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.
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.
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(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.
