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Research on Chemical Intermediates

, Volume 46, Issue 1, pp 737–753 | Cite as

Supramolecular biomimetic catalysis by β-cyclodextrin for the synthesis of new antimicrobial chromeno[4,3-b]quinolin-isonicotinamides in water

  • Manisha R. BhosleEmail author
  • Supriya A. Joshi
  • Giribala M. Bondle
  • Jaiprakash N. Sangshetti
Article
  • 67 Downloads

Abstract

Herein, a fast and convenient protocol for the synthesis of new isoniazid fused chromeno[4,3-b]quinolin was achieved through biomimetic catalysis by cyclodextrin in the water at 60–65 °C. The present investigation involves attractive characteristics such as the use of water as the reaction medium, one-pot conditions, short reaction periods, easy work-up/purification and reduced waste production. This method provides a green route for the synthesis of targeted scaffolds and also a wide substrate scope for several substituted aldehydes to provide good yields of the corresponding products. Furthermore, the catalyst can be easily recovered by simple filtration and reused several times without any substantial loss in activity. Our study also discloses the antimicrobial screening of new chromeno[4,3-b]quinolin-isonicotinamides against four bacterial and three fungal strains.

Graphic Abstract

Keywords

Biomimetic catalysis β-Cyclodextrin Chromeno[4,3-b]quinolin Water 

Notes

Acknowledgements

The authors are thankful to Professor Ramrao A. Mane for his invaluable discussions and guidance. Authors acknowledge to CDRI, Lucknow, for providing spectral facilities. The authors are also thankful to the Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad and Central Drug Research Institute (CDRI), Lucknow, for providing necessary facilities.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

11164_2019_3987_MOESM1_ESM.docx (687 kb)
Supplementary material 1 (DOCX 688 kb)

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Copyright information

© Springer Nature B.V. 2019

Authors and Affiliations

  • Manisha R. Bhosle
    • 1
    Email author
  • Supriya A. Joshi
    • 1
  • Giribala M. Bondle
    • 1
  • Jaiprakash N. Sangshetti
    • 2
  1. 1.Department of ChemistryDr. Babasaheb Ambedkar, Marathwada UniversityAurangabadIndia
  2. 2.Department of Pharmaceutical ChemistryY. B. Chavan College of PharmacyAurangabadIndia

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