Linking azoles to isoniazid via hydrazone bridge: Synthesis, crystal structure determination, antitubercular evaluation and computational studies

Activity against Mycobacterium tuberculosis of a new class of spirooxindolopyrrolidine embedded chromanone hybrid heterocycles

“…Resorufin produced by fluorescent resorufin is used for determining the minimum inhibitory concentration (MIC) of compounds. 31 …”

Isoniazid Linked to Sulfonate Esters via Hydrazone Functionality: Design, Synthesis, and Evaluation of Antitubercular Activity

“…General procedure for the synthesis of the target compounds SIH1–SIH13: A mixture of appropriate 4-formylphenyl substituted benzenesulfonate (0.5 mmol) and isoniazid (0.5 mmol) was refluxed with 5 drops of acetic acid in 15 mL methanol for 8 h. After completion of the reaction, the mixture was cooled and the precipitated solid was filtered, dried, and recrystallized from methanol ( SIH1 - SIH7 , SIH11 - SIH13 ) or methanol-ether (8:2) ( SIH8 - SIH10 ) [ 13 ].…”

“…Before receiving 32.5 µL of a resazurin-tween mixture (8:5 ratio of 0.6 mM Resazurin in 1× PBS to 20% Tween 80), plates were incubated at 37 °C for one week. The production of fluorescent resorufin assists in determining the minimum inhibitory concentration (MIC) of the compounds tested [ 13 ].…”

“…Due to their commonly reported anti-TB properties, hydrazone-possessing molecules are of considerable interest [ 12 ]. Particularly, the synthesis of hydrazone derivatives of the current anti-TB drugs such as isoniazid [ 13 ], ciprofloxacin [ 14 ], and pyrazinamide [ 15 ] is a frequently applied antimycobacterial drug design strategy ( Figure 2 ). Therefore, hydrazone is considered to be an excellent linker fragment for newly-designed antitubercular agents.…”

Sulfonamides linked to sulfonate estersviahydrazone functionality: synthesis, human carbonic anhydrase inhibitory activities, and molecular modeling studies

“…Hydrazone is a common functionality present in the chemical structures of compounds that hold great therapeutic potential. In addition to demonstrating antitubercular, 15 anticancer, 16 and anti-inflammatory activities, 17 the hydrazone group also functions as a linker for arylsulfonamides, which represent one of the most potent classes of CA inhibitors (Fig. 2).…”