Spiro Derivatives of 1,10b-dihydro-5H-pyrazolo[1,5-c][1,3]-benzoxazines and their Antimicrobial, Anti-Inflammatory, and Antioxidant Activity

被引:4
|
作者
Mandzyuk, Lidiya Z. [1 ]
Matiychuk, Vasyl S. [2 ]
Chaban, Taras I. [3 ]
Bodnarchuk, Olesya V. [1 ]
Matiychuk, Julia E. [3 ]
Obushak, Mykola D. [2 ]
机构
[1] Ivano Frankivsk Natl Med Univ, 2 Halytska St, UA-76018 Ivano Frankivsk, Ukraine
[2] Ivan Franko Natl Univ Lviv, 6 Kyryla & Mefodia St, UA-79005 Lvov, Ukraine
[3] Danylo Halytsky Lviv Natl Med Univ, 69 Pekarska St, UA-79010 Lvov, Ukraine
基金
新加坡国家研究基金会;
关键词
1,3-benzoxazines; chalcones; 1,3-oxazines; pyrazolines; pyrazolo[1,5-c][1,3]benzoxazines; anti-inflammatory activity; antimicrobial activity; antioxidant activity;
D O I
10.1007/s10593-020-02842-x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)phenols with cyclopentanone, cyclohexanone, or 4-methylcyclohexanone gave spiro derivatives of 1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazines. The antimicrobial, anti-inflammatory, and antioxidant activities of these compounds were studied. A compound with a high antimicrobial activity against S. aureus ATCC 43300, together with compounds possessing an anti-inflammatory effect superior to the reference drug diclofenac, as well as high antioxidant activity, were identified.
引用
收藏
页码:1485 / 1490
页数:6
相关论文
共 50 条
  • [31] REACTIONS WITH HETEROCYCLIC AMIDINES - SYNTHESIS OF PYRAZOLO[3,4-E]THIAZEPINE, PYRAZOLO[1,5-C] 1,2,4-TRIAZINE AND PYRAZOLO[1,5-A]PYRIMIDINE DERIVATIVES
    SOFAN, MA
    ELTAWEEL, FMA
    ELMAATI, TMA
    ELAGAMEY, AA
    PHARMAZIE, 1994, 49 (07): : 482 - 486
  • [32] Design, synthesis and biological evaluation of tricyclic pyrazolo[1,5-c][1,3]benzoxazin-5(5H)-one scaffolds as selective BuChE inhibitors
    Qiu, Guo-Liang
    He, Shao-Sheng
    Chen, Shi-Chao
    Li, Bo
    Wu, Hui-Hui
    Zhang, Jing
    Tang, Wen-Jian
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2018, 33 (01) : 1506 - 1515
  • [33] REACTIONS OF AZINES .15. PREPARATION OF PYRAZOLO[1,5-C][1,3]OXAZEPIN-6-ONES
    SCHWEIZER, EE
    CAO, ZS
    RHEINGOLD, A
    BRUCH, M
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26): : 6363 - 6368
  • [34] A NEW PROCEDURE FOR THE SYNTHESIS OF 4H-PYRAZOLO[1,5-C][1,3,5]THIADIAZINE-4-THIONES
    VICENTINI, CB
    VERONESE, AC
    GUARNERI, M
    MANFRINI, M
    GIORI, P
    GUCCIONE, S
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (06) : 1477 - 1480
  • [35] Synthesis and anti-inflammatory activity of some new 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazole derivatives
    Dekhane, Deepak V.
    Pawar, Shivaji S.
    Gupta, Sunil
    Shingare, Murlidhar S.
    Patil, C. R.
    Thore, Shivaji N.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (21) : 6527 - 6532
  • [36] DERIVATIVES OF 4,5-DIHYDRO-1,3,DIMETHYL-1H-PYRAZOLO[3,4-B][1,4]BENZOXAZEPINE WITH ANTIINFLAMMATORY ACTIVITY
    SWETT, LR
    STEIN, RG
    KIMURA, ET
    JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (01) : 42 - &
  • [37] Synthesis and biological evaluation of anti-inflammatory activity of 1,3 diphenyl propenone derivatives
    Yadav, Hardwari L.
    Gupta, Pankaj
    Pawar, R. S.
    Singour, P. K.
    Patil, U. K.
    MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (04) : 461 - 465
  • [38] Synthesis and biological evaluation of anti-inflammatory activity of 1,3 diphenyl propenone derivatives
    Hardwari L. Yadav
    Pankaj Gupta
    R. S. Pawar
    P. K. Singour
    U. K. Patil
    Medicinal Chemistry Research, 2011, 20 : 461 - 465
  • [39] Ethyl (1,3-diphenyl-1H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-yl)acetate
    Farghaly, Thoraya A.
    Gomha, Sobhi M.
    MOLBANK, 2011, (04)
  • [40] Anti-inflammatory activity of 2-acyl-5(3)-hydroxytetrahydro-1H-pyrazole derivatives
    Zelenin, KN
    Bezhan, IP
    Pastushenkov, LV
    Gromova, EG
    Lesiovskaja, EE
    Chakchir, BA
    Melnikova, LF
    ARZNEIMITTEL-FORSCHUNG-DRUG RESEARCH, 1999, 49 (10): : 843 - 848