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
  • [21] 5+1-Heterocyclization as preparative approach for carboxy-containing triazolo[1,5-c]quinazolines with anti-inflammatory activity
    Krasovska, Natalya
    Berest, Galina
    Belenichev, Igor
    Severina, Hanna
    Nosulenko, Inna
    Voskoboinik, Oleksii
    Okovytyy, Sergiy
    Kovalenko, Serhii
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2024, 266
  • [22] Synthesis and reactions of novel pyrazolo[1,5-c][1,3,]thiazine-7-thiones
    Marei, MG
    ElGhanam, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 107 (1-4) : 1 - 5
  • [23] Dual Roles of β-Oxodithioesters in the Copper-Catalyzed Synthesis of Benzo[e]pyrazolo[1,5-c][1,3]thiazine Derivatives
    Wen, Li-Rong
    Yuan, Wen-Kui
    Li, Ming
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (10): : 4942 - 4949
  • [24] Development of new fungicides against Magnaporthe grisea:: Synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5]thiadiazine and pyrazolo[3,4-d]pyrimidine derivatives
    Vicentini, CB
    Forlani, G
    Manfrini, M
    Romagnoli, C
    Mares, D
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (17) : 4839 - 4845
  • [25] TETRACHLORO-ORTHO-BENZOQUINONE IN ORGANIC-SYNTHESIS - A NOVEL SYNTHETIC ROUTE TO PYRAZOLO[1,5-C][1,3]BENZOXAZINES AND 5,7-DISUBSTITUTED-4-HYDROXYCOUMARINS
    NAWWAR, GAM
    JOURNAL OF CHEMICAL RESEARCH-S, 1991, (12): : 344 - 344
  • [26] Synthesis and xanthine oxidase inhibitory activity of 5,6-dihydropyrazolo/pyrazolo[1,5-c]quinazoline derivatives
    Kumar, Deependra
    Kaur, Gagandeep
    Negi, Arvind
    Kumar, Sanjeev
    Singh, Sandeep
    Kumar, Raj
    BIOORGANIC CHEMISTRY, 2014, 57 : 57 - 64
  • [27] REACTIONS WITH HETEROCYCLIC AMIDINES .3. SYNTHESIS OF SOME NEW PYRAZOLO[1,5-A]PYRIMIDINE AND PYRAZOLO[1,5-C]-AS-TRIAZINE DERIVATIVES
    ELAGAMEY, AGA
    ELTAWEEL, FMA
    AMER, FA
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1986, 51 (10) : 2193 - 2198
  • [28] Modular Synthesis and Antiproliferative Activity of New Dihydro-1H-pyrazolo[1,3-b]pyridine Embelin Derivatives
    Martin-Acosta, Pedro
    Amesty, Angel
    Guerra-Rodriguez, Miguel
    Guerra, Borja
    Fernandez-Perez, Leandro
    Estevez-Braun, Ana
    PHARMACEUTICALS, 2021, 14 (10)
  • [29] SYNTHESIS OF 1H,3H-IMIDAZO[1,5-C]THIAZOLE-5,7-[6H,7AH]-DIONE AND 7,8-DIHYDRO-5H-IMIDAZO[1,5-C][1,3]THIAZINE-1,3-[2H,8AH]-DIONE AND DERIVATIVES
    LALEZARI, I
    SEIFTER, S
    THEIN, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (02) : 483 - 485
  • [30] REACTIONS OF AZINES .11. PREPARATION OF 4H-PYRAZOLO[1,5-C][1,3,5]OXADIAZINES
    SCHWEIZER, EE
    LEE, KJ
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (16): : 3681 - 3683