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Proceedings of the 2012 International Conference on Applied Biotechnology (ICAB 2012) pp 1517–1522Cite as

Preparation and Characterization of New GA Carboxylic Acid Derivatives

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Part of the book series: Lecture Notes in Electrical Engineering ((LNEE,volume 251))

Abstract

Gambogic acid (GA) shows important biological activities for carcinoma cells, such as selectively inducing apoptosis and differentiation, inhibiting proliferation and transference, inversing multiple drug resistance (MDR). However, its aqueous solubility is so low that its oral bioavailability is not as good as those marketed antitumor chemical drugs. In this paper, two GA derivatives with better aqueous solubility were designed and prepared. Among them N,N-bis-(β-hydroxyethyl) GA carboxamide was synthesized by DCC-HOBt catalyzed coupling reaction between GA and diethanolamine, and monoester of succinic acid by GA esterification with methyl succinyl chloride followed by mild hydrolysis with lithium hydroxide. The structures of these two target compounds and one intermediate were characterized by ESI–MS and 1H NMR spectra after their purification. These studies are of great significance for us to develop GA chemical entities with effective potency to treat cancers.

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Acknowledgments

This research was supported by Jining Medicinal College Program for Senior Talents Enrollment, China and the SME Technology Innovation Fund, China (Project No. 10C26211200209).

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Authors and Affiliations

  1. Key Laboratory of Industrial Fermentation Microbiology, Ministry of Education, College of Biotechnology, Tianjin University of Science and Technology, Tianjin, 300457, people’s Republic of China

    Caiju Zhou & Tong-Cun Zhang

  2. Pharmacy College, Jining Medical College, Rizhao, 276826, people’s Republic of China

    Yong-En Guo, Laitao Zhang, Baoguo Wang & Longjiang Chen

Authors
  1. Caiju Zhou
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  2. Yong-En Guo
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  3. Laitao Zhang
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  4. Baoguo Wang
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  5. Longjiang Chen
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  6. Tong-Cun Zhang
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Corresponding author

Correspondence to Yong-En Guo .

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Editors and Affiliations

  1. College of Bioengineering, Tianjin University of Science and Technology, Tianjin, People's Republic of China

    Tong-Cun Zhang

  2. Nanjing University of Technology, Nanjing, People's Republic of China

    Pingkai Ouyang

  3. Department of Microbiology & Molecular Genetics, University of Texas- Houston Medical School, Texas, Texas, USA

    Samuel Kaplan

  4. Wellcome Trust Sanger Institute, Cambridge, United Kingdom

    Bill Skarnes

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© 2014 Springer-Verlag Berlin Heidelberg

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Zhou, C., Guo, YE., Zhang, L., Wang, B., Chen, L., Zhang, TC. (2014). Preparation and Characterization of New GA Carboxylic Acid Derivatives. In: Zhang, TC., Ouyang, P., Kaplan, S., Skarnes, B. (eds) Proceedings of the 2012 International Conference on Applied Biotechnology (ICAB 2012). Lecture Notes in Electrical Engineering, vol 251. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-37925-3_161

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  • DOI: https://doi.org/10.1007/978-3-642-37925-3_161

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-37924-6

  • Online ISBN: 978-3-642-37925-3

  • eBook Packages: EngineeringEngineering (R0)

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