Synthesis and Antibacterial Activity of Resveratrol Derivatives
Resveratrol (3,5,4′-trihydroxy-trans-stilbene), which is a naturally occurring phytoalexin produced by a wide range of plants in response to environmental stress or pathogenic attack, is found in various medical plants. It has attracted increasing attenti
- PDF / 371,947 Bytes
- 11 Pages / 439.37 x 666.142 pts Page_size
- 40 Downloads / 235 Views
Synthesis and Antibacterial Activity of Resveratrol Derivatives Yuanmou Chen, Fei Hu, Yinghao Gao, Na Ji and Shaolong Jia
Abstract Resveratrol (3,5,40 -trihydroxy-trans-stilbene), which is a naturally occurring phytoalexin produced by a wide range of plants in response to environmental stress or pathogenic attack, is found in various medical plants. It has attracted increasing attention over the past decade because of its multiple beneficial bioactivity. In this paper, a set of 12 methoxylated trans-stilbene resveratrol analogues were prepared from methoxybenzoic acids. In addition, all compounds have been evaluated for their antibacterial activity against both types of Gram negative and Gram positive bacteria compared to resveratrol. Pharmacological data indicated that several derivatives showed a marked antibacterial activity, especially the most promising compound 2c, which has the low MIC 60*90 lg/mL value compared to the resveratrol. Both minimal inhibitory concentration (MIC) and inhibition zones were determined in order to monitor the efficacy of the synthesized compounds. Certain compounds inhibit bacterial growth with low MIC (lg/mL) value. The substitution pattern of the resveratrol derivatives at electronegative groups such as Cl was most important for the activity. Overall, identification of the potential efficacy of these compounds could serve as the bases for the development of novel antibacterial agents.
Keywords Resveratrol derivatives Synthesis Antibacterial activity Structure– activity-relationship
Y. Chen (&) F. Hu Y. Gao N. Ji S. Jia Key Laboratory of Industrial Microbiology of Ministry of Education College of Biotechnology, Tianjin University of Science and Technology, No. 29, 13th Avenue 300457 Tianjin, China e-mail: [email protected]
S. Li et al. (eds.), Frontier and Future Development of Information Technology 1871 in Medicine and Education, Lecture Notes in Electrical Engineering 269, DOI: 10.1007/978-94-007-7618-0_220, Springer Science+Business Media Dordrecht 2014
1872
Y. Chen et al.
220.1 Introduction Resveratrol (3,5,40 -trihydroxystilbene) was identified as one ingredient of red wine, which could cause the so-called ‘‘French paradox’’ [1]. This compound, was first isolated from the roots of the white hellebore lily Veratrum grandiflorum by O.Loes in 1940 [2]. Since the discovery of its cardioprotective activity in 1992, resveratrol research has steadily accelerated. In past years, there have been a large of reports about resveratrol exert a variety of biological activities. Among the most significant activities of resveratrol are its cancer chemo-preventive properties [3, 4], antioxidant [5], antibacterial and anti-inflammatory activities [6–8]. Some of these has been reported to inhibit LDL oxidation in human [9], in addition to its blocking of platelet aggregation[10] and vasorelaxing activities [11]. In yeast assays, resveratrol was also found to significantly mimic calorie restriction by stimulating Sir2 [12] which is the most homologic homologue of
Data Loading...
