Abstract
4-Amino-5-(heptadec-8-en-1-yl)-4H-1,2,4-triazole-3-thiol was prepared for the first time and reacted with different reagents to yield new series of 3-olyl-6-substituted [1,2,4]triazolo[3,4-b]thiadiazoles, 3-olyl-6-substituted [1,2,4]triazolo[3,4-b]thiadiazines, and S- or N-substituted 3-mercapto-1,2,4-triazoles. The synthesized compounds have been evaluated for their antimicrobial and antioxidant activities. These studies revealed that some of the screened compounds have promising antimicrobial and antioxidant activities.
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References
Shaker RM, Aly AA (2006) Phosphorus. Sulfur Silicon Relat Elem 181:2577
Aytac SP, Tozkoparan B, Kaynak FB, Aktay G, Goktas O, Unuvar S (2009) Eur J Med Chem 44:4528
Prakash O, Aneja DK, Hussain K (2011) Eur J Med Chem 46:5065
Altintop M, Kaplancikli ZA, Zitouni GT (2011) Eur J Med Chem 46:5562
Mohammad R, Ali S, Mahsa R, Mehdi B (2012) Heterocycl Commun 18:39
Badr SMI, Barwa RM (2011) Bioorg Med Chem 19:4506
Kumar GVS, Prasad YR, Mallikarjuna BP, Chandrashekar SM (2010) Eur J Med Chem 45:5120
El Shehry MF, Abu-Hashem AA, El-Telbani EM (2010) Eur J Med Chem 45:1906
Holla BS, Akberali PM, Shivananda MK (2001) II Farmaco 56:919
Al-Masoudi NA, Al-Soud YA (2008) Nucleosides. Nucleotides Nucleic Acids 27:1034
Dutta K, Rangarajan PN, Vrati S, Basu A (2010) Curr Sci 98:326
Muhammad T, Abdul Wadood R, Zaheer U, Ajmal K, Iqbal C (2010) Eur J Med Chem 45:5200
Barbuceanu SF, Saramet G, Almajan GL, Draghici C, Barbuceanu F, Bancescu G (2012) Eur J Med Chem 49:417
El-Ebiary Nora MA, El-telbani EM, Nawwar GAM (2013) Lett Drug Des Discov 10:444
Orhan İ, Özçelik B, Şener B (2011) Turk J Biol 35:251
Thibane VS, Kock JLF, Ells R, Van Wyk PWJ, Pohl CH (2010) Mar Drugs 8:2597
Banday MR, Rauf A (2009) Indian J Chem 48:97
Hussain HH, Babic G, Durst T, Wright J, Flueraru M, Chichirau A, Chepelev LL (2003) J Org Chem 68:7023
Abd El Salam H, Shaker NO, El-Telbani EM, Nawwar GAM (2009) J Chem Res 400
Abd El-Salam H, Yakout El-Sayed MA, El-Hashash MA, Nawwar GAM (2013) Monatsh Chem 144:1893
Audrieth IF, Scott ES, Kippur PS (1954) J Org Chem 19:733
EL-Telbani EM, Swellem RH, Nawwar GAM (2007) Russ J Org Chem 43:1815
Patrao P, Khader AMA, Kalluraya B, Vinayachandr (2013) Chem Pharm Res 5:326
Mathew V, Keshavayya J, Vaidya VP, Giles D (2007) Eur J Med Chem 42:823
Demirbas N, Demirbas A, Karaoglu SA, Celik E (2005) Arkivoc (i):820
Tozkoparan B, Kupeli E, Yesilada E, Ertan M (2007) Bioorg Med Chem 15:1808
De La Rosa M, Kim HW, Gunic E, Jenket C, Boyle U, Koh YH, Korboukh I, Allan M, Zhang W, Chen H, Xu W, Nilar S, Yao N, Hamatake R, Lang SA, Hong Z, Zhang Z, Girardet JL (2006) Bioorg Med Chem Lett 16:4444
Wang Z, Wu B, Kuhen KL, Bursulaya B, Nguyen TN, Nguyen DG, He Y (2006) Bioorg Med Chem Lett 16:4174
Bansal OP, Srinivas JS, Reddy Sastry CV (1992) Ind J Chem 31B:289
Ye XX, Chem ZF, Zhang AJ, Zhang LX (2007) Molecules 12:1202
Wu J, Liu X, Cheng X, Cao Y, Wang D, Li Z, Xu W, Pannecouque C, Witvrouw M, De Clereq E (2007) Molecules 12:2003
Bauer W, Kirby WM, Sherris C, Turck M (1966) Am J Clin Pathol 45:493
Pfaller MA, Burmeister L, Bartlett MA, Rinaldi MG (1988) J Clin Microbiol 26:1437
Kato K, Terao S, Shimamoto N, Hirata M (1998) J Med Chem 31:793
Padmaja, Payani T, Reddy GD, Padmavathi V (2009) Eur J Med Chem 44:4557
Mossa AH, Heikal TM, Mohafrash SMM, Refaie AA (2015) J Appl Sci 15:69
Ruch RJ, Cheng SJ, Klaunig JE (1989) Carcinogenesis 10:1003
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Abd El Salam, H.A., Yakout, ES.M.A., Nawwar, G.A.M. et al. Synthesis of some new 1,2,4-triazoles containing olyl moiety and evaluation of their antimicrobial and antioxidant activities. Monatsh Chem 148, 291–304 (2017). https://doi.org/10.1007/s00706-016-1751-5
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DOI: https://doi.org/10.1007/s00706-016-1751-5
Keywords
- Fatty acids
- Triazole derivatives
- Antimicrobial
- Antioxidant activity