One-pot synthesis of podophyllotoxin–thiourea congeners by employing NH2SO3H/NaI: Anticancer activity, DNA topoisomerase-II inhibition, and apoptosis inducing agents

Disubstituted 4-Chloro-3-nitrophenylthiourea Derivatives: Antimicrobial and Cytotoxic Studies

“…1,2,4-Triazole-linked (thio)urea conjugates have been described as cytotoxic and apoptosis inducing substances [ 17 ]. The same properties, supported by DNA topoisomerase II inhibition, were proved for podophylltoxin-thiourea congeners [ 18 ]. Diaryl thiourea derivatives bearing 1H-indazole-3-amine scaffold displayed anti-angiogenic potential as selective multi-target receptor tyrosine kinase (RTK) inhibitors [ 19 ].…”

“…A noticeable cytotoxic potential of mentioned thiourea-derived compounds was observed against a wide range of solid tumors, such as breast [ 4 , 6 , 17 , 21 , 23 , 32 , 33 ], lung [ 4 , 20 , 22 , 23 , 27 , 29 , 31 , 34 ], liver [ 5 ], prostate [ 4 , 18 , 31 , 32 , 33 ], cervical [ 4 , 29 , 30 ], brain [ 20 , 24 , 29 ], gastric [ 25 ], or colon [ 27 , 29 , 35 ] carcinoma, as well as human leukemia [ 29 ]. Simultaneously some of them, when tested on normal human cells, were found to possess a low cytotoxicity profile [ 1 , 17 , 20 ].…”

“…Simultaneously some of them, when tested on normal human cells, were found to possess a low cytotoxicity profile [ 1 , 17 , 20 ]. The main structural element of anticancer active thioureas were the presence of “the butterfly-like” tricyclic ring of acridine [ 29 ] or other heterocycles, such as pyrimidine [ 5 , 6 , 21 ], quinoline [ 27 ], quinazoline [ 22 , 23 ], furane [ 32 ], benzimidazole [ 4 ], chrysene [ 33 ], benzodioxole [ 18 ], triazole [ 17 ] or thiazole [ 20 ]. On the other hand, the most promising functionalities of a terminal aromatic ring were mainly electron-withdrawing substituents, such as nitro [ 27 , 33 , 35 ], cyano [ 17 ], trifluoromethyl/methoxy [ 17 , 19 ], halogeno [ 5 , 20 , 22 , 23 ], but also electron-withdrawing—methoxy [ 18 , 21 , 25 ] and methyl [ 24 ] groups.…”

Synthesis and Antitumor Activities of Chiral Dipeptide Thioureas Containing an Alpha-Aminophosphonate Moiety

“…We also combined amino acid and α-aminophosphonate to develop novel thiourea derivatives, called pseudo-peptide thioureas [ 19 ], which turned out to be another type of potential anticancer agents. Other functionalized thioureas were structurally incorporated with other scaffolds [ 2 ], such as benzensulfonamide [ 20 ], chlorocolchicine [ 21 ], podophyllotoxin [ 22 ], pyrazole [ 23 ], benzimidazole [ 24 ], benzothiazole [ 25 ], etc.…”

Design, Synthesis and Evaluation of Novel Isoxazolines/Oxime Sulfonates of 2′(2′,6′)-(Di)Chloropodophyllotoxins as Insecticidal Agents

“…Additionally, compound 1 also exhibits other interesting properties such as cytotoxic, insecticidal, antifungal, and antiviral activities 17 . Therefore, total synthesis 18 19 20 and structural modification 21 22 23 of 1 and its analogs is always the research topic.…”