Microwave-assisted one-pot synthesis of some new flavonols by modified Algar-Flynn-Oyamada reaction and their antimicrobial activity

被引：13

作者：

Ashok, Dongamanti ^{[1
]}

Kifah, Mohsin Ahmed ^{[1
]}

Lakshmi, Bommidi Vijaya ^{[1
]}

Sarasija, Madderla ^{[2
]}

Adam, Shaik ^{[3
]}

机构：

[1] Osmania Univ, Dept Chem, Hyderabad 500007, Telangana, India

[2] Satavahana Univ, Dept Chem, Karimnagar 505001, Telangana, India

[3] ANGRAU, Reg Agr Res Stn, Tirupati 517502, Andhra Pradesh, India

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2016年 / 52卷 / 03期

关键词：

3-hydroxy-2-[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]-4H-chromen-4-ones; 1-phenyl-3-(thiophen-2-yl)-1H-pyrazole-4-carbaldehyde; antimicrobial activity; microwave irradiation; modified Algar-Flynn-Oyamada reaction; BIOLOGICAL EVALUATION; PYRAZOLE; DERIVATIVES; DESIGN; SERIES;

D O I：

10.1007/s10593-016-1852-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new series of 3-hydroxy-2-[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]-4H-chromen-4-ones has been synthesized from substituted 2-hydroxyacetophenones and 1-phenyl-3-(thiophen-2-yl)-1H-pyrazole-4-carbaldehyde using NaOH and H2O2 by modified Algar-Flynn-Oyamada reaction under conventional and microwave irradiation conditions. In this method flavonols are synthesized without isolating chalcones in good yields (80-85%). The structures of the compounds were established on the basis of IR, H-1, C-13 NMR and mass spectral and elemental analysis data. The synthesized compounds were screened for their antibacterial and antifungal activities.

引用

页码：172 / 176

页数：5

共 38 条

[1] Amr Abd El-Galil El-Sayed, 2006, Acta Pharmaceutica (Zagreb), V56, P203
[2] Microwave-assisted synthesis of substituted 4-chloro-8-methyl-2-phenyl-1,5-dioxa-2H-phenanthren-6-ones and their antimicrobial activity
Ashok, D.
Lakshmi, B. Vijaya
Ravi, S.
Ganesh, A.
[J]. MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (04) : 1487 - 1495
[3] Microwave-assisted synthesis of some new coumarin-pyrazoline hybrids and their antimicrobial activity
Ashok, Dongamanti
Lakshmi, Bommidi Vijaya
Ravi, Sidda
Ganesh, Arram
[J]. JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2015, 80 (03) : 305 - 313
[4] Synthesis and biological evaluation of a novel series of 2,2-bisaminomethylated aurone analogues as anti-inflammatory and antimicrobial agents
Bandgar, Babasaheb R.
Patil, Sachin A.
Korbad, Balaji L.
Biradar, Satish C.
Nile, Shivraj N.
Khobragade, Chandrahasya N.
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (07) : 3223 - 3227
[5] Bhuiyan Md. Mosharef Hossain, 2009, Pakistan Journal of Scientific and Industrial Research, V52, P180
[6] Blair B., 2011, PCT Int. Appl, Patent No. [WO 2011005674 A1 20110113, 2011005674]
[7] Antibacterial, antifungal and cytotoxic properties of some sulfonamide-derived chromones
Chohan, Zahid H.
Rauf, Abdul
Naseer, Muhammad M.
Somra, Muhammad A.
Supuran, Claudiu T.
[J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2006, 21 (02) : 173 - 177
[8] Radical scavenging and xanthine oxidase inhibitory activity of phenolic compounds from Bridelia ferruginea stem bark
Cimanga, K
Ying, L
De Bruyne, T
Apers, S
Cos, P
Hermans, N
Bakana, P
Tona, L
Kambu, K
Kalenda, DT
Pieters, L
Vanden Berghe, D
Vlietinck, AJ
[J]. JOURNAL OF PHARMACY AND PHARMACOLOGY, 2001, 53 (05) : 757 - 761
[9] Simultaneous determination of five pyrazole fungicides in cereals, vegetables and fruits using liquid chromatography/tandem mass spectrometry
Dong, Fengshou
Chen, Xiu
Liu, Xingang
Xu, Jun
Li, Yuanbo
Shan, Weili
Zheng, Yongquan
[J]. JOURNAL OF CHROMATOGRAPHY A, 2012, 1262 : 98 - 106
[10] A Novel COX-2 Inhibitor Pyrazole Derivative Proven Effective as an Anti-Inflammatory and Analgesic Drug
El-Din, Mahmoud M. Mohy
Senbel, Amira M.
Bistawroos, Azza A.
El-Mallah, Ahmed
El-Din, Nour A. Nour
Bekhit, Adnan A.
Abd El Razik, Heba A.
[J]. BASIC & CLINICAL PHARMACOLOGY & TOXICOLOGY, 2011, 108 (04) : 263 - 273

← 1 2 3 4 →