TY - JOUR
T1 - Ozonolysis of neem oil
T2 - Preparation and characterization of potent antibacterial agents against multidrug resistant bacterial strains
AU - De Oliveira, Paola
AU - De Almeida, Nathália
AU - Conda-Sheridan, Martin
AU - Apparecido, Rafael Do Prado
AU - Micheletti, Ana Camila
AU - Carvalho, Nadia Cristina
AU - Dos Santos, Edson Dos Anjos
AU - Marques, Maria Rita
AU - De Arruda, Eduardo
AU - Alcantara, Glaucia Braz
AU - De Oliveira, Lincoln Carlos
AU - De Lima, Dênis
AU - Beatriz, Adilson
N1 - Publisher Copyright:
© 2017 The Royal Society of Chemistry.
PY - 2017
Y1 - 2017
N2 - Neem, Azadirachta indica A. Juss, is endowed with relevant biological properties and its oil contains unsaturated fatty acids that are susceptible to structural modification by oxidative processes such as ozonolysis to form peroxides. Therefore, the aim of this work was the synthesis, physicochemical characterization, study of thermal behavior, and evaluation of the antimicrobial potential of neem ozonated oils. The ozonolysis reaction was performed over different periods of time, in the presence or absence of water at an ozone concentration of 63 mg L-1 O3/O2. The samples were characterized by 1H and 13C NMR spectroscopy, acid and iodine values and, DSC and TG/DTG thermal analyses. Additionally, quantitative 1H NMR spectroscopy was a very successful and useful tool to determine the unsaturation degree of samples. The products showed excellent broad-spectrum antimicrobial activity in comparison to other ozonated oils reported in the literature, with an MIC of <0.5 mg mL-1 for standard E. faecalis and clinical vancomycin resistant E. faecium, 5.0 mg mL-1 for clinical multiresistant K. pneumoniae (KPC), 2 mg mL-1 for standard S. aureus, and 3 mg mL-1 for methicillin-resistant S. aureus (MRSA). This is the first report on the antimicrobial action of neem oil after the ozonation process. The ozonated neem oils were investigated for their cytotoxicity against two normal human cell lines (HaCaT and HCEC). And the results show the products possess low toxicity. Our studies suggest the compounds can find potential application in the treatment of chronic wounds and skin infections.
AB - Neem, Azadirachta indica A. Juss, is endowed with relevant biological properties and its oil contains unsaturated fatty acids that are susceptible to structural modification by oxidative processes such as ozonolysis to form peroxides. Therefore, the aim of this work was the synthesis, physicochemical characterization, study of thermal behavior, and evaluation of the antimicrobial potential of neem ozonated oils. The ozonolysis reaction was performed over different periods of time, in the presence or absence of water at an ozone concentration of 63 mg L-1 O3/O2. The samples were characterized by 1H and 13C NMR spectroscopy, acid and iodine values and, DSC and TG/DTG thermal analyses. Additionally, quantitative 1H NMR spectroscopy was a very successful and useful tool to determine the unsaturation degree of samples. The products showed excellent broad-spectrum antimicrobial activity in comparison to other ozonated oils reported in the literature, with an MIC of <0.5 mg mL-1 for standard E. faecalis and clinical vancomycin resistant E. faecium, 5.0 mg mL-1 for clinical multiresistant K. pneumoniae (KPC), 2 mg mL-1 for standard S. aureus, and 3 mg mL-1 for methicillin-resistant S. aureus (MRSA). This is the first report on the antimicrobial action of neem oil after the ozonation process. The ozonated neem oils were investigated for their cytotoxicity against two normal human cell lines (HaCaT and HCEC). And the results show the products possess low toxicity. Our studies suggest the compounds can find potential application in the treatment of chronic wounds and skin infections.
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U2 - 10.1039/c7ra00574a
DO - 10.1039/c7ra00574a
M3 - Article
AN - SCOPUS:85023746176
SN - 2046-2069
VL - 7
SP - 34356
EP - 34365
JO - RSC Advances
JF - RSC Advances
IS - 55
ER -