Synthesis and Bioactive Investigation of Amino Acids Fused 1,3,4-Oxadiazole Derivatives as Unnatural Amino Acids

被引:0
作者
Bisht, Ajay Singh [1 ]
Juyal, Divya [2 ]
机构
[1] Veer Madho Singh Bhandari Uttarakhand Tech Univ, Dept Pharm, Dehra Dun, Uttarakhand, India
[2] Veer Madho Singh Bhandari Uttarakhand Tech Univ, Dept Pharm, Coll Pharm Roorkee, Dehra Dun, Uttarakhand, India
关键词
1,3,4-oxadiazole; Unnatural amino acids; Microwave synthesis; Scavenging activity; Amino acids; DPPH; BIOLOGICAL-ACTIVITY; PEPTIDOMIMETICS; ANTIBACTERIAL; ANTIFUNGAL; OXADIAZOLE; ANALOGS; DESIGN; DRUG;
D O I
10.5530/ijper.58.1s.6
中图分类号
G40 [教育学];
学科分类号
040101 ; 120403 ;
摘要
Background: In present study 1,3,4-oxadiazole was attempted to synthesize from nicotinic acid and further their amino acid derivates were formed. Amino acids play a significant role in biological system. Only 20 amino acids are naturally used, yet even little changes to these amino acids can produce an amazing diversity in terms of their chemical structure and function. Unnatural amino acids can be used to develop novel drugs, novel hormones, and novel enzymes. Materials and Methods: Derivatives were tried to synthesize from two methods, conventional as well as new microwave method in order to find out highest yielding method. Microwave method also referred to as "green chemistry" because it uses no external energy sources to produce any harmful fumes, gases, or heat. Results: "Method B" i.e., microwave used method found to be produce high yield. Amino acids which are fused to 1,3,4-oxadiazole were said to be unnatural amino acids. The compound(s) were analyzed using UV, IR and NMR spectral data. Synthesized compound(s) were experienced for in vitro free radical scavenging activity by DPPH and found to have promising activity. Conclusion: Synthesis of unnatural amino acids is an area for new research that has gained an attention now days. Study provides a facile route for preparation of Unnatural amino acids with derivatives and for its similar compound(s). The results could be a crucial study in the designing of novel therapeutic drugs in future.
引用
收藏
页码:S67 / S72
页数:6
相关论文
共 39 条
[1]  
Aanandhi M.V., 2010, Res. J. Pharm. Biol. Chem. Sci, V1, P1083
[2]  
Abel A., 1999, Advances in amino acid mimetics and peptidomimetics, V2, P45
[3]   Novel 5-(2-hydroxyphenyl)-3-substituted-2,3-dihydro-1,3,4-oxadiazole-2-thione derivatives: Promising anticancer agents [J].
Aboraia, AS ;
Abdel-Rahman, HM ;
Mahfouz, NM ;
El-Gendy, MA .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (04) :1236-1246
[4]   Converting a peptide into a drug: Strategies to improve stability and bioavailability [J].
Adessi, C ;
Soto, C .
CURRENT MEDICINAL CHEMISTRY, 2002, 9 (09) :963-978
[5]   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
[6]  
[Anonymous], 2005, Burger's medicinal chemistry and drug discovery, Drug discovery, V6th, P1
[7]   Design, synthesis and evaluation of antiinflammatory, analgesic and ulcerogenicity studies of novel S-substituted phenacyl-1,3,4-oxadiazole-2-thiol and Schiff bases of diclofenac acid as nonulcerogenic derivatives [J].
Bhandari, Shashikant V. ;
Bothara, Kailash G. ;
Raut, Mayuresh K. ;
Patil, Ajit A. ;
Sarkate, Aniket P. ;
Mokale, Vinod J. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (04) :1822-1831
[8]   Syntheses, Evaluation and Characterization of Some 1, 3, 4-Oxadiazoles as Antimicrobial Agents [J].
Bhardwaj, Niti ;
Saraf, S. K. ;
Sharma, Pankaj ;
Kumar, Pradeep .
E-JOURNAL OF CHEMISTRY, 2009, 6 (04) :1133-1138
[9]  
Bisht A., 2019, J Drug Deliv Ther, V9, P601
[10]   Opioid peptides: Simultaneous delta agonism and mu antagonism in somatostatin analogues [J].
Bonner, GG ;
Davis, P ;
Stropova, D ;
Ferguson, R ;
Yamamura, HI ;
Porreca, F ;
Hruby, VJ .
PEPTIDES, 1997, 18 (01) :93-100