Medicinal Chemistry Research

, Volume 24, Issue 1, pp 32–50 | Cite as

Synthesis, structure elucidation, and anti-inflammatory/anti-cancer/anti-bacterial activities of novel (Z)-3-adamantyl-1-aryl-prop/but-2-en-1-ones

  • Utpalparna Kalita
  • Shunan Kaping
  • Revinus Nongkynrih
  • Melboureen Sunn
  • Ivee Boiss
  • Laishram Indira Singha
  • Jai Narain VishwakarmaEmail author
Original Research


A series of hitherto unreported (Z)-3-adamantyl-1-aryl-prop/but-2-en-1-ones (4aj) were prepared from formylated/acetylated active proton compounds (2aj) and 1-adamantanamine (3) under microwave irradiation in good to excellent yields. The structures of 4aj have been unequivocally established with the help of spectral and analytical data. All the products were found to exist in Z form which was also supported by X-ray crystallographic studies. Compounds 4aj were assessed for their biological activities by testing their anti-inflammatory, anti-cancer, and anti-bacterial properties. The compounds 4h and 4i showed highest anti-inflammatory properties, while the compounds 4a and 4g were found to be the most cytotoxic and may have anti-cancer properties. However, none of the compounds exhibited anti-bacterial activity.


Enaminone Adamantane Anti-inflammatory activity Anti-cancer Anti-bacterial 



Authors wish to thank Rev. Fr. Dr. Stephen Mavely, Vice Chancellor, Assam Don Bosco University for providing infrastructure for the execution of this work. Authors also wish to express their gratitude to IIT, Guwahati, Tezpur University, Tezpur, B. Barooah College, Guwahati, SAIF-NEHU, Shillong and SAIF-CDRI, Lucknow for providing spectral and analytical data. Our thanks are also due to the Department of Biotechnology (DBT), Government of India for a research grant. UK, SK & RN thank DBT-GOI for research fellowships.


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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Utpalparna Kalita
    • 1
  • Shunan Kaping
    • 1
  • Revinus Nongkynrih
    • 2
  • Melboureen Sunn
    • 2
  • Ivee Boiss
    • 2
  • Laishram Indira Singha
    • 2
  • Jai Narain Vishwakarma
    • 1
    Email author
  1. 1.Organic Research Lab., Department of Chemical ScienceAssam Don Bosco UniversityGuwahatiIndia
  2. 2.Department of BiotechnologySt. Anthony’s CollegeShillongIndia

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