Ozonolysis of neem oil: preparation and characterization of potent antibacterial agents against multidrug resistant bacterial strains

Oliveira, P. de F.; Almeida, Nathália de; Conda‐Sheridan, Martin; Apparecido, Rafael do Prado; Micheletti, Ana Camila; Carvalho, Nádia Cristina Pereira; Santos, Edson dos Anjos dos; Marques, Maria Rita; Arruda, Eduardo de; Alcantara, Glaucia Braz; Oliveira, Lincoln Carlos de; Lima, Dênis Pires de; Beatriz, Adilson

doi:10.1039/c7ra00574a

Cited by 14 publications

(17 citation statements)

References 38 publications

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“…3464 cm –1 ), and C–H vibrating (ca. 723 cm –1 ) increase significantly after the plasma treatment (Table ). Both the increment in the O–H stretching and decline in C–H stretching vibrations indicate that the content of unsaturated fatty acids of the raw olive oils decreases after the plasma treatment.…”

Section: Results and Discussionmentioning

confidence: 93%

Plasma Activated Oil: Fast Production, Reactivity, Stability, and Wound Healing Application

Zou

Pan

et al. 2019

ACS Biomater. Sci. Eng.

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The “third-generation” cooking oil based drug, named plasma activated oil (PAO), is produced in cheap olive oil by a single-step, room temperature, energy-efficient, and environment-friendly dry plasma-enabled process. The streamer-surface discharge generates abundant energetic species, atomic oxygen at the plasma–oil interface. The otherwise challenging dissociation of CC double bonds by energetic species and oxidation by the plasma generated atomic oxygen is the key mechanism to produce the H2O2 active species and carboxylic acid in the PAO. It is shown that the peroxide value and acid value of PAO are 7.5 times and 57% higher than those of the traditional ozonated oil, respectively. Different from plasma activated water whose shelf life was less than 1 week, PAO could be stored at room temperature for at least 3 months, and a shelf life of up to 1 year is expected. We further reveal that the PAO can not only sterilize the wound, but also promote more release of growth factor such as VEGF and CD34; therefore, the wound healing of PAO is 28.5% faster than that of the control group.

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Section: Results and Discussionmentioning

confidence: 93%

Plasma Activated Oil: Fast Production, Reactivity, Stability, and Wound Healing Application

Zou

Pan

et al. 2019

ACS Biomater. Sci. Eng.

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“…Figure shows pectin degradation at 232°C and the oxidation of unsaturated oleic and linoleic acids present in the lipid phases incorporated in the polymer matrix (Figure A,B). At 425°C, the degradation is related to the saturated fatty acids oxidation . The nanoemulsions presence helps degrade the pectin at higher temperatures.…”

Section: Resultsmentioning

confidence: 99%

Development of bionanocomposites of pectin and nanoemulsions of carnauba wax and neem oil pectin/carnauba wax/neem oil composites

et al. 2019

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The search for biodegradable materials motivated the development of new materials for the food industry. Biomaterials (pectin, starch, and chitosan) are considered promising biodegradable polymers for developing or improving materials. This study aimed to develop biodegradable bionanocomposite films with neem oil and carnauba wax nanoemulsion using pectin (high methyl esterification) polymer matrix; and to evaluate the nanoemulsions effects on the water vapor permeability (WVP), mechanical, thermal, and biodegradability properties of the films. Nanoemulsions were characterized by the polydispersity index and mean particle diameter. These results showed an average diameter of 59 to 69 nm. The pectin and 30% of neem oil nanoemulsions showed a 27% reduction in WVP. In addition, the mechanical property was optimized. Young module showed a 66% to 75% reduction for pectin and 30% of carnauba wax film and pectin and 30% of neem oil film. In the biodegradability analysis was presented a very fast degradation in soil. In addition, there was no macroresidue formation in soil with neem oil films during the biodegradation process. This result showed a weight loss after 45 days of testing. Developed bionanocompositie materials have great potential for application in emerging packagings (edible films and coatings) for the food industry and agribusiness area (food and seeds).

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“…Higher concentrations of unsaturated fatty acids required a longer reaction time. Prior studies indicate that the higher viscosities of higher concentrations, including neat oil, slowed down ozone diffusion and required significantly longer reaction times . Concentrations of ozonolysis reagents are commonly kept under 0.25 M, ,,, and an aqueous solution of 5% H 2 O in organic solvents such as acetone, methanol, or acetonitrile is commonly the preferred solvent for full conversion into carboxylic acid via a telescoped ozonolysis–oxidation process. , Although conducting ozonolysis of unsaturated hydrocarbon aqueous solutions helps avoid the formation of high-energy intermediates, ozonide stability in organic solvents was worth considering to understand any safety concerns.…”

Section: Discussionmentioning

confidence: 99%

Laboratory Ozonolysis Using an Integrated Batch–DIY Flow System for Renewable Material Production

et al. 2022

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Flow chemistry offers a solution for replacing batch methods in chemical preparation where intermediates or products may pose toxicity or instability hazards. Ozonolysis offers an ideal opportunity for flow chemistry solutions, but multiple barriers to entry exist for use of these methods, including equipment cost and performance optimization. To address these challenges, we developed a programmable DIY syringe pump system to use for a continuous flow multireactor process using 3D-printed parts, off-the-shelf stepper motors, and an Arduino microcontroller. Reaction kinetics of ozonide formation informed the use of an integrated batch–flow approach, where ozone addition to an olefin was timed to coincide with fluid movement of a single-syringe pump, followed by downstream Pinnick oxidation and reductive quench in flow. The system was demonstrated by continuous preparation of azelaic acid from ozonolysis of palmitoleic acid, a process limited to low production volumes via batch chemistry. High total production of azelaic acid with 80% yield was obtained from an algae oil sourced unsaturated fatty acid: a product with important applications in medicine, cosmetics, and polymers. This low-cost, scalable approach offers the potential for rapid prototyping and distributed chemical production.

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Ozonolysis of neem oil: preparation and characterization of potent antibacterial agents against multidrug resistant bacterial strains

Abstract: Neem ozonated oils showed excellent broad-spectrum antimicrobial activity against standard E. faecalis, clinical vancomycin resistant E. faecium, clinical multiresistant K. pneumoniae (KPC), and S. aureus (MRSA and standard).

Cited by 14 publications

References 38 publications

Plasma Activated Oil: Fast Production, Reactivity, Stability, and Wound Healing Application

Plasma Activated Oil: Fast Production, Reactivity, Stability, and Wound Healing Application

Development of bionanocomposites of pectin and nanoemulsions of carnauba wax and neem oil pectin/carnauba wax/neem oil composites

Laboratory Ozonolysis Using an Integrated Batch–DIY Flow System for Renewable Material Production

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