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. 2022 Jul 23;27(15):4723. doi: 10.3390/molecules27154723

Table 16.

Microwave-assisted three-component synthesis of pyrano-pyrazole derivatives 59 and their in vitro antibacterial activity evaluation against a panel of six pathogenic strains.

graphic file with name molecules-27-04723-i026.jpg
Compound Reagent 58 R R1 Yield of 59 (%) Antibacterial Activity of Compounds 59 (MIC in μg/mL)
BS CT SA EC ST VC
59a graphic file with name molecules-27-04723-i027.jpg H F 71 250 250 500 200 200 250
59b H Me 83 250 100 250 500 500 250
59c Me F 78 250 100 125 200 250 200
59d Me Me 79 500 500 500 200 250 500
59e graphic file with name molecules-27-04723-i028.jpg H F 78 100 250 500 250 500 250
59f H Me 72 200 500 100 250 250 200
59g Me F 75 250 250 250 200 250 250
59h Me Me 70 250 250 250 125 100 125
59i graphic file with name molecules-27-04723-i029.jpg H F 73 250 100 500 100 200 100
59j H Me 83 200 250 500 125 100 250
59k Me F 81 100 100 62.5 200 125 125
59l Me Me 84 500 200 200 100 200 100
59m graphic file with name molecules-27-04723-i030.jpg H F 75 200 100 500 200 250 200
59n H Me 86 500 500 200 200 200 500
59o Me F 70 125 500 500 125 100 100
59p Me Me 82 100 100 500 200 250 100
59q graphic file with name molecules-27-04723-i031.jpg H F 68 250 500 250 100 125 250
59r H Me 73 500 250 250 250 250 500
59s Me F 75 250 250 250 62.5 100 250
59t Me Me 76 250 250 500 250 500 250
Ampicillin a -- -- -- -- 100 250 100 100 100 250
Norfloxacin a -- -- -- -- 10 50 10 10 10 100
Chloramphenicol a -- -- -- -- 50 50 50 50 50 50
Ciprofloxacin a -- -- -- -- 50 100 25 25 25 50

BS (Bacillus subtilis), CT (Clostridium tetani), SA (Staphylococcus aureus), EC (Escherichia coli), ST (Salmonella typhi), VC (Vibrio cholerae). a Positive control for the study.