Synthesis and Biological Activity of Certain Mannich Bases Derivatives from 1, 2, 4-Triazoles Synthesis and Biological Activity of Certain Mannich Bases
Iranian Journal of Pharmaceutical Sciences,
دوره 9 شماره 4 (2013),
1 تشرين الأول 2013
,
صفحه 51-60
https://doi.org/10.22037/ijps.v9.40859
چکیده
Substituted 1, 2, 4- Triazoles have shown multiple biological activities such as anti-inflammatory, anti fungal, etc. 5-mercapto triazoles were prepared from the potassium dithiocarbazinates. These triazoles were used for preparation of different derivatives by two different schemes. In the first scheme the Mannich bases were prepared from 5- marcapto-s triazole Quinazolines. The 5-Marcato-s-Triazole Quinazolines were synthesized from 5-Marcapto-s-Trizole by reacting with the Quinazoline benzoic acid or acid chlorides. In the second scheme, the synthesis of Quinazolyl Triazolo Thiadiazole Derivatives were prepared by the reaction of Quinazoline benzoic acid and 5-Marcapto-s –Triazoles in POCl3.All the newly synthesized compound structures were elucidated using various spectral techniques viz. IR, 1HNMR and screened for in vitro antibacterial and anti fungal activities. Anti bacterial activity was carried out against organisms Bacillus pumilus, Bacillus subtilis, Staphylococcus aureus, and Escherichia coli as well as anti fungal activity were carried out against A.Nigier and C.Albicans. The results substantiated that the synthesized compounds were effective against bacteria, fungi.
- Antibacterial activity
- Antifungal activity
- Antimicrobial
- Mannich bases
- Quinazoline
- Triazole
ارجاع به مقاله
مراجع
[2] Holla BS, Kalluraya B, Sridhar KR, Drake E, Thomas LM, Bhandary KK, Levin MS.Synthesis,Structural Characterization, Crystallographic Analysis and Antibacterial Properties of Some Nitrofuryl Triazolo[3,4-B]-1,3,4-Thiadiazines.Eur.J. Med. Chem(1994) 29:301-308.
[3] William J. Steinbach, MD. Antifungal agents in children. Pediatr Am (2005) 52: 895– 915.
[4] Haber J. Present status and perspectives on antimycoties with systematic effects, Cas.Lek.Cesk (2001) 140: 596.
[5] Brucato A, Coppola A, Gianguzza S, Provenzano PM. Triazolam: characteristics of its depressive action Bull. Soc. Ital. Biol. Sper(1978) 54: 1051.
[6] Coffen DL, Fryer RI, U.S Pat, 1974, 3 849 434. Chem. Abstr., 82, 730044v.
[7] Shiroki M, Tahara T, Araki K. Jap. Pat., 1975, 75100096; Chem. Abstr., 84, 59588k.
[8] Povelitsa FD, Gural AG. Antibiotiki Moscow, 1973; 18: 71. Chem. Abstr., 78, 93044.
[9] Burch HA, Smith WO. Nitrofuryl heterocycles.3. 3-Alkyl-5-(5-nitro-2-furyl)-1,2,4- triazoles and intermediates. J. Med. Chem (1966) 9: 405-408.
[10] Foroumadi A, Mansouri S, Kiani Z, Rahmani A. Eur. J. Med. Chem( 2003) 38: 851-854.
[11] Ram VJ, Mishra L, Pandey NH, Kushwaha, DS, Pieters, LAC, Vlietinc AJ. Bis Heterocycles as Potential Chaemotherapeutic Agents.J. Heterocycl.Chem( 1990) 27: 351-355.
[12] Ergenc, N, Ilhan E, Ötük G. Synthesis and biological activity of 1,4-disubstituted thiosemicarbazides and their 1,2,4-triazole-5-thione derivatives Pharmazie (1992) 47: 59-60.
[13] Kalyoncuoğlu N, Rollas S, Sür-Altiner D, Yegenoğlu Y, Anğ Ö. 1-[p-(Benzoylamino)benzoyl]-4-substituted thiosemicarbazides:synthesis and antibacterial and antifungal activities. Pharmazie (1992) 47: 796-7. [14] Rollas S, Kalyoncuoğlu N, Sür-Altiner D, Yegenoğlu Y. 5-(4-Aminophenyl)-4- substituted-2,4-dihydro-3H-1,2,4-triazole-3-thiones:Synthesis and antibacterial and antifungal activities Pharmazie (1993)48: 308-309.
[15] Mir I, Siddiqui MT, Comrie A. Antituberculosis agents. I. Alpha-(5-(2-Furyl)1,2,4-triazol-3-ylthio) acethydrazide and related compounds.Tetrahedron (1970) 26: 5235- 5238.
[16] Rudnicka W, Foks H, Janowiec M, Zwolska-Kwiek Z. Studies of pyrazine derivatives. XXI. Synthesis and tuberculostatic activity of 4-aryl-1- pyrazinoylthiosemicarbazides and the products of their cyclization to 1,2,4-triazole-3-thione derivatives Acta Pol. Pharm(1986) 43: 523-528.
[17] Holla BS, Veerendra B, Shivananda MK, Poojary B. Synthesis characterization and anticancer activity studies on some Mannich bases derived from 1,2,4-triazoles. Eur. J. Med. Chem (2003) 38: 759-767.
[18] Duran A, Dogan HN, Rollas S. Synthesis and preliminary anticancer activity of new 1,4-dihydro-3-(3-hydroxy-2-naphthyl)-4-substituted-5H-1,2,4-triazoline-5- thiones Farmaco( 2002) 57: 559-564.
[19] Yale HL, Piala JJ. Substituted s-triazoles and related compounds. J. Med. Chem.(1966) 9: 42-46.
[20] Shah MH, Mhasalkar MY, Palki MV, Deliwala CV, Sheth UK. J. Pharm.Sci (1969) 58: 1398.
[21] Mhasalkar MY, Shah MH, Nikam ST, Anantanarayanan KG, Deliwala CV. 4 Alkyl-5-aryl-4H-1,2,4-triazole-3-thiols as hypoglycemic agents. J. Med. Che (1970) 13: 672-674.
- چکیده مشاهده شده: 93 بار
- IJPS_Volume 9_Issue 4_Pages 51-60 (English) دانلود شده: 27 بار