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 [J].
Albrecht, U ;
Lalk, M ;
Langer, P .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (05) :1531-1536
[2]   SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 2'-HYDROXYCHALCONES AND FLAVONES AS INHIBITORS OF INFLAMMATORY MEDIATORS GENERATION [J].
BALLESTEROS, JF ;
SANZ, MJ ;
UBEDA, A ;
MIRANDA, MA ;
IBORRA, S ;
PAYA, M ;
ALCARAZ, MJ .
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 [J].
Bansode, T. N. ;
Dongre, P. M. ;
Dongre, V. G. .
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 [J].
Bansode, Tanaji N. ;
Shelke, Jayant V. ;
Dongre, Vaijanath G. .
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 [J].
Deng, YH ;
Lee, JP ;
Tianasoa-Ramamonjy, M ;
Snyder, JK ;
Des Etages, SA ;
Kanada, D ;
Snyder, MP ;
Turner, CJ .
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 [J].
Dinkova-Kostova, AT ;
Abeygunawardana, C ;
Talalay, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (26) :5287-5296