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POM analyses of antimicrobial activity of 4H-pyrimido[2,1-b]benzothiazole, pyrazole, and benzylidene derivatives of curcumin

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Abstract

A series of sixteen curcumin derivatives (CURC-D) were designed and evaluated for their antibacterial/antifungal activity. POM analyses showed that lipophilicity and presence of (X–Y) pharmacophore site (X, Y = O, N) are the major factors that governed the orientation in determining antibacterial and/antifungal activity. Furthermore, it was also found that some of the POM analyzed CURC-derivatives have a closed pharmacophore sites which might be responsible of low bioactivity. To confirm the electronic, steric, and hydrophobic requirements for future modifications, we have also carried out receptor-based electrostatic analysis. Therefore, we conclude that POM analyses may prove to be a suitable method to correlate structural features of CURC-D with their promising combined antibacterial/antifungal activity and may contribute to the development of novel antimicrobial agents against drug-resistant human pathogens.

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Acknowledgments

The authors would like to extend their sincere appreciation to the Deanship of Scientific at King Saud University for its funding of this research through the Research Group Project no RGP-VPP-222.

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Authors and Affiliations

  1. Laboratoire Chimie des Matériaux, FSO, Université Mohammed 1ER, 60000, Oujda, Morocco

    Moulay H. Youssoufi & Taibi Ben Hadda

  2. Department of Industrial Chemistry, Jiwaji University, Gwalior, 474011, Madhya Pradesh, India

    Pramod K. Sahu, Praveen K. Sahu & Dau D. Agarwal

  3. School of Study in Chemistry, Jiwaji University, Gwalior, 474011, Madhya Pradesh, India

    Pramod K. Sahu & Dau D. Agarwal

  4. Department of Plant Sciences, Quaid-i-Azam University, Islamabad, 45320, Pakistan

    Mushtaq Ahmad

  5. Department of Chemistry, Taibah University, P.O. Box 30002, Medina, Kingdom of Saudi Arabia

    Mouslim Messali

  6. Department of Chemistry, Science College, King Saud University, Riyadh, Kingdom of Saudi Arabia

    Siham Lahsasni

Authors
  1. Moulay H. Youssoufi
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  2. Pramod K. Sahu
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  3. Praveen K. Sahu
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  4. Dau D. Agarwal
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  8. Taibi Ben Hadda
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Correspondence to Pramod K. Sahu or Taibi Ben Hadda.

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Youssoufi, M.H., Sahu, P.K., Sahu, P.K. et al. POM analyses of antimicrobial activity of 4H-pyrimido[2,1-b]benzothiazole, pyrazole, and benzylidene derivatives of curcumin. Med Chem Res 24, 2381–2392 (2015). https://doi.org/10.1007/s00044-014-1297-1

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