SYNTHESIS AND ANTIBACTERIAL AND ANTIFUNGAL ACTIVITY OF SOME NEW PYRIMIDIN-2(5H)-ONE/THIONE AND 4H-CHROMEN-4-ONE DERIVATIVES

被引:3
作者
Bansode, T. N. [1 ]
Ansari, R. M. [1 ]
Gawale, Y. K. [1 ]
机构
[1] BNN Coll, Dept Chem, Bhiwani 421305, Thane MS, India
关键词
Chromones; pyrimidinone/thiones; synthesis; antimicrobial properties; ANTIMICROBIAL ACTIVITY; AGENTS; FLAVONOIDS; CHALCONES;
D O I
10.1007/s11094-011-0635-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new synthesis of 2-substituted-4H-chromen-4-ones (IVa-c) and 4-(2-hydroxyphenyl)-6-substituted pyrimidin- 2(5H)-one/thiones (Va - Vc)/(VIa - VIc) derivatives is reported. First, benzoyloxy esters are converted into their 1,3-diones (IIIa - IIIc) by using dry KOH in pyridine via the Baker - Venkataraman transformation reaction. Then, 1,3-diones thus obtained are cyclised into 2-substituted-4H-chromen-4-ones (IVa - IVc) and 4-(2-hydroxyphenyl)-6-substituted pyrimidin-2(5H)-one/thiones (Va - Vc)/(VIa - VIc) by refluxing in acetic acid and urea/thiourea in ethanol, respectively. The newly synthesized compounds were characterized by IR, H-1 NMR, and mass spectroscopy and elemental analysis and tested for their antibacterial and antifungal activity.
引用
收藏
页码:366 / 368
页数:3
相关论文
共 25 条
  • [1] Synthesis and structure-activity relationships of 2-vinylchroman-4-ones as potent antibiotic agents
    Albrecht, U
    Lalk, M
    Langer, P
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (05) : 1531 - 1536
  • [2] SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 2'-HYDROXYCHALCONES AND FLAVONES AS INHIBITORS OF INFLAMMATORY MEDIATORS GENERATION
    BALLESTEROS, JF
    SANZ, MJ
    UBEDA, A
    MIRANDA, MA
    IBORRA, S
    PAYA, M
    ALCARAZ, MJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) : 2794 - 2797
  • [3] SYNTHESIS, ANTIBACTERIAL AND ANTIFUNGAL ACTIVITY OF 1, 3-DI(2-SUBSTITUTED 10H-PHENOTHIAZIN-10-YL)PROPAN-1-ONE
    Bansode, T. N.
    Dongre, P. M.
    Dongre, V. G.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2009, 43 (06) : 311 - 314
  • [4] Bansode T. N., 2011, J HETERO CHEM IN PRE
  • [5] Synthesis and antimicrobial activity of some new N-acyl substituted phenothiazines
    Bansode, Tanaji N.
    Shelke, Jayant V.
    Dongre, Vaijanath G.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (12) : 5094 - 5098
  • [6] Beecher GR, 2003, J NUTR, V133, p3248S
  • [7] Collins A.H., 1976, Microbiological Methods, Vsecond
  • [8] Cruickshank R., 1975, Medicinal Microbiology, VII, P196
  • [9] New antimicrobial flavanones from Physena madagascariensis
    Deng, YH
    Lee, JP
    Tianasoa-Ramamonjy, M
    Snyder, JK
    Des Etages, SA
    Kanada, D
    Snyder, MP
    Turner, CJ
    [J]. JOURNAL OF NATURAL PRODUCTS, 2000, 63 (08): : 1082 - 1089
  • [10] Chemoprotective properties of phenylpropenoids, bis(benzylidene)cycloalkanones, and related Michael reaction acceptors: Correlation of potencies as phase 2 enzyme inducers and radical scavengers
    Dinkova-Kostova, AT
    Abeygunawardana, C
    Talalay, P
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (26) : 5287 - 5296