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Green synthesis of highly functionalized octahydropyrrolo[3,4-c]pyrrole derivatives using subcritical water, and their anti(myco)bacterial and antifungal activity

(2018) ARKIVOC. p.51-64
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Abstract
A series of novel 2-(thiazol-2-yl)-octahydropyrrolo[3,4-c]pyrroles was synthesized by reaction of octahydropyrrolo[3,4-c]pyrrole N-benzoylthiourea derivatives and α-haloketones in subcritical water at 130 °C in 75-91% yield. Both the thiourea intermediates and the end productswere synthesized in subcritical water, which proved a suitable green alternative to acetone by delivering the desired compounds in much shorter reaction times and practically the same yields. The antimicrobial activity of the compounds was determined against five bacterial strains and three fungal strains, and MIC values of 15.62-250 µg/mL were observed. Moreover, the compounds exhibited antimycobacterial activity against M. tuberculosis H37Rv with MIC values of 7.81-62.5 μg/mL.
Keywords
Green chemistry, subcritical water, thiazole, pyrrolidine, pyrrolidinedione, antimicrobial, 1, 3-DIPOLAR CYCLOADDITION, STEREOSELECTIVE-SYNTHESIS, ANTIMICROBIAL ACTIVITY, BIOLOGICAL EVALUATION, CRYSTAL-STRUCTURES, SCHIFF-BASE, ANTI-HIV, THIAZOLE, ACID, COMPLEXES

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Citation

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MLA
Nural, Yahya, et al. “Green Synthesis of Highly Functionalized Octahydropyrrolo[3,4-c]Pyrrole Derivatives Using Subcritical Water, and Their Anti(Myco)Bacterial and Antifungal Activity.” ARKIVOC, no. 5, 2018, pp. 51–64, doi:10.24820/ark.5550190.p010.573.
APA
Nural, Y., Gemili, M., Yabalak, E., De Coen, L., & Ulger, M. (2018). Green synthesis of highly functionalized octahydropyrrolo[3,4-c]pyrrole derivatives using subcritical water, and their anti(myco)bacterial and antifungal activity. ARKIVOC, (5), 51–64. https://doi.org/10.24820/ark.5550190.p010.573
Chicago author-date
Nural, Yahya, Muge Gemili, Erdal Yabalak, Laurens De Coen, and Mahmut Ulger. 2018. “Green Synthesis of Highly Functionalized Octahydropyrrolo[3,4-c]Pyrrole Derivatives Using Subcritical Water, and Their Anti(Myco)Bacterial and Antifungal Activity.” ARKIVOC, no. 5: 51–64. https://doi.org/10.24820/ark.5550190.p010.573.
Chicago author-date (all authors)
Nural, Yahya, Muge Gemili, Erdal Yabalak, Laurens De Coen, and Mahmut Ulger. 2018. “Green Synthesis of Highly Functionalized Octahydropyrrolo[3,4-c]Pyrrole Derivatives Using Subcritical Water, and Their Anti(Myco)Bacterial and Antifungal Activity.” ARKIVOC (5): 51–64. doi:10.24820/ark.5550190.p010.573.
Vancouver
1.
Nural Y, Gemili M, Yabalak E, De Coen L, Ulger M. Green synthesis of highly functionalized octahydropyrrolo[3,4-c]pyrrole derivatives using subcritical water, and their anti(myco)bacterial and antifungal activity. ARKIVOC. 2018;(5):51–64.
IEEE
[1]
Y. Nural, M. Gemili, E. Yabalak, L. De Coen, and M. Ulger, “Green synthesis of highly functionalized octahydropyrrolo[3,4-c]pyrrole derivatives using subcritical water, and their anti(myco)bacterial and antifungal activity,” ARKIVOC, no. 5, pp. 51–64, 2018.
@article{8564837,
  abstract     = {{A series of novel 2-(thiazol-2-yl)-octahydropyrrolo[3,4-c]pyrroles was synthesized by reaction of octahydropyrrolo[3,4-c]pyrrole N-benzoylthiourea derivatives and α-haloketones in subcritical water at 130 °C in 75-91% yield. Both the thiourea intermediates and the end productswere synthesized in subcritical water, which proved a suitable green  alternative to acetone by delivering the desired compounds in much shorter reaction times and practically the same yields. The antimicrobial activity of the compounds was determined against five bacterial strains and three fungal strains, and MIC values of 15.62-250 µg/mL were observed. Moreover, the compounds exhibited antimycobacterial activity against M. tuberculosis H37Rv with MIC values of 7.81-62.5 μg/mL.}},
  author       = {{Nural, Yahya and Gemili, Muge and Yabalak, Erdal and De Coen, Laurens and Ulger, Mahmut}},
  issn         = {{1551-7012}},
  journal      = {{ARKIVOC}},
  keywords     = {{Green chemistry,subcritical water,thiazole,pyrrolidine,pyrrolidinedione,antimicrobial,1,3-DIPOLAR CYCLOADDITION,STEREOSELECTIVE-SYNTHESIS,ANTIMICROBIAL ACTIVITY,BIOLOGICAL EVALUATION,CRYSTAL-STRUCTURES,SCHIFF-BASE,ANTI-HIV,THIAZOLE,ACID,COMPLEXES}},
  language     = {{eng}},
  number       = {{5}},
  pages        = {{51--64}},
  title        = {{Green synthesis of highly functionalized octahydropyrrolo[3,4-c]pyrrole derivatives using subcritical water, and their anti(myco)bacterial and antifungal activity}},
  url          = {{http://dx.doi.org/10.24820/ark.5550190.p010.573}},
  year         = {{2018}},
}

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