Synthesis, Cytotoxicity and Antimicrobial Evaluation of Some New 2-Aryl,5-Substituted 1,3,4-Oxadiazoles and 1,3,4-Thiadiazoles

被引：19

作者：

Mutchu, Baby Ramana ^{[1
]}

Kotra, Vijay ^{[2
]}

Onteddu, Surendranatha Reddy ^{[1
]}

Boddapati, S. N. Murthy ^{[1
]}

Bollikolla, Hari Babu ^{[1
]}

机构：

[1] Acharya Nagarjuna Univ, Dept Chem, Guntur, Andhra Pradesh, India

[2] Quest Int Univ, Dept Pharmaceut Chem, Plaza Teng, Perak Darul Ridzuan 30250, Ipoh, Malaysia

来源：

CHEMISTRY AFRICA-A JOURNAL OF THE TUNISIAN CHEMICAL SOCIETY | 2019年 / 2卷 / 01期

关键词：

1; 3; 4-Oxadiazoles; 4-Thiadiazoles; Cytotoxic activity; Antibacterial activity; Lawesson's reagent; ONE-POT SYNTHESIS; ANTIALLERGIC ACTIVITY; DERIVATIVES; ANTICONVULSANT; OXADIAZOLES; FACILE; ACID; 2,5-DISUBSTITUTED-1,3,4-THIADIAZOLES; ANTIBACTERIAL; CYCLIZATION;

D O I：

10.1007/s42250-018-00034-x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of 2-(5-methyl-2-nitrophenyl)-5-(substituted)-1,3,4-oxadiazoles (5a-e) and thiadiazoles (6a-e) was carried out by refluxing of N-(5-methyl-2-nitrobenzoyl)-2-substituted carbohydrazide with phosphorous oxychloride and Lawesson's reagent respectively. The N-(5-methyl-2-nitrobenzoyl)-2-substituted carbohydrazides was synthesized by treating 2(5-methyl-2-nitrobenzohydrazide) with various aryl acids in the presence of HATU and DIPEA. Compounds 6a, 5c and 5d exhibited significant cytotoxic properties when compared to standard podophyllotoxin. Further, the compounds were also studied for their antibacterial activities.

引用

页码：15 / 20

页数：6

共 53 条

[1] Reaction between N-Isocyaniminotriphenylphosphorane, Aldehydes, and Carboxylic Acids: A One-Pot and Three-Component Synthesis of 2-Aryl-5-hydroxyalkyl-1,3,4-oxadiazoles [J].

Adib, Mehdi ;

Kesheh, Mahdi Riazati ;

Ansari, Samira ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2009, (10) :1575-1578

[2] Design and synthesis of new 2,5-disubstituted-1,3,4-oxadiazole analogues as anticancer agents [J].

Agarwal, Mohit ;

Singh, Vikram ;

Sharma, Sachin Kumar ;

Sharma, Piush ;

Ansari, Md. Yousuf ;

Jadav, Surender Singh ;

Yasmin, Sabina ;

Sreenivasulu, Reddymasu ;

Hassan, Mohd. Zaheen ;

Saini, Vipin ;

Ahsan, Mohamed Jawed .

MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (10) :2289-2303

[3]

AL-Bayati REDHA I., 2015, INT J APPL NAT SCI, V4, P1

[4] Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles [J].

Almasirad, A ;

Tabatabai, SA ;

Faizi, M ;

Kebriaeezadeh, A ;

Mehrabi, N ;

Dalvandi, A ;

Shafiee, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (24) :6057-6059

[5]

Almasirada A, 2007, ACTA CHIM SLOV, V54, P317

[6] Synthesis and anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation activities of some new 2-[(2,6-dichloroanilino) phenyl]acetic acid derivatives [J].

Amir, M ;

Shikha, K .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (06) :535-545

[7]

BAUER AW, 1966, AM J CLIN PATHOL, V45, P493

[8]

Bhat KS, 2004, INDIAN J CHEM B, V43, P1765

[9] Oxadiazoles in Medicinal Chemistry [J].

Bostrom, Jonas ;

Hogner, Anders ;

Llinas, Antonio ;

Wellner, Eric ;

Plowright, Alleyn T. .

JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (05) :1817-1830

[10] Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities [J].

Dogan, HN ;

Duran, A ;

Rollas, S ;

Sener, G ;

Uysal, MK ;

Gülen, D .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (09) :2893-2898

← 1 2 3 4 5 6 →