Synthesis and characterization of novel biological tetracoumarin derivatives bearing ether moieties

被引:8
作者
Behzadi, Soheila Asadpour [1 ]
Sheikhhosseini, Enayatollah [1 ]
Ahmadi, Sayed Ali [1 ]
Ghazanfari, Dadkhoda [1 ]
Akhgar, Mohammadreza [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Kerman Branch, Kerman, Iran
关键词
tetracoumarin; 4-hydroxycoumarin; aqueous media; ethylene ether spacer; biological activity; COUMARIN DERIVATIVES; BISCOUMARIN; SOLVENT; WATER; 4-HYDROXYCOUMARIN; INHIBITORS; CATALYST; SCAFFOLD;
D O I
10.1515/hc-2020-0009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of novel tetracoumarin derivatives (3a-f) were prepared using the reaction of ether functionalized dibenzaldehyde with 4-hydroxycoumarin in the presence of sodium acetate. The structure of compounds was validated by IR, NMR, and CHN analyzes. Antimicrobial (antibacterial and antifungal) activity was studied on the basis of the minimum bactericidal concentration, minimum inhibitory concentration and inhibitory zone diameter. Favorable biological activity was found in compound 3f.
引用
收藏
页码:60 / 67
页数:8
相关论文
共 46 条
[1]   A review on coumarins as acetylcholinesterase inhibitors for Alzheimer's disease [J].
Anand, Preet ;
Singh, Baldev ;
Singh, Nirmal .
BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (03) :1175-1180
[2]   THE CHEMISTRY OF COUMARIN DERIVATIVES .3. SYNTHESIS OF 3-ALKYL-4-HYDROXYCOUMARINS BY REDUCTIVE FRAGMENTATION OF 3,3'-ALKYLIDENE-4,4'-DIHYDROXYBIS[COUMARINS] [J].
APPENDINO, G ;
CRAVOTTO, G ;
TAGLIAPIETRA, S ;
FERRARO, S ;
NANO, GM ;
PALMISANO, G .
HELVETICA CHIMICA ACTA, 1991, 74 (07) :1451-1458
[3]   Spectral-luminescent study of coumarin 35 as fluorescent "light-up" probe for BSA and DNA monitoring [J].
Bayraktutan, Tugba ;
Onganer, Yavuz .
DYES AND PIGMENTS, 2017, 142 :62-68
[4]   PHEROMONES .86. 3,4-DIHYDROISOCOUMARINS, A NEW CLASS OF ANT TRAIL PHEROMONES [J].
BESTMANN, HJ ;
KERN, F ;
SCHAFER, D ;
WITSCHEL, MC .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (06) :795-796
[5]   Synthesis and characterization of 6,8-di-tert-butyl-3-[p-(propynyl) phenoxy]coumarin substituted phthalocyanines and investigation of their photophysical and photochemical properties [J].
Can, Oksan Soyer ;
Ku, Aysegul ;
Kaya, Esra Nur ;
Durmus, Mahmut ;
Bulut, Mustafa .
INORGANICA CHIMICA ACTA, 2017, 465 :31-37
[6]   Synthesis and HIV-1 integrase inhibition of novel bis- or tetra-coumarin analogues [J].
Chiang, Chih-Chia ;
Mouscadet, Jean-Francois ;
Tsai, Hou-Jen ;
Liu, Chl-Tsan ;
Hsu, Ling-Yih .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (12) :1740-1743
[7]   In-vitro antimicrobial activity and chemical composition of Sardinian Thymus essential oils [J].
Cosentino, S ;
Tuberoso, CIG ;
Pisano, B ;
Satta, M ;
Mascia, V ;
Arzedi, E ;
Palmas, F .
LETTERS IN APPLIED MICROBIOLOGY, 1999, 29 (02) :130-135
[8]  
Cravotto G, 2003, SYNTHESIS-STUTTGART, P1286
[9]  
Ellis G.P., 1977, CHROMENES CHROMANONE
[10]   Current developments of coumarin-based anti-cancer agents in medicinal chemistry [J].
Emami, Saeed ;
Dadashpour, Sakineh .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 102 :611-630