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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

antioxidant activities of modified compounds in β-Carotene-linoleic acid test
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Figure 2: antioxidant activities of modified compounds in β-Carotene-linoleic acid test

Mentions: The same compounds were tested for their antioxidant activity using emulsion system of β-carotene linoleic acid depending on the fact that β-carotene loses its color in the absence of antioxidants (25, 26).All of the synthetic compounds showed higher antioxidant efficiency compared with water (control) and the synthetic antioxidant α-tocopherol which gave the highest β-carotene degradation (i.e. least antioxidant efficiency). Figure 2 showed the antioxidant activities of the synthetic acid esters and positive reference standard with the coupled oxidation of β-carotene. The antioxidant activity of all the compounds gradually increases with the increase of the compound concentration. Water showed the highest β-carotene bleaching activity followed by α-tocopherol after 1 hour. 2-phenoxyethyl benzoate revealed the best antioxidant with absorbance 0.4 after 1 hour compared with the other synthetic compounds. The second one is 2-phenoxyethyl 3-hydroxy benzoate which showed absorbance 0.3 after 1 hour.


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)

antioxidant activities of modified compounds in β-Carotene-linoleic acid test
© Copyright Policy
Related In: Results  -  Collection

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

Figure 2: antioxidant activities of modified compounds in β-Carotene-linoleic acid test
Mentions: The same compounds were tested for their antioxidant activity using emulsion system of β-carotene linoleic acid depending on the fact that β-carotene loses its color in the absence of antioxidants (25, 26).All of the synthetic compounds showed higher antioxidant efficiency compared with water (control) and the synthetic antioxidant α-tocopherol which gave the highest β-carotene degradation (i.e. least antioxidant efficiency). Figure 2 showed the antioxidant activities of the synthetic acid esters and positive reference standard with the coupled oxidation of β-carotene. The antioxidant activity of all the compounds gradually increases with the increase of the compound concentration. Water showed the highest β-carotene bleaching activity followed by α-tocopherol after 1 hour. 2-phenoxyethyl benzoate revealed the best antioxidant with absorbance 0.4 after 1 hour compared with the other synthetic compounds. The second one is 2-phenoxyethyl 3-hydroxy benzoate which showed absorbance 0.3 after 1 hour.

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