Synthesis and structure–antituberculosis activity relationship of 1H-indole-2,3-dione derivatives

1-Propyl-1H-indole-2,3-dione

“…Isatin is a core constituent of many alkaloids (Batanero & Barba, 2006) and drugs (Aboul-Fadl et al, 2010) as well as dyes (Domé nech et al, 2009), pesticides and analytical reagents. Various derivatives of isatin show diverse biological activities including antibacterial (Kassab et al, 2010), antifungal (Amal Raj et al, 2003, antiviral (Jarrahpour et al, 2007), anti-HIV (Bal et al, 2005), anti-mycobacterial (Karalı et al, 2007), anticancer (Gü rsoy & Karalı 2003), and anti-inflammatory activities (Sridhar & Ramesh 2001) and are also effective anticonvulsants (Verma et al 2004). Furthermore, isatin derivatives with their multifunctionality and diversity of transformations are synthetically versatile substrates and many efforts have been made toward the synthesis of these compounds.…”

Antitubercular Drugs Development: Recent Advances in Selected Therapeutic Targets and Rational Drug Design

“…The absence of substitutions at N1 on the indole ring and increased lipophilicity appear to be responsible for high activity against M. tuberculosis (Guzel et al, 2008). An example of thiosemicarbazone-derived compounds that have exhibited important anti-TB activity with an IC50 value of 2.59 uM/mL, is compound 57 (figure 19) (Karali et al, 2007). Other moieties used in the design of anti-TB agents are phenazine and benzothidiazine.…”

Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

“…Of the isatin derivatives, isatin-thiosemicarbazones have been found to exhibit a range of biological properties, including antiulcer, 1 anticancer, 1,4,7,12,[21][22][23] antimicrobial, [1][2][3]5,7,22,24,25 antituberculosis, [26][27][28] antiviral 1,2,5,7,12,28 and enzyme inhibitory activities. 1,4,11,17 Incited by these findings and as a part of our synthetic work on bioactive isatin derivatives, we have recently reported the synthesis of numerous N 4 -aryl substituted isatin-3-thiosemicarbazones (thiourea derivatives) as antimicrobial, [36][37][38][39] cytotoxic, [38][39][40][41][42] phytotoxic, [38][39][40][41]43 antileishmanial 44 and more importantly antiurease [36][37][38][39][40]…”