Synthesis and Evaluation of Biological Activity of Homodrimane Sesquiterpenoids Bearing Hydrazinecarbothioamide or 1,2,4-Triazole Unit
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LUNGU, Lidia, CIOCARLAN, Alexandru, BARBA, Alic, SHOVA, Sergiu, POGREBNOI, Serghei, MANGALAGIU, Ionel, MOLDOVEANU, Costel, VORNICU, Nicoleta, AMBROSIO, Michele, BABAK, Maria V., ARION, Vladimir, ARICU, Aculina. Synthesis and Evaluation of Biological Activity of Homodrimane Sesquiterpenoids Bearing Hydrazinecarbothioamide or 1,2,4-Triazole Unit. In: Chemistry of Heterocyclic Compounds, 2019, nr. 8(55), pp. 716-724. ISSN 0009-3122. DOI: https://doi.org/10.1007/s10593-019-02526-1
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Chemistry of Heterocyclic Compounds
Numărul 8(55) / 2019 / ISSN 0009-3122 /ISSNe 1573-8353

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

DOI: https://doi.org/10.1007/s10593-019-02526-1

Pag. 716-724

Lungu Lidia1, Ciocarlan Alexandru1, Barba Alic1, Shova Sergiu12, Pogrebnoi Serghei1, Mangalagiu Ionel3, Moldoveanu Costel3, Vornicu Nicoleta4, Ambrosio Michele5, Babak Maria V.6, Arion Vladimir7, Aricu Aculina1
 
1 Institute of Chemistry,
2 “Petru Poni” Institute of Macromolecular Chemistry,
3 Alexandru Ioan Cuza University of Iaşi,
4 Metropolitan Center of Research TABOR, The Metropolitanate of Moldavia and Bukovina,
5 Universitatea din Trento,
6 National University of Singapore,
7 University of Vienna
 
Disponibil în IBN: 1 noiembrie 2019


Rezumat

[Figure not available: see fulltext.] 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.

Cuvinte-cheie
1, 2, 4-triazole, antibacterial activity, anticancer activity, Antifungal activity, homodrimane sesquiterpenoid, Hydrazinecarbothioamide, microwave irradiation

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<title xml:lang='en'>Synthesis and Evaluation of Biological Activity of Homodrimane Sesquiterpenoids Bearing Hydrazinecarbothioamide or 1,2,4-Triazole Unit</title>
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<description xml:lang='en' descriptionType='Abstract'><p>[Figure not available: see fulltext.] 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 &mu;g/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&ndash;15 &mu;M.</p></description>
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