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Design, synthesis, and biological evaluation of chalcone oxime derivatives as potential immunosuppressive agents

A series of new chalcone oximes were synthesized and evaluated for their cytotoxicities and immunosuppressive activities. Chalcone oximes 25 and 27 exhibited lower cytotoxicities and higher inhibitory activities on anti-CD3/anti-CD28 co-stimulated lymph node cell than other compounds. Compound 27 di... Full description

Journal Title: Bioorganic & Medicinal Chemistry Letters 01 May 2012, Vol.22(9), pp.3039-3043
Main Author: Luo, Yin
Other Authors: Song, Ran , Li, Yao , Zhang, Shuai , Liu, Zhi-Jun , Fu, Jie , Zhu, Hai-Liang
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0960-894X ; E-ISSN: 1464-3405 ; DOI: 10.1016/j.bmcl.2012.03.080
Link: http://dx.doi.org/10.1016/j.bmcl.2012.03.080
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recordid: elsevier_sdoi_10_1016_j_bmcl_2012_03_080
title: Design, synthesis, and biological evaluation of chalcone oxime derivatives as potential immunosuppressive agents
format: Article
creator:
  • Luo, Yin
  • Song, Ran
  • Li, Yao
  • Zhang, Shuai
  • Liu, Zhi-Jun
  • Fu, Jie
  • Zhu, Hai-Liang
subjects:
  • Chalcone
  • Oxime
  • Cytotoxicity
  • Immunosuppressive Activity
  • Chalcone
  • Oxime
  • Cytotoxicity
  • Immunosuppressive Activity
  • Medicine
  • Chemistry
  • Anatomy & Physiology
ispartof: Bioorganic & Medicinal Chemistry Letters, 01 May 2012, Vol.22(9), pp.3039-3043
description: A series of new chalcone oximes were synthesized and evaluated for their cytotoxicities and immunosuppressive activities. Chalcone oximes 25 and 27 exhibited lower cytotoxicities and higher inhibitory activities on anti-CD3/anti-CD28 co-stimulated lymph node cell than other compounds. Compound 27 displayed 200-fold lower cytotoxicity and potent inhibition activity (SI=176.69) close to cyclosporin A (SI=154.13). The preliminary mechanism of inhibition effect of compounds 25 and 27 was also detected by flow cytometry, and the compounds exerted immunosuppressive activities via inducing the apoptosis of activated lymph node cells in a dose dependent manner. The deep mechanism of apoptosis was detected by Western blot analysis. A series of deoxybenzoin oximes were recently reported as potent immunosuppressive agents by our group. In order to continue the original research for potential immunosuppressive agents with high efficacy and low toxicity, we synthesized a...
language: eng
source:
identifier: ISSN: 0960-894X ; E-ISSN: 1464-3405 ; DOI: 10.1016/j.bmcl.2012.03.080
fulltext: fulltext
issn:
  • 0960-894X
  • 0960894X
  • 1464-3405
  • 14643405
url: Link


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titleDesign, synthesis, and biological evaluation of chalcone oxime derivatives as potential immunosuppressive agents
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subjectChalcone ; Oxime ; Cytotoxicity ; Immunosuppressive Activity ; Chalcone ; Oxime ; Cytotoxicity ; Immunosuppressive Activity ; Medicine ; Chemistry ; Anatomy & Physiology
descriptionA series of new chalcone oximes were synthesized and evaluated for their cytotoxicities and immunosuppressive activities. Chalcone oximes 25 and 27 exhibited lower cytotoxicities and higher inhibitory activities on anti-CD3/anti-CD28 co-stimulated lymph node cell than other compounds. Compound 27 displayed 200-fold lower cytotoxicity and potent inhibition activity (SI=176.69) close to cyclosporin A (SI=154.13). The preliminary mechanism of inhibition effect of compounds 25 and 27 was also detected by flow cytometry, and the compounds exerted immunosuppressive activities via inducing the apoptosis of activated lymph node cells in a dose dependent manner. The deep mechanism of apoptosis was detected by Western blot analysis. A series of deoxybenzoin oximes were recently reported as potent immunosuppressive agents by our group. In order to continue the original research for potential immunosuppressive agents with high efficacy and low toxicity, we synthesized a...
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titleDesign, synthesis, and biological evaluation of chalcone oxime derivatives as potential immunosuppressive agents
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A series of new chalcone oximes were synthesized and evaluated for their cytotoxicities and immunosuppressive activities. Chalcone oximes 25 and 27 exhibited lower cytotoxicities and higher inhibitory activities on anti-CD3/anti-CD28 co-stimulated lymph node cell than other compounds. Compound 27 displayed 200-fold lower cytotoxicity and potent inhibition activity (SI=176.69) close to cyclosporin A (SI=154.13). The preliminary mechanism of inhibition effect of compounds 25 and 27 was also detected by flow cytometry, and the compounds exerted immunosuppressive activities via inducing the apoptosis of activated lymph node cells in a dose dependent manner. The deep mechanism of apoptosis was detected by Western blot analysis.

A series of deoxybenzoin oximes were recently reported as potent immunosuppressive agents by our group. In order to continue the original research for potential immunosuppressive agents with high efficacy and low toxicity, we synthesized a...

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abstract

A series of new chalcone oximes were synthesized and evaluated for their cytotoxicities and immunosuppressive activities. Chalcone oximes 25 and 27 exhibited lower cytotoxicities and higher inhibitory activities on anti-CD3/anti-CD28 co-stimulated lymph node cell than other compounds. Compound 27 displayed 200-fold lower cytotoxicity and potent inhibition activity (SI=176.69) close to cyclosporin A (SI=154.13). The preliminary mechanism of inhibition effect of compounds 25 and 27 was also detected by flow cytometry, and the compounds exerted immunosuppressive activities via inducing the apoptosis of activated lymph node cells in a dose dependent manner. The deep mechanism of apoptosis was detected by Western blot analysis.

A series of deoxybenzoin oximes were recently reported as potent immunosuppressive agents by our group. In order to continue the original research for potential immunosuppressive agents with high efficacy and low toxicity, we synthesized a...

pubElsevier Ltd
doi10.1016/j.bmcl.2012.03.080
lad01Bioorganic & Medicinal Chemistry Letters
date2012-05-01