Microwave-assisted neat synthesis of -aminophosphonate/phosphinate derivatives of 2-(2-aminophenyl)benzothiazole as potent antimicrobial and antioxidant agents

被引:25
作者
Basha, Shaik Thaslim [1 ]
Sudhamani, Hasti [1 ]
Rasheed, Syed [1 ]
Venkateswarlu, Nagam [2 ]
Vijaya, Tartte [2 ]
Raju, Chamarthi Naga [1 ]
机构
[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
[2] Sri Venkateswara Univ, Dept Bot, Tirupati, Andhra Pradesh, India
关键词
2-(2-Aminophenyl) benzothiazole; neat conditions; microwave irradiation; Kabachnik-Fields reaction; antimicrobial and antioxidant activity; ALPHA-AMINOPHOSPHONATES; SOLVENT; INHIBITORS; CYTOTOXICITY; ACID;
D O I
10.1080/10426507.2016.1192629
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of diethyl/ethylphenyl {2-(benzo[d]thiazol-2-yl)phenylamino}phosphonates and phosphinates were synthesized under microwave irradiation and neat conditions via Kabachnik-Fields reaction in high yields (80%-93%). The compounds were screened for antimicrobial and antioxidant properties. A few compounds showed effective antibacterial and antifungal activities at MIC value 12.5g/mL as compared with the standard at MIC value 6.25g/mL. [GRAPHICS] .
引用
收藏
页码:1339 / 1343
页数:5
相关论文
共 44 条
[1]   SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF ANTIBACTERIAL PHOSPHONOPEPTIDES INCORPORATING (1-AMINOETHYL)PHOSPHONIC ACID AND (AMINOMETHYL)PHOSPHONIC ACID [J].
ATHERTON, FR ;
HASSALL, CH ;
LAMBERT, RW .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (01) :29-40
[2]   A Simple, Microwave-Assisted, and Solvent-Free Synthesis of 2-Arylbenzothiazoles by Acetic Acid-Promoted Condensation of Aldehydes with 2-Aminothiophenol in Air [J].
Azarifar, Davood ;
Maleki, Behrooz ;
Setayeshnazar, Mehrnaz .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (08) :2097-2102
[3]   α-Aminophosphonates and α-Aminophosphine Oxides by the Microwave-Assisted Kabachnik-Fields Reactions of 3-Amino-6-methyl-2 H-pyran-2-ones [J].
Balint, Erika ;
Takacs, Judit ;
Drahos, Laszlo ;
Juranovic, Amadej ;
Kocevar, Marijan ;
Keglevich, Gyoergy .
HETEROATOM CHEMISTRY, 2013, 24 (03) :221-225
[4]  
Barry A.L., 1976, The Antimicrobial Susceptibility Test: Principal and Practices, V4th, P180
[5]  
BAUER AW, 1966, AM J CLIN PATHOL, V45, P493
[6]   ANTIMALARIALS .3. BENZOTHIAZOLE AMINO ALCOHOLS [J].
BURGER, A ;
SAWHNEY, SN .
JOURNAL OF MEDICINAL CHEMISTRY, 1968, 11 (02) :270-&
[7]  
Burits M, 2000, PHYTOTHER RES, V14, P323, DOI 10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO
[8]  
2-Q
[9]   Solvent and catalyst free three-component coupling of carbonyl compounds, amines and triethylphosphite;: a new synthesis of α-aminophosphonates [J].
Chandrasekhar, S ;
Narsihmulu, C ;
Sultana, SS ;
Saritha, B ;
Prakash, SJ .
SYNLETT, 2003, (04) :505-506
[10]   Synthesis and herbicidal activity of O,O-dialkyl phenoxyacetoxyalkylphosphonates containing fluorine [J].
Chen, T ;
Shen, P ;
Li, YJ ;
He, HW .
JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (02) :291-295