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Natural Product Research
Formerly Natural Product Letters
Volume 27, 2013 - Issue 8
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Research Article

Syntheses and antibacterial activity of Schiff bases from 16-isopropyl-5, 9-dimethyltetracyclo [10.2.2.01, 10.04, 9] hexadec-15-ene-5, 14-dicarboxylic acid

Jian Li Institute of Chemical Industry of Forest Products, CAF, Jiangsu Province, China; Key Laboratory of Biomass Energy and Material, Jiangsu Province, China; National Engineering Laboratory for Biomass Chemical Utilization, Nanjing 210042, China; Key Laboratory on Forest Chemical Engineering, SFA, Nanjing 210042, China
,
Jie Song Department of Chemistry and Biochemistry, University of Michigan-Flint, 303, E Kearsley Street, Flint, MI 48502, USA
,
Shi-Bin Shang Institute of Chemical Industry of Forest Products, CAF, Jiangsu Province, China; Key Laboratory of Biomass Energy and Material, Jiangsu Province, China; National Engineering Laboratory for Biomass Chemical Utilization, Nanjing 210042, China; Key Laboratory on Forest Chemical Engineering, SFA, Nanjing 210042, China; Institute of New Technology of Forestry, CAF, Beijing 100091, ChinaCorrespondence[email protected]
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Xiao-Ping Rao Institute of Chemical Industry of Forest Products, CAF, Jiangsu Province, China; Key Laboratory of Biomass Energy and Material, Jiangsu Province, China; National Engineering Laboratory for Biomass Chemical Utilization, Nanjing 210042, China; Key Laboratory on Forest Chemical Engineering, SFA, Nanjing 210042, China
&
Yan-Qing Gao Institute of Chemical Industry of Forest Products, CAF, Jiangsu Province, China; Key Laboratory of Biomass Energy and Material, Jiangsu Province, China; National Engineering Laboratory for Biomass Chemical Utilization, Nanjing 210042, China; Key Laboratory on Forest Chemical Engineering, SFA, Nanjing 210042, China
Pages 702-710 | Received 01 Sep 2011, Accepted 28 Mar 2012, Published online: 28 May 2012
 
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Abstract

16-Isopropyl-5, 9-dimethyltetracyclo [10.2.2.01, 10.04, 9] hexadec-15-ene-5, 14-dicarboxylic acid (1b) was prepared from rosin through a Diels–Alder addition reaction. Then, a group of Schiff bases derived from 1b was synthesised. Their structures were characterised by IR,1H-NMR, MS and elemental analysis. The antibacterial activities of these newly synthesised Schiff bases were also investigated. The results show that these compounds possess antibacterial activities against Staphylococcus aureus and Escherichia coli. Among them, compounds 5a, 5b and 5c, exhibit remarkable antibacterial activity against E. coli.

Acknowledgements

The author is grateful to the Forestry Commonwealth Industry Special Foundation of China (No. 200704008) for financial support.

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