127222-69-9Relevant articles and documents
Cu(II) complexes of hydrazones–NSAID conjugates: synthesis, characterization and anticancer activity
Bandyopadhyay, Parbati,Basu, Soumya,Chikate, Rajeev,Chikate, Tanmayee,Kaur, Jatinder
, p. 3186 - 3202 (2020)
The hydrazones of nonsteroidal anti-inflammatory drugs (NSAIDs) diclofenac and ibuprofen are synthesized with aldehydes of pyridine and imidazole and are characterized by 1H, 13C and mass spectroscopy. Cu(II) complexes of hydrazones constructed from these ligands possess square planar geometry for bidentate diclofenac-hydrazone and tridentate ibuprofen-hydrazone conjugates with [Cu(L)2] and [Cu(L)Cl] compositions, respectively. The observed irreversible Cu(II)/Cu(I) redox couple in the range of +0.20 to +0.61 V is due to the substantial distortion in the square-planar geometry. ESR studies indicate the appreciably covalent character within M–L bonding due to extensive delocalization of electron from d x2–-y2 orbital. The hydrazone–NSAID conjugates exhibit substantial cytotoxicity against A-549, HCT-116 and MDA-MB-231 cancer cell lines with ibuprofen-imidazole-hydrazone ligand possessing the lowest IC50 (2.26 μM) amongst the synthesized NSAID-conjugates. Interestingly, its Cu(II) complex also displays excellent anticancer activity against MDA-MB- 231 with IC50 value of 3.58 μM. Such a feature may be ascribed to the synergistic association of Cu(II)–NSAID–hydrazone linkage. Thus, conjugation of NSAID with hydrazone and its complexation with a bioactive metal ion may be regarded as a potential strategy for designing of non-platinum anticancer agents.
Pt(II) and Pd(II) complexes with ibuprofen hydrazide: Characterization, theoretical calculations, antibacterial and antitumor assays and studies of interaction with CT-DNA
Manzano, Carlos M.,Bergamini, Fernando R.G.,Lustri, Wilton R.,Ruiz, Ana Lúcia T.G.,de Oliveira, Ellen C.S.,Ribeiro, Marcos A.,Formiga, André L.B.,Corbi, Pedro P.
, p. 469 - 479 (2018)
Palladium(II) and platinum(II) complexes with a hydrazide derivative of ibuprofen (named HIB) were synthesized and characterized by chemical and spectroscopic methods. Elemental and thermogravimetric analyses, as well as ESI-QTOF-MS studies for both compl
Biology-oriented drug synthesis (BIODS), in vitro urease inhibitory activity, and in silico studies on ibuprofen derivatives
Seraj, Faiza,Kanwal,Khan, Khalid Mohammed,Khan, Ajmal,Ali, Muhammad,Khalil, Ruqaiya,Ul-Haq, Zaheer,Hameed, Shehryar,Taha, Muhammad,Salar, Uzma,Perveen, Shahnaz
, p. 143 - 157 (2021)
Abstract: Novel ibuprofen derivatives 1–19 including ibuprofen hydrazide 1, and substituted thiourea derivatives 2–19 were synthesized and characterized by EI-MS, FAB-MS, HREI-MS, HRFAB-MS, 1H-, and 13C-NMR spectroscopic techniques.
A new ibuprofen derivative inhibits platelet aggregation and ros mediated platelet apoptosis
Rakesh, Kodagahalli S.,Jagadish, Swamy,Vinayaka, Ajjampura C.,Hemshekhar, Mahadevappa,Paul, Manoj,Thushara, Ram M.,Sundaram, Mahalingam S.,Swaroop, Toreshettahally R.,Mohan, Chakrabhavi D.,Basappa,Sadashiva, Marilinganadoddi P.,Kemparaju, Kempaiah,Girish, Kesturu S.,Rangappa, Kanchugarakoppal S.
, p. e2718 - e2718 (2014)
Thrombocytopenia is a serious issue connected with the pathogenesis of several human diseases including chronic inflammation, arthritis, Alzheimer's disease, cardiovascular diseases (CVDs) and other oxidative stress-associated pathologies. The indiscriminate use of antibiotics and other biological drugs are reported to result in thrombocytopenia, which is often neglected during the treatment regime. In addition, augmented oxidative stress induced by drugs and pathological conditions has also been shown to induce thrombocytopenia, which seems to be the most obvious consequence of elevated rate of platelet apoptosis. Thus, blocking oxidative stress-induced platelet apoptosis would be of prime importance in order to negotiate thrombocytopenia and associated human pathologies. The current study presents the synthesis and platelet protective nature of novel ibuprofen derivatives. The potent anti-oxidant ibuprofen derivative 4f was selected for the study and the platelet protective efficacy and platelet aggregation inhibitory property has been demonstrated. The compound 4f dose dependently mitigates the oxidative stress-induced platelet apoptosis in both platelet rich plasma and washed platelets. The platelet protective nature of compound 4f was determined by assessing various apoptotic markers such as ROS generation, cytosolic Ca2+levels, PS externalization, cytochrome C translocation, Caspase activation, mitochondrial membrane depolarization, cytotoxicity, LDH leakage and tyrosine phosphorylation of cytosolic proteins. Furthermore, compound 4f dose dependently ameliorated agonist induced platelet aggregation. Therefore, compound 4f can be estimated as a potential candidate in the treatment regime of pathological disorders associated with platelet activation and apoptosis. In addition, compound 4f can be used as an auxiliary therapeutic agent in pathologies associated with thrombocytopenia.
Synthesis and Evaluation of Some Phenyl Substituted Azetidine Containing 1, 2, 4-triazole Derivatives as Antibacterial Agents
Dhall, Esha,Jain, Sonika,Mishra, Achal,Dwivedi, Jaya,Sharma, Swapnil
, p. 2859 - 2869 (2018)
A novel series of phenyl substituted azetidine containing 1, 2, 4-triazole derivatives 7(a–j) were synthesized and characterized by IR, 1HNMR, 13CNMR, and mass spectroscopy. Synthesized 1, 2, 4-triazole derivatives were subsequently assayed in vitro to investigate their antibacterial activity against Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli using broth dilution method. Compounds 7c, 7d, and 7e exhibited potent inhibitory activities as compared to standard cefotaxime. Further, fluorescence spectral studies were also carried out to ascertain the antibacterial potential of compound 7c against two bacterial strains, that is, P.?aeruginosa and S.?aureus. In docking studies, all the compounds exhibited good docking scores between ?12.04 and ?11.36?kcal/mol and indicated that compounds could act through inhibition of bacterial DNA gyrase (PDB ID 3U2D). Among all, 7c has shown the maximum docking score and found in agreement to in vitro studies. In conclusion, synthesized 1, 2, 4-triazole derivatives holds substantial caliber to be categorized as antibacterial agents.
Comparative study of microwave-assisted and conventional synthesis of ibuprofen-based acyl hydrazone derivatives
Baran, Ayse Uzgoeren
, p. 927 - 935 (2013)
A series of potential biological active acyl hydrazone derivatives containing ibuprofen moiety (compounds 4a{4p) was synthesized by the condensation of ibuprofen hydrazone with aromatic aldehydes using conventional and microwave irradiation methods. The microwave method was found to be successful with nearly the same or higher yields and shorter reaction time, and it was more environmentally friendly compared to the conventional heating method. The chemical structures of the synthesized compounds were characterized by IR, 1H NMR, and APT-NMR spectroscopy. TUeBITAK.
Design, synthesis, in vitro evaluation, and docking studies on ibuprofen derived 1,3,4-oxadiazole derivatives as dual α-glucosidase and urease inhibitors
Abid, Obaid-ur-Rahman,Daud, Habiba,Daud, Saima,Ghufran, Mehreen,Iftikhar, Fatima,Niaz, Basit,Rafiq, Muhammad,Rehman, Wajid,Sardar, Asma,Shah, Basit Ali,Sultana, Rifhat,Wadood, Abdul,Zain-ul-Wahab
, p. 316 - 336 (2022/01/14)
Present study aimed at the discovery of new non-sugar α-glucosidase inhibitors includes synthesis of a series of 1,3,4-oxadiazole based Schiff base derivatives of ibuprofen. Initially oxadiazoles from ibuprofen were synthesized by treating ibuprofen hydra
Design, synthesis and molecular docking studies of new azomethine derivatives as promising anti-inflammatory agents
Desai, Sulaksha R.,Desai, Vidya G.,Pissurlenkar, Raghuvir R.
, (2022/01/24)
Herein, we synthesized a series of Ibuprofen-based 4a-k, quinoxaline-based 9a-f and pyridine-based 13a-h azomethine derivatives and studied their anti-inflammatory potency. The in-silico docking studies of the synthesized compounds 4a-k revealed better af
Facile preparation of new hydrazone compounds and their application for long-term corrosion inhibition of N80 steel in 15% HCl: An experimental study combined with DFTB calculations
Lgaz, Hassane,Lee, Han-seung
, (2021/11/17)
Developing safer and environmentally responsible corrosion inhibitors is of great significance for protecting pipelines from corrosion damage during acidizing processes. It is a never-ending task for oil service companies and researchers. Herein, new hydr
Phenyl substituted thiazole linked 1, 2, 4-triazole derivatives: Synthesis and their biological evaluation
Jain, Sonika,Dhall, Esha,Devi, Meenu,Sharma, Swapnil,Dwivedi, Jaya,Sahu, Sanjeev Kumar
, p. 727 - 734 (2021/09/30)
Synthesize and evaluate some phenyl substituted thiazole linked 1, 2, 4-triazole derivatives as antimicrobial agents. Compounds containing 1, 2, 4-triazole moieties are widely used as antimicrobial and antifungal agents whereas thiazole is another heterocyclic ring exhibiting various pharmacological actions. It is interesting to incorporate different bioactive pharmacophores in the same molecular framework to examine cumulative effect exerted by the moiety. This hypothesis was applied in research work by having triazole and thiazole in the same molecular framework. The present work was mainly focused on synthesis of some 1, 2, 4-triazole derivatives linking with phenyl substituted thiazole nucleus and their evaluation for biological activity. The compounds (8a-8j) were synthesized as per design scheme and elucidated their structures using different spectroscopic data of IR, 1HNMR, 13CNMR & mass spectroscopy. These synthesized derivatives were evaluated for their antibacterial activity using broth dilution assay. Further, mechanism of action of test compounds was examined using protein leakage assay. All the spectral data were confirmed the synthesis of phenyl substituted thiazole linked 1, 2, 4-triazole derivatives and some of them exhibited significant antimicrobial activity. Amongst all compound 8c showed most potent activity with lowest IC50 values 180 μg/ml and 120 μg/ml against S. aureus & amp; B. cereus respectively. Whereas compound 8j demonstrated strong inhibitory activities only against negative strains P. aeruginosa and E. coli with lowest IC50 values 240 μg/mL and 200μg/mL respectively.
