TAILIEUCHUNG - Canales et al. Organic and Medicinal Chemistry Letters 2011, 1:9

Canales et al. Organic and Medicinal Chemistry Letters 2011, 1:9 SHORT COMMUNICATION Open Access Bismuth nitrate pentahydrate-induced novel nitration of eugenol Luis Canales†, Debasish Bandyopadhyay† and Bimal K Banik* Abstract Background: Eugenol, the main constituent of clove oil possesses a number of medicinal activities. To enhance the medicinal property, structural modification is required. On the other hand, bismuth nitrate pentahydrate has been established as an excellent eco-friendly nitrating agent for several classes of organic compounds. Results: Bismuth nitrate pentahydrate-induced nitration of eugenol has been investigated very thoroughly. Twenty five different conditions have been studied. The microwave-induced solvent-free reaction has been identified as the best condition | Canales et al. Organic and Medicinal Chemistry Letters 2011 1 9 http content 1 1 9 o Organic and Medicinal Chemistry Letters a SpringerOpen Journal SHORT COMMUNICATION Open Access Bismuth nitrate pentahydrate-induced novel nitration of eugenol Luis Canales Debasish Bandyopadhyay and Bimal K Banik Abstract Background Eugenol the main constituent of clove oil possesses a number of medicinal activities. To enhance the medicinal property structural modification is required. On the other hand bismuth nitrate pentahydrate has been established as an excellent eco-friendly nitrating agent for several classes of organic compounds. Results Bismuth nitrate pentahydrate-induced nitration of eugenol has been investigated very thoroughly. Twenty five different conditions have been studied. The microwave-induced solvent-free reaction has been identified as the best condition. Conclusions Spectral analyses confirm that 5-nitroeugenol is the sole product in all the cases. No oxidized or isomerized product could be detected. Background Syzygium aromaticum L. popularly known as clove belongs to the plant family Myrtaceae and has been used in folk medicine and dental treatment. Eugenol 4-allyl-2-methoxyphenol the main component of clove oil is an allyl chain-substituted guaiacol in the biosynthesized phe-nylpropanoid compound class derived from Syzygium aro-maticum L. and widely used in medicine 1 . It is widely cultivated in India Indonesia Sri Lanka Madagascar and Brazil. In addition it is commonly used in root canal and temporary fillings it shows antibacterial activity and helps in dental caries treatment and periodontal disease 2 3 . Clove oil has been successfully used for some breath problems 3 . It is slightly soluble in water and soluble in organic solvents. A recent report 4 reveals the insecticidal effect of eugenol. Anti-inflammatory and antinociceptive activities of eugenol have also been reported 5 . Moreover eugenol is reported to possess .

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