Microwave-assisted multicomponent synthesis of antiproliferative 2,4-dimethoxy-tetrahydropyrimido[4,5- b ]quinolin-6(7 H )-ones.
| Autor: | Patel SG; Department of Chemistry, Sardar Patel University Vallabh Vidyanagar 388120 Gujarat India hm_patel@spuvvn.edu., González-Bakker A; BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna La Laguna E-38206 Spain., Vala RM; Department of Chemistry, Sardar Patel University Vallabh Vidyanagar 388120 Gujarat India hm_patel@spuvvn.edu., Patel PJ; Department of Chemistry, Sardar Patel University Vallabh Vidyanagar 388120 Gujarat India hm_patel@spuvvn.edu., Puerta A; BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna La Laguna E-38206 Spain., Malik A; Sustainable Materials and Catalysts Research Laboratory (SMCRL), Department of Chemistry, Indian Institute of Technology Jodhpur India., Sharma RK; Sustainable Materials and Catalysts Research Laboratory (SMCRL), Department of Chemistry, Indian Institute of Technology Jodhpur India., Padrón JM; BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna La Laguna E-38206 Spain., Patel HM; Department of Chemistry, Sardar Patel University Vallabh Vidyanagar 388120 Gujarat India hm_patel@spuvvn.edu. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2022 Oct 25; Vol. 12 (47), pp. 30404-30415. Date of Electronic Publication: 2022 Oct 25 (Print Publication: 2022). |
| DOI: | 10.1039/d2ra04669e |
| Abstrakt: | In this study, we demonstrate a simple, highly efficient, rapid and convenient series of 2,4-dimethoxy-tetrahydropyrimido[4,5- b ]quinolin-6(7 H )-ones 4a-v. Microwave irradiation facilitates the one-pot multicomponent reaction of different aromatic aldehydes, 6-amino-2,4-dimethoxypyrimidine and dimedone using glacial acetic acid. Metal-free multicomponent synthesis, shorter reaction time, higher product yield, easy product purification without column chromatography and outstanding green credential parameters are the key features of this protocol. We analysed 4a-v against six human tumour cell lines for antiproliferative activity. 4h, 4o, 4q and 4v show good antiproliferative activity with a good in silico ADMET profile. Furthermore, 4h, 4o, 4q and 4v also show drug-likeness properties by obeying drug-like filters. Competing Interests: The authors declare no conflict of interest. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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