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Click inspired synthesis of antileishmanial triazolyl O-benzylquercetin glycoconjugates

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Abstract

The 1,3-dipolar cycloaddition of deoxy-azido sugars 1 with O-benzylquercetin alkynes (5–7) to afford regioselective triazole-linked O-benzylquercetin glycoconjugates (8–10) was investigated in the presence of CuI/DIPEA in dichloromethane. All the developed glycoconjugates (8–10) were evaluated for anti-leishmanial activity against the promastigotes and amastigotes of Leishmania donovani.

Click Inspired Synthesis of Antileishmanial Triazolyl O-Benzylquercetin Glycoconjugates

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Abbreviations

FBS:

Fetal bovine serum

MTT:

3-(4,5-dimethylthiazol-2-yl)-2,5 diphenyl tetrazolium bromide

IC:

inhibitory concentrations

SI:

selective Index

SIRC cell line:

Statens Seruminstitut Rabbit Corneal (SIRC) cell line

MIA PaCa cell line:

MIA PaCa pancreatic epithelial cell lines.

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Acknowledgment

This research was supported by Department of Science and Technology (DST), New Delhi under Women Scientist-A scheme (SR/WOS-A/CS-83/2011 (G) dated 17.07.2012). VKT thanks BHU and CDRI, Lucknow for providing spectroscopic analysis and CSIR New Delhi for the funding.

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Authors and Affiliations

  1. Department of Chemistry, Centre of Advanced Study, Faculty of Science, Banaras Hindu University, Varanasi, 221005, India

    Pratibha Dwivedi, Kunj B. Mishra, Bhuwan B. Mishra & Vinod K. Tiwari

  2. Department of Biochemistry, Faculty of Science, Banaras Hindu University, Varanasi, 221005, India

    Nisha Singh & Rakesh K. Singh

Authors
  1. Pratibha Dwivedi
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  2. Kunj B. Mishra
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  3. Bhuwan B. Mishra
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  4. Nisha Singh
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  6. Vinod K. Tiwari
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Correspondence to Vinod K. Tiwari.

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Dwivedi, P., Mishra, K.B., Mishra, B.B. et al. Click inspired synthesis of antileishmanial triazolyl O-benzylquercetin glycoconjugates. Glycoconj J 32, 127–140 (2015). https://doi.org/10.1007/s10719-015-9582-x

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