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Chemistry of Heterocyclic Compounds

, Volume 55, Issue 8, pp 716–724 | Cite as

Synthesis and Evaluation of Biological Activity of Homodrimane Sesquiterpenoids Bearing Hydrazinecarbothioamide or 1,2,4-Triazole Unit

  • Lidia Lungu
  • Alexandru Ciocarlan
  • Alic Barba
  • Sergiu Shova
  • Serghei Pogrebnoi
  • Ionel Mangalagiu
  • Costel Moldoveanu
  • Nicoleta Vornicu
  • Michele D’AmbrosioEmail author
  • Maria V. Babak
  • Vladimir B. Arion
  • Aculina Aricu
Article

Synthesis of novel (+)-sclareolide-based homodrimane sesquiterpenoids bearing hydrazinecarbothioamide or N-substituted 1,2,4-triazole unit has been reported. These heterocyclic compounds demonstrate promising in vitro antifungal and antibacterial activities toward fungal species Aspergillus niger, Fusarium solani, Penicillium chrysogenum, Penicillium frequentans, and Alternaria alternata and bacteria strains Bacillus sp. and Pseudomonas aeruginosa at minimum inhibitory concentration level of μg/ml. In addition, two homodrimane sesquiterpenoids with hydrazinecarbothioamide fragment show cytotoxicity toward human ovarian carcinoma cells A2780 and A2780cis with half maximal inhibitory concentration values in range of 9–15 μM.

Keywords

homodrimane sesquiterpenoid hydrazinecarbothioamide 1,2,4-triazole antibacterial activity anticancer activity antifungal activity microwave irradiation 

Notes

Supplementary material

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Lidia Lungu
    • 1
  • Alexandru Ciocarlan
    • 1
  • Alic Barba
    • 1
  • Sergiu Shova
    • 1
    • 2
  • Serghei Pogrebnoi
    • 1
  • Ionel Mangalagiu
    • 3
  • Costel Moldoveanu
    • 3
  • Nicoleta Vornicu
    • 4
  • Michele D’Ambrosio
    • 5
    Email author
  • Maria V. Babak
    • 6
  • Vladimir B. Arion
    • 7
  • Aculina Aricu
    • 1
  1. 1.Institute of Chemistry, Laboratory “Chemistry of Natural and Biologically Active Compounds”ChisinauMoldova
  2. 2.”P. Poni” Institute of Macromolecular ChemistryIasiRomania
  3. 3.”Al. I. Cuza” University of Iasi, Faculty of ChemistryIasiRomania
  4. 4.Metropolitan Center of Research T.A.B.O.R.IasiRomania
  5. 5.University of Trento, Laboratory of Bioorganic ChemistryTrentoItaly
  6. 6.National University of Singapore, Department of ChemistrySingaporeSingapore
  7. 7.University of Vienna, Institute of Inorganic ChemistryViennaAustria

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