SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST

• Published in: Química Nova Vol. 38; no. 9; pp. 1167 - 1171
• Main Authors: Ghodsi Mohammadi Ziarani, Razieh Moradi, Negar Lashgari, Alireza Badiei, Ali Abolhasani Soorki
• Format: Journal Article
• Language: English
• Published: Sociedade Brasileira de Química 01.11.2015
• Subjects: antimicrobial activity; functionalized SBA-15; multicomponent reaction; nanocatalyst; spiro[indoline-3,4’-pyrano[2,3-c:6,5-c’]dipyrazol]-2-ones
• ISSN: 1678-7064
• DOI: 10.5935/0100-4042.20150125

Sulfonic acid functionalized SBA-15 nanoporous material (SBA-Pr-SO3H) with a large pore size of 6 nm, a high surface area, high selectivity, and excellent chemical and thermal stability was applied as an efficient heterogeneous nanoporous acid catalyst in the reaction of isatin with pyrazolones under mild reaction conditions. A novel class of symmetrical spiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one derivatives was successfully obtained in high yields. Comparison of these results with those reported in the literature shows that the current method is efficient, and results in better reaction times and yields of the desired products. Other advantages of this new method are its operational simplicity, easy work-up procedure, and the use of SBA-Pr-SO3H as a reusable and environmentally benign nanoreactor, such that the reaction proceeds easily in its nanopores. We also tested the antimicrobial activity of the prepared compounds using the disc diffusion method, and some of the synthesized compounds exhibited the best results against B. subtilis and S. aureus.