128944-41-2Relevant articles and documents
Antileshmanial activities of synthetic substituted 2-phenyl-4-[phenylmethylidene]-1,3-oxazol-5(4H)-ones
Khan, Saadia Razi,Ghouri, Nida,Karim, Aneela,Naz, Farzana,Fakhri, Muhammad Imran,Perveen, Shahnaz,Khan, Khalid Mohammed,Taha, Muhammad,Choudhary, Muhammad Iqbal
, p. 980 - 985 (2016/01/12)
Substituted 2-phenyl-4-[phenylmethylidene]-1,3-oxazol-5(4H)-ones 1-27 were evaluated for their activity against Leishmania major. Compounds 1-27 demonstrated in vitro antileishmanial activities with IC50 values between 28.9 - 69.05 μM, as compared to standard drug pentamidine (IC50 = 5.09 ± 0.04 μM). Compounds 12 (IC50 = 28.90 ± 1.10 μM), 24 (IC50 = 31.4 ± 2.15 μM), 13 (IC50 = 35.0 ± 3.18 μM), 16 (IC50 = 35.0 ± 3.13 μM), and 25 (IC50 = 35.0 ± 3.18μM) displayed signifiant antileishmanial activities. Whereas, compounds 8-10, 15, 19, and 26 with IC50 values of 62.2 ± 3.36, 57.8 ± 2.30, 57.72 ± 5.02, 56.18 ± 4.40, 57.85 ± 2.25, 69.05 ± 6.20, 54.8 ± 1.50, and 57.8 ± 2.30 μM showed a moderate antileishmanial activities.
Organic-inorganic hybrid polyoxometalates: Efficient, heterogeneous and reusable catalysts for solvent-free synthesis of azlactones
Rostami, Mahbubeh,Khosropour, Ahmadreza,Mirkhani, Valiollah,Moghadam, Majid,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj
experimental part, p. 27 - 34 (2012/01/03)
Two organic-inorganic hybrid polyoxometalates, consist of 1-butyl-3-methylimidazolium salts of (W10O32)4- and (PW12O40)3- polyanions were prepared and characterized by thermal analysis, X-ray diffraction, FT-IR, diffuse reflectance UV-Vis spectroscopic methods and nitrogen absorption-desorption determination (BET). These heterogeneous catalysts were used for synthesis of azlactones by the reaction of aldehydes with hippuric acid and acetic anhydride under solvent-free conditions. These catalysts were reused several times without loss of their activities.
2W10O32. 2H2O: A novel and powerful catalyst for the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones under ultrasonic condition
Rostami, Mahboubeh,Khosropour, Ahmad R.,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram
experimental part, p. 869 - 877 (2012/04/23)
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatungstate dihydrate ([C6(MIm)2]2W10O32. 2H2O) as a new family of polyoxometalate-based dicationic ionic liquids (POM-DIL) is synthesized and employed as a novel and powerful heterogeneous catalyst in the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) under ultrasound-assisted solvent-free condition. On the basis of the results, the products were obtained in excellent yields under mild condition. Utilization of easy work-up and purification make it very interesting from an economic perspective. Moreover, a recycling study confirmed that the catalyst can be reused multiple times without significant loss of its activity.
Novel and chemoselective one-pot synthesis of 4-arylidene-2-phenyl-5(4H)- oxazolones starting from benzyl alcohols promoted by [(C14H 24N4)2W10O32]-[bmim] NO3
Rostami, Mahboubeh,Khosropour, Ahmad Reza,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram
experimental part, p. 1175 - 1180 (2012/01/06)
A new and practical promoter system for one-pot, efficient, chemoselective synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones using [(C14H 24N4)2W10O32]-[bmim] NO3 under solvent-free conditions is described. The present work opens up a new and ecofriendly synthetic route to Erlenmeyer-Ploechl adducts from primary benzyl alcohols in a one-pot operation. Graphical abstract: [Figure not available: see fulltext.]
46. Mammalian Alkaloids: O-Methylation of (+/-)-Norcoclaurine-1-carboxylic Acid and Related Isoquinolines Including (S)- and (R)-Norcoclaurine with 14C-Labeled S-Adenosyl-L-Methionine in Presence of Mammalian Catechol O-Methyltransferase
Sekine, Yasuo,Creveling, Cyrus,Bell, Maureen,Brossi, Arnold
, p. 426 - 432 (2007/10/02)
(+/-)-Norcoclaurine-1-carboxylic acid (5) and the derived dihydroisoquinolinone 6 (present as quinonemethide 6a at pH 7) afforded, on methylation with 14C-labeled S-adenosyl-L-methionine in the presence of mammalian catechol O-methyltransferase, exclusively the 7-O-methylated congeners 7 and 9, respectively.High stereoselectivity of the O-methylation was observed with (-)-(S)- and (+)-(R)-norcoclaurine (2a and 2b, resp.), affording 80percent of 6-O-methylated isoquinoline 12 and 20percent of the 7-O-methylated isomer 11 from 2a, and the reversed proportion of 12 and 11 from 2b.Synthesis of the reference amino acid 8 was achieved by Pictet-Spengler condensation of O-benzyl-protected dopamine 17 with benzyl-protected keto acid 20 (-> 21) followed by methylation with diazomethane (-> 22 + 23) and removal of the protecting groups by acid hydrolysis.It is considered unlikely that amino acids such as 5 constitute important precursors in the biosynthesis of isoquinolines related to reticuline.