Bimolecular fluorescence quenching reactions of the biologically active coumarin composite 2-acetyl-3H-benzo[f]chromen-3-one in different solvents

被引：17
|
作者：
Koppal, V. V. [1 ]
Melavanki, R. M. [2 ]
Kusanur, R. A. [3 ]
Patil, N. R. [1 ]
机构：
[1] BVB Coll Engn & Technol, Dept Phys, Hubli 580031, Karnataka, India
[2] MS Ramaiah Inst Technol, Dept Phys, Bangalore, Karnataka, India
[3] RV Coll Engn, Dept Chem, Bangalore, Karnataka, India
来源：
LUMINESCENCE | 2018年 / 33卷 / 06期
关键词：
diffusion-limited reaction; fluorescence quenching; high polarity solvents; quenching models; Stern-Volmer relationship; DIFFUSION-CONTROLLED REACTIONS; STERN-VOLMER PLOTS; CARBON-TETRACHLORIDE; ANTIMICROBIAL ACTIVITY; ANILINE; MIXTURES; INDOLE; TEMPERATURE; DERIVATIVES; TRANSIENT;
D O I：
10.1002/bio.3502
中图分类号：
O65 [分析化学];
学科分类号：
070302 ; 081704 ;
摘要：
A study on fluorescence quenching was carried out for the coumarin derivative 2-acetyl-3H-benzo[f]chromen-3-one (2AHBC) with aniline at room temperature. Efficient fluorescence quenching was observed and Stern-Volmer (S-V) plots showed upward curves from linearity in all solvents of different polarities. For the solute 2AHBC, ground state complex formation does not hold in our study. The kinetic distance (r) value was found to be greater than the encounter distance (R) and indicated that the quenching reaction was held within the sphere of action. Diffusion-limited reactions were found to be more prominent in high polarity solvents, namely dimethyl sulfoxide (DMSO), DMF, ACN, methanol, ethanol, propanol and DCM. The relationships between quenching constant (K-SV) and dielectric constants (epsilon) of the different solvents were studied.
引用
收藏
页码：1019 / 1025
页数：7
相关论文
共 50 条
  • [31] Reactions of 3-Hydroxy-2-phenyl-1H-benzo[e]isoindol-1-one: A Route to 3-Hydroxy-/3-anilinobenzo[e]indan-1-ones and Benzo[f]phthalazin-1(2H)-ones
    Malinowski, Zbigniew
    Fornal, Emilia
    Stachniuk, Anna
    Nowak, Monika
    MOLECULES, 2022, 27 (23):
  • [32] Novel stereoselective synthesis of 2,3-dihydro-1H-benzo[f]chromen-3-amine derivatives through a one-pot three-component reaction
    Cimarelli, Cristina
    Fratoni, Davide
    Palmieri, Gianni
    TETRAHEDRON-ASYMMETRY, 2011, 22 (14-15) : 1542 - 1547
  • [33] Cardioprotective effects of (E)-4-hydroxy-N′-(1-(3-oxo-3H-benzo[f]chromen-2-yl)ethylidene)benzohydrazide: a newly synthesized coumarin hydrazone against isoproterenol-induced myocardial infarction in a rat model
    Ghazouani, Lakhdar
    Khdhiri, Emna
    Elmufti, Afoua
    Feriani, Anouar
    Tir, Meriam
    Baaziz, Intissar
    Hajji, Raouf
    Ben Mansour, Hedi
    Ammar, Houcine
    Abid, Souhir
    Mnafgui, Kais
    CANADIAN JOURNAL OF PHYSIOLOGY AND PHARMACOLOGY, 2019, 97 (10) : 989 - 998
  • [34] Solvent-dependent regio- and stereo-selective reactions of 3-formylchromones with 2-aminobenzothiazoles and transacetalization efficiency of the product 3-((benzo[d]thiazol-2-ylimino)butyl)-4H-chromen-4-one
    Ahmed, Owais
    Cherkadu, Vandana
    Kalavagunta, Praveen Kumar
    Shang, Jing
    RSC ADVANCES, 2019, 9 (36): : 20573 - 20581
  • [35] Ni-Unsymmetrical Salen Complex-Catalyzed One-Pot Multicomponent Reactions for Efficient Synthesis of Biologically Active 2-Amino-3-cyano-4H-pyrans
    Patra, Sushree Aradhana
    Nandi, Monojit
    Maurya, Mannar R.
    Sahu, Gurunath
    Mohapatra, Deepika
    Reuter, Hans
    Dinda, Rupam
    ACS OMEGA, 2024, 9 (29): : 31910 - 31924
  • [36] Oxidation reactions of azines: XIII. Synthesis, molecular structure, and oxidation reactions of 3-methyl-3,3′,4,4′,5,6-hexahydro-1′H,2H-spiro[benzo[f]isoquinoline-1,2′-naphthalen]-1′-one
    A. V. Malkova
    V. E. Kotsyuba
    A. T. Soldatenkov
    S. A. Soldatova
    K. B. Polyanskii
    N. M. Kolyadina
    V. N. Khrustalev
    Russian Journal of Organic Chemistry, 2014, 50 : 1797 - 1803
  • [37] Oxidation reactions of azines: XIII. Synthesis, molecular structure, and oxidation reactions of 3-methyl-3,3',4,4',5,6-hexahydro-1'H,2H-spiro[benzo[f]isoquinoline-1,2'-naphthalen]-1'-one
    Malkova, A. V.
    Kotsyuba, V. E.
    Soldatenkov, A. T.
    Soldatova, S. A.
    Polyanskii, K. B.
    Kolyadina, N. M.
    Khrustalev, V. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (12) : 1797 - 1803
  • [38] Structural, spectral inspection, electronic properties in different solvents, Fukui functions, 6-acetyl-2H-1,4-benzoxazin-3(4H)-one – Multiple sclerosis and auto immune disorders therapeutics
    Vennila, M.
    Rathikha, R.
    Muthu, S.
    Jeelani, A.
    Irfan, Ahmad
    Journal of Molecular Liquids, 2022, 359
  • [39] Structural, spectral inspection, electronic properties in different solvents, Fukui functions, 6-acetyl-2H-1,4-benzoxazin-3(4H)-one - Multiple sclerosis and auto immune disorders therapeutics
    Vennila, M.
    Rathikha, R.
    Muthu, S.
    Jeelani, A.
    Irfan, Ahmad
    JOURNAL OF MOLECULAR LIQUIDS, 2022, 359
  • [40] A Novel Methoxyflavonol Derivative, 2-Hydroxy-3-(2-Methoxyphenyl)-1H-Benzo[f]chromen-1-one (DK98), Induces Apoptosis in HCT116 Human Colon Cancer Cells
    Lee, Mi So
    Yong, Yeonjoong
    Lee, Jong Min
    Koh, Dongsoo
    Shin, Soon Young
    Lee, Young Han
    JOURNAL OF THE KOREAN SOCIETY FOR APPLIED BIOLOGICAL CHEMISTRY, 2014, 57 (01): : 129 - 132
12345