Catecholthioether Derivatives: Preliminary Study of in-Vitro Antimicrobial and Antioxidant Activities

被引:17
作者
Adibi, Hadi [1 ]
Rashidi, Atefeh [2 ]
Khodaei, Mohammad Mehdi [4 ,5 ]
Alizadeh, Abdolhamid [4 ,5 ]
Majnooni, Mohammad Bagher [1 ]
Pakravan, Narges [4 ,5 ]
Abiri, Ramin [3 ]
Nematollahi, Davood [6 ]
机构
[1] Kermanshah Univ Med Sci, Fac Pharm, Dept Med Chem, Kermanshah 671456173, Iran
[2] Kermanshah Univ Med Sci, Students Res Comm, Kermanshah 671456173, Iran
[3] Kermanshah Univ Med Sci, Dept Microbiol, Fac Med, Kermanshah 671456173, Iran
[4] Razi Univ, Dept Chem, Fac Chem, Kermanshah 67149, Iran
[5] Razi Univ, NNRC, Kermanshah 67149, Iran
[6] Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran
关键词
catecholthioether; benzoxazole; tetrazole; antioxidant activity; antimicrobial activity; TOPOISOMERASE-II INHIBITORS; ACTIVE ANTIFUNGAL AZOLES; HETEROCYCLIC-COMPOUNDS; BENZAZOLE DERIVATIVES; REVERSE-TRANSCRIPTASE; AGENTS; 3D-QSAR;
D O I
10.1248/cpb.59.1149
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In this research, synthesis, antimicrobial and antioxidant activities of a series of catecholthioethers having benzoxazole and tetrazole moieties are described. Antimicrobial activity was evaluated by minimum inhibitory concentration (MIC) assay. The synthesized compounds were tested in vitro against three Gram-positive bacteria including Staphylococcus aureus (clinical isolated), Staphylococcus aureus ATCC 25922, Enterococcus faecium (clinical isolated), and two Gram-negative bacteria including Klehsiella pneumoniae (clinical isolated) and Pseudomonas aeruginosa 27853 and the yeast Candida albicans in comparison with control drugs. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 4-256 mu g/ml. This shows compounds having tetrazole moiety were the most active against Gram-negative strains, whereas compounds having benzoxazole moiety were more active against Gram-positive ones. Also both of them showed significant antifungal activity against Candida albicans and had lower activity than the compared control drugs (Sulfamethoxazole and Fluconazole). The antioxidant activity was assessed using two methods, including, 1,1-biphenyl-2-picrylhydrazyl (DPPH) radical scavenging, and reducing power assays. Some of the catecholthioether derivatives showed antioxidant activity more than Trolox and butylated hydroxyanisole (BHA) as reference antioxidants.
引用
收藏
页码:1149 / 1152
页数:4
相关论文
共 43 条
[1]   Analysis of flavonoids and other phenolic compounds using high-performance liquid chromatography with coulometric array detection: Relationship to antioxidant activity [J].
Aaby, K ;
Hvattum, E ;
Skrede, G .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (15) :4595-4603
[2]   New antioxidant hydroquinone derivatives from the algicolous marine fungus Acremonium sp. [J].
Abdel-Lateff, A ;
König, GM ;
Fisch, KM ;
Höller, U ;
Jones, PG ;
Wright, AD .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (11) :1605-1611
[3]  
Akbay A, 2003, ARZNEIMITTELFORSCH, V53, P266
[4]   Determination of minimum inhibitory concentrations [J].
Andrews, JM .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2001, 48 :5-16
[5]  
BARON EJ, 1990, BAILEY SCOTTS DIAGNO, P184
[6]   ANTIOXIDANT DETERMINATIONS BY THE USE OF A STABLE FREE RADICAL [J].
BLOIS, MS .
NATURE, 1958, 181 (4617) :1199-1200
[7]   SYNTHETIC ANTICONVULSANTS - THE PREPARATION AND PROPERTIES OF SOME BENZOXAZOLES [J].
BYWATER, WG ;
COLEMAN, WR ;
KAMM, O ;
MERRITT, HH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (06) :905-907
[8]   POTENTIAL ANTIFERTILITY AGENTS .2. TETRAZOLE DERIVATIVES OF NONSTERIODAL ESTROGENS [J].
CRENSHAW, RR ;
LUKE, GM ;
BIALY, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (11) :1179-&
[9]  
GANAPATI DY, 2005, IND ENG CHEM RES, V44, P7969
[10]  
Garuti Laura, 2004, Farmaco (Lausanne), V59, P663, DOI 10.1016/j.farmac.2004.04.001