19513-05-4Relevant articles and documents
Mn(OAc)3-mediated phosphonation-lactonization of alkenoic acids: Synthesis of phosphono-γ-butyrolactones
Gao, Yuzhen,Li, Xueqin,Xu, Jian,Wu, Yile,Chen, Weizhu,Tang, Guo,Zhao, Yufen
, p. 1605 - 1607 (2015)
A new, general method for the synthesis of phosphono-γ-butyrolactones has been achieved through Mn(OAc)3-mediated radical oxidative phosphonation and lactonization of alkenoic acids with H-phosphonates and H-phosphine oxide. Mn(OAc)3 can be readily prepared from Mn(OAc)2 in the laboratory. This transformation allows the direct formation of a P-C bond and the construction of a lactone ring in one reaction.
Synthesis of ferrocene substituted dihydrofuran derivatives via manganese(III) acetate mediated radical addition-cyclization reactions
Aslan, Hakan,?ktemer, Atilla,Dal, Hakan,H?kelek, Tuncer
, p. 7223 - 7232 (2017)
In this study, the manganese(III) acetate mediated radical addition-cyclization reactions of ferrocene substituted alkenes and active methylene compounds were carried out. The regio- and stereoselective radical cyclization reactions of (E)-styrylferrocene
Cascade arylalkylation of activated alkenes: Synthesis of chloro- and cyano-containing oxindoles
Li, Xueqin,Xu, Jian,Gao, Yuzhen,Fang, Hua,Tang, Guo,Zhao, Yufen
, p. 2621 - 2626 (2015)
The general method for the oxidative cyclization of arylacrylamides with dichloromethane or acetonitrile has been developed. The reactions described provide novel access to chloro- and cyano-containing oxindoles in good to moderate yields that allow the direct formation of a C-C bond and the construction of an oxindole ring in one reaction. The use of a cheap and easily prepared Mn(OAc)3 represents an added advantage of this method.
Biotin-Targeted Nanomicellar Formulation of an Anderson-Type Polyoxomolybdate: Synthesis and in Vitro Cytotoxicity Evaluations
Hassanzadeh, Farshid,Ramezani-Aliakbari, Maryam,Rostami, Mahboubeh,Sadeghi-Aliabadi, Hojjat,Varshosaz, Jaleh
, p. 6475 - 6489 (2021)
This study is aimed at developing a micellar carrier for an Anderson-type manganese polyoxomolybdate (TRIS-MnPOMo) to improve the potency and reduce the general toxicity. The biotin-targeted stearic acid-polyethylene glycol (SPB) polymeric conjugate was selected for the first time as a micelle-forming basis for the delivery of TRIS-MnPOMo to breast cancer cells. The cytotoxicity of TRIS-MnPOMo and its nanomicellar form (TRIS-MnPOMo@SPB) was evaluated against MCF-7, MDA-MB-231 (breast cancer cell lines), and HUVEC (normal cell line) in vitro using the MTT assay. The quantity of cellular uptake and apoptosis level were studied properly using standard methods. The hydrodynamic size, zeta potential, and polydispersity index of the prepared micelles were 140 nm,-15.6 mV, and 0.16, respectively. The critical micelle concentration was about 30 μg/mL, which supports the colloidal stability of the micellar dispersion. The entrapment efficiency was interestingly high (about 82%), and a pH-responsive release of TRIS-MnPOMo was successfully achieved. The micellar form showed better cytotoxicity than the free TRIS-MnPOMo on cancer cells without any significant heme and normal cell toxicity. Biotin-targeted nanomicelles internalized into the MDA-MB-231 cells interestingly better than nontargeted micelles and TRIS-MnPOMo, most probably via the endocytosis pathway. Furthermore, at the same concentration, micelles remarkably increased the level of induced apoptosis in MDA-MB-231 cells. In conclusion, TRIS-MnPOMo@SPB could profoundly improve potency, safety, and cellular uptake; these results are promising for further evaluations in vivo.
Eudesmic acid-polyoxomolybdate organo-conjugate as novel anticancer agent
Hassanzadeh, Farshid,Ramezani-Aliakbari, Maryam,Rostami, Mahboubeh,Sadeghi-aliabadi, Hojjat,Soltanabadi, Azim,Varshosaz, Jaleh,Yadollahi, Bahram
, (2021)
In this work, trimethylated gallic acid (Eudesmic acid, EU) was selected for the synthesis of an organo-conjugate (EU2POMo) from TRIS modified Anderson-type manganese polyoxomolybdate (POMo) for the first time. EU2POMo was synthesized through amide bonding between POMo and EU using carbodiimide coupling strategy. Some of the quantum chemical properties of POMo and EU2POMo beside the DFT and TD-DFT calculations were done using the Gaussian program. The cytotoxicity was studied on breast cancer cell lines (MCF-7 and MDA-MB-231) comparing the Human Umbilical Vein Endothelial Cell line (HUVEC) using the MTT method. The cellular uptake was determined using the ICP-MS method, and the apoptosis value was checked by the flow cytometry technique on the MDA-MB-231 cell line. The structure was approved by FTIR, NMR spectroscopy as well as elemental analysis. Quantum chemical calculations proposed better stability and lower chemical potential for EU2POMo, and internal energy and dipole moment were higher in the EU2POMo. Both POMo and EU2POMo showed reasonable anti-cancer effects on breast cancer cell lines (MCF-7 and MDA-MB-231), and the results were somewhat in favor of POMo. Interestingly, EU2POMo showed no significant cytotoxicity on the HUVEC and was safer than POMo. Cellular uptake (33.5% versus 29.2%) and apoptosis value (28% versus 15%) in the case of EU2POMo were slightly better than POMo. In conclusion, this study aimed to introduce a novel, potent and safe anti-cancer Anderson type polyoxometalate to cancer studies. Based on results, this conjugate has sufficient potential for further cancer chemotherapy assessments, specifically breast cancer.
Mn(OAc)3-Mediated Synthesis of 3-Phosphonyldihydrofurans from β-Ketophosphonates and Alkenes
Lu, Guozhang,Lin, Binzhou,Gao, Yuzhen,Ying, Jianxi,Tang, Guo,Zhao, Yufen
supporting information, p. 724 - 728 (2017/03/21)
A new, general method for the synthesis of 3-phosphonyldihydrofuran derivatives has been achieved through Mn(OAc)3-mediated radical cyclization between β-ketophosphonates and alkenes. This transformation allows the direct formation of C-C/C-O bonds and the construction of a dihydrofuran ring in one reaction with operational simplicity and excellent functional-group compatibility.
Mn(III)-based oxidative cyclization of N-aryl-3-oxobutanamides. facile synthesis and transformation of substituted oxindoles
Kikue, Nobutaka,Takahashi, Tetsuya,Nishino, Hiroshi
, p. 540 - 562 (2015/03/04)
The oxidation of 3-oxo-N-phenylbutanamides 1 with manganese(III) acetate in ethanol afforded dimeric 3,3'-biindoline-2,2'-dione derivatives 3-5. A similar reaction of N,2-disubstituted N-aryl-3-oxobutanamides 6 in acetic acid produced 3-acetylindolin-2-ones 7 bearing various substituents in good to excellent yields. The acetylindolinones 7 were easily deacetylated by treatment using neutral alumina in diethyl ether. Both the acetylindolinones 7 and deacetylated indolinones 8 were transformed by reduction into the substituted 1H-indoles.
Synthetic, spectroscopic and thermal studies of some complexes of unsymmetrical Schiff base ligand
Pethe, Gaurav,Yaul, Amit,Aswar, Anand
, p. 97 - 104 (2012/03/07)
New unsymmetrical Schiff base ligand (H 2 L) is prepared via condensation of 2-hydroxy-5-methyl acetophenone, 2-hydroxy-5-chloro-3-nitro acetophenone and carbohydrazide in 1:1:1 ratio. Metal complexes of VO(IV), Cr(III), Mn(III), Fe(III), Zr(IV), MoO 2 (VI), WO 2 (VI) and UO 2 (VI) have been prepared. These complexes were characterized by elemental analysis, UV-Vis and IR spectroscopy and magnetic moment and thermogravimetric analysis. The purity of the ligand andthe metal complexes is confirmed by microanalyses, while unsymmetrical nature of ligand was further corroborated by 1 H NMR. All the complexes are air stable and insoluble in water and common organic solve nts but fairly soluble in DMSO. The elemental analysis shows 1:1 metal to ligand stoichiometry for all the complexes. Thermal behaviour of the complexes was studied, the complexes were found to be quite stable and their thermal decomposition was generally via partially loss of the organic moiety and ended with respective metal oxide as a final product. Comparison of the IR spectrum of ligand and its metal complexes confirm that Schiff base behave as a dibasic tetradentate ligand towards the central metal ion with an ONNO donor sequence. The dc electrical conductivity isstudied and data obtained obeyed the relation ? = ? 0 exp(-E a /kT) over the temperature range 40-130 °C. X-ray diffraction study of VO(IV) complex shows its crystalline nature with triclinic crystal system.
Synthetic, characterization and catalytic studies of some coordination compounds derived from unsymmetrical quadridentate Schiff base ligand
Pethe,Yaul,Aswar
, p. 2304 - 2309 (2012/03/12)
The stable complexes of VO(IV), Cr(III), Mn(III), Fe(III), MoO 2(VI), and WO2(VI), with an unsymmetrical tetradentate Schiff base ligand derived from 2-hydroxy-5-methylacetophenone, 2-hydroxy-5-chloroacetophenone and carbohydrazide were synthesized and characterized by the elemental analysis, UV-Vis and IR spectroscopy, magnetic measurements and thermal analysis. The VO(IV) and Mn(III) complexes were tested for the catalytic oxidation of styrene. The conversion of styrene increases with use of VO(IV) catalyst and decreases with use of Mn(III) catalyst.
Synthesis, spectroscopy and biological investigations of manganese(III) Schiff base complexes derived from heterocyclic β-diketone with various primary amine and 2,2′-bipyridyl
Surati, Kiran R.
, p. 272 - 277 (2011/06/27)
The mixed ligand mononuclear complex [Mn(bipy)(HPMFP)(OAc)]ClO4 was synthesized by reaction of Mn(OAc)3·2H2O with HPMFP and 2,2′-bipyridyl. The corresponding Schiff base complexes were prepared by condensation of [Mn(bipy)(HPMFP)(OAc)]ClO4 with ethylenediamine, ethanolamine and glycine (where HPMFP = 1-phenyl-3methyl-4- formyl-2-pyrazolin-5one, bipy = 2,2′-bipyridyl). All the compounds have been characterized by elemental analysis, magnetic susceptibility, conductometry measurements and 1H and 13C NMR, FT-IR, mass spectrometry. Electronic spectral and magnetic susceptibility measurements indicate square pyramidal geometry around manganese(III) ion. The thermal stabilities, activation energy E*, entropy change ΔS *, enthalpy change ΔH* and heat capacity of thermal degradation for these complexes were determined by TGA and DSC. The in vitro antibacterial and antifungal activity of four coordination compounds and ligand HPMFP were investigated. In vitro activates of Bacillus subtillis (MTCC-619), Staphylococcus aureus (MTCC-96), Escherichia coli (MTCC-722) and Klebsiella pneumonia (MTCC-109) bacteria and the fungus Candida albicans (ATCC-90028) were determined. All the compounds showed good antimicrobial activity. The antimicrobial activities increased as formation of Schiff base.
