42135-78-4Relevant articles and documents
Synthesis and evaluation of naphthalene-based thiosemicarbazone derivatives as new anticancer agents against LNCaP prostate cancer cells
Altintop, Mehlika Dilek,Sever, Belgin,?zdemir, Ahmet,Ku?, G?khan,Oztopcu-Vatan, Pinar,Kabadere, Selda,Kaplancikli, Zafer Asim
, p. 410 - 416 (2016)
Fourteen new naphthalene-based thiosemicarbazone derivatives were designed as anticancer agents against LNCaP human prostate cancer cells and synthesized. MTT assay indicated that compounds 6, 8 and 11 exhibited inhibitory effect on LNCaP cells. Among these compounds, 4-(naphthalen-1-yl)-1-[1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide (6), which caused more than 50% death on LNCaP cells, was chosen for flow cytometric analysis of apoptosis. Flow cytometric analysis pointed out that compound 6 also showed apoptotic effect on LNCaP cells. Compound 6 can be considered as a promising anticancer agent against LNCaP cells owing to its potent cytotoxic activity and apoptotic effect.
Synthesis, crystal structure and bio-macromolecular interaction studies of pyridine-based thiosemicarbazone and its Ni(ii) and Cu(ii) complexes
Basu, Arghya,Thiyagarajan, Durairaj,Kar, Chirantan,Ramesh, Aiyagari,Das, Gopal
, p. 14088 - 14098 (2013)
A new pyridine-based heterocyclic thiosemicarbazone ligand and its Ni(ii) and Cu(ii) complexes have been synthesized and characterized by structural, analytical and spectral methods. The mono-deprotonated anionic form of the ligand coordinates via NNS donor atoms to yield an octahedral Ni(ii) complex and distorted square planar Cu(ii) complex. UV-visible and fluorescence-based spectroscopic techniques revealed that both metal complexes interact with double stranded DNA via intercalation. A comparative assessment indicated that the Ni(ii) complex displayed superior DNA binding. The interaction of these compounds with bovine serum albumin (BSA) suggested that the ligand and its Cu(ii) complex quenched the intrinsic fluorescence of BSA in a static quenching process, whereas for the Ni(ii) complex, fluorescence quenching of BSA was a combination of both static and collision/dynamic quenching processes. The quenching of the fluorescence of BSA is owing to energy transfer from the tryptophan residues of BSA to the compounds bound to BSA. Cytotoxicity tests based on the standard MTT assay revealed that the Cu(ii) complex displayed prominent anti-proliferative activity against HeLa cells.
Synthesis and biological evaluation of new naphthalene substituted thiosemicarbazone derivatives as potent antifungal and anticancer agents
Altintop, Mehlika Dilek,Atli, ?zlem,Ilgin, Sinem,Demirel, Rasime,?zdemir, Ahmet,Kaplancikli, Zafer Asim
, p. 406 - 414 (2016)
New thiosemicarbazone derivatives (1-10) were obtained via the reaction of 4-(naphthalen-1-yl)thiosemicarbazide with fluoro-substituted aromatic aldehydes. The synthesized compounds were evaluated for their in vitro antifungal effects against pathogenic y
A Thiourea-Containing Fluorescent Chemosensor for Detecting Ga3+
Park, Soyoung,Lee, Hangyul,Chae, Ju Byeong,Kim, Cheal
, p. 1457 - 1462 (2020)
A thiourea-based fluorescent chemosensor NADA, (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)-N-(naphthalen-1-yl)hydrazine-1-carbothioamide, has been designed and synthesized. NADA could detect Ga3+ through a fluorescent turn-on with a low detec
Anti-inflammatory activity of novel thiosemicarbazone compounds indole-based as COX inhibitors
Jacob, íris T. T.,Gomes, Fabiana O. S.,de Miranda, Mirelly D. S.,de Almeida, Sinara M. V.,da Cruz-Filho, Iranildo J.,Peixoto, Christina A.,da Silva, Teresinha G.,Moreira, Diogo R. M.,de Melo, Cristiane M. L.,de Oliveira, Jamerson F.,de Lima, Maria C. A.
, p. 907 - 925 (2021/02/26)
Background: In this article, a series of 20 new thiosemicarbazone derivatives containing indole were synthesized and evaluated for their anti-inflammatory potential. Methods: The compounds were obtained through a synthetic route of only two steps, with yields that varied between 33.6 and 90.4%, and characterized by spectroscopic and spectrometric techniques. Results: An initial screening through the lymphoproliferation assay revealed that compounds LT76, LT81, and LT87 were able to inhibit lymphocyte proliferation, with CC50 of 0.56 ± 0.036, 0.9 ± 0.01 and 0.5 ± 0.07?μM, respectively, better results than indomethacin (CC50 > 12?μM). In addition, these compounds were able to suppress the in-vitro production of TNF-α and NO, in addition to stimulating the production of IL-4. Reinforcing in-vitro assays, the compounds were able to inhibit COX-2 similar to Celecoxib showing greater selectivity for this isoform (LT81 SI: 23.06 versus Celecoxib SI: 11.88). Animal studies showed that compounds LT76 (64.8% inhibition after 6?h), LT81 (89% inhibition after 6?h) and LT87 (100% inhibition after 4?h) were able to suppress edema in mice after inoculation carrageenan with greater potency than indomethacin, and immunohistochemistry revealed that the groups treated with LT76, LT81 and LT87 reduced the expression of COX-2, similar or better results when compared to indomethacin. Complementarily, in-silico studies have shown that these compounds have a good pharmacokinetic profile, for respecting the parameters of Lipinski and Veber, showing their good bioavailability. Conclusions: These results demonstrate the potency of thiosemicarbazone derivatives containing indole and confirm their importance as scaffolds of molecules with notorious anti-inflammatory activity.
