of Novel Mono Acid Esters Derived from the Constituents of Urtica pilulifera.

I Husein A, J Jondi W, A Zatar N, S Ali-Shtayeh M - Iran J Pharm Res (2014)

Antifungal activities of modified compounds on T. rubrum
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4232782&req=5

Figure 3: Antifungal activities of modified compounds on T. rubrum
Mentions: The same compounds were tested again in-vitro for their antifungal activity against two types of dermatophytes M. canis and T. rubrumFigures 3 and 4. The most active compound is 2-phenoxyethyl 4-hydroxy benzoate. It showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. The activity of this compound is about 95% of econazole. The other compounds didn’t show significant activity. The tested compounds have the same molecular weights and formulas, but different in structural formula especially in the position of hydroxyl group. These results emphasize the importance of functional group position in the activity of the compound against dermatophytes.

Bottom Line: The concentrations of the tested compounds needed to reduce DPPH absorption by 50% at 517 nm were nearly in the range of 900-1100 µg/mL.While for α-tocopherol was 40 µg /mL.The tested compounds also showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. 2-phenoxyethyl 4-hydroxybenzoate showed considerable activity against MCF-7 with IC50 is less than 62.5 µg/mL.

View Article: PubMed Central - PubMed

Affiliation: Biodiversity and Environmental Research Center (BERC), Nablus , Til, Palestine . ; Chemistry Department, An- Najah National University , Nablus , Palestine .

ABSTRACT
New mono acid esters have been synthesized from the reaction of benzoic acid and mono-hydroxybenzoic acids with 2-phenoxyethanol separated from Urtica pilulifera, characterized, and screened for possible antioxidant, antifungal, antimicrobial and anticancer activities. These phenolic acid esters gave various degrees of free radical scavenging, but the values were lower than that of α-tocopherol. The concentrations of the tested compounds needed to reduce DPPH absorption by 50% at 517 nm were nearly in the range of 900-1100 µg/mL. While for α-tocopherol was 40 µg /mL. The compounds were tested in-vitro against six bacterial species which are known to cause dermic and mucosal infections in human. 2-phenoxyethyl benzoate showed significant activity in the range of 30% against P. aeruginosa to 70% against E. coli compared with the activity of Streptomycin. On the other hand 2-phenoxyethyl 2-hydroxybenzoate reveals 70% of gentamicin against K. pneumoniae. The tested compounds also showed complete inhibition at a concentration less than 37.5 µg/mL against M. canis and less than 50 µg/mL against T. rubrum. 2-phenoxyethyl 4-hydroxybenzoate showed considerable activity against MCF-7 with IC50 is less than 62.5 µg/mL.

No MeSH data available.


Related in: MedlinePlus