Pyrano [2,3-d] thiazole: synthesis, reactions and biological applications

  • mohamed abdalrashid salem M.A.Salem
  • mohamed helal
  • mohamed el-Gaby
  • yosry ammar
  • moustafa Gouda
  • samir abbas
Keywords: Thiazolidinones, Pyrano[2,3-D]Thiazole, Michael Addition, Anti-Cancer, Anti-Inflammatory, Anti-Microbial

Abstract

This review describes the synthesis and reactions of Pyrano[2,3-d] thiazole derivatives and to highlight the effects of compounds containing the Pyrano[2,3-d] thiazole moiety in important biological applications.

References

Vara Prasad, V. N.; Tummino, P. J.; Fergusan, D.; Saunders, J.; Vander, R.; Mc Quade, J. J.; Heldsinger, A.; Reyner, E. L.; Stewart, B. H.; Guttendrof, R. J.; Para, K. S.; Lunney, E. A.; Gracheck, S. J.; Oomagala, J. M. Biochem. Biophy. Research Commun., 1996, 221, 815-820.

Mizuno, T.; Int. J. Med. Mushr., 1999, 1, 9-29.

Sharon, A.; Pratap, R.; Vatsyayan, R.; Maulik, P. R.; Roy, U.; Goel, A.; Ram, V. J. Bioorg. Med. Chem. Lett., 2005, 15, 3356-3360.

Haviv, F.; DeNet, R. W.; Carter, G. W. J. Med. Chem., 1988, 31, 1719-1728.

Tsuji, K.; Ishikawa, H. Med. Chem. Lett., 1994, 4, 1601-1606.

Bell, F. W.; Hoberg, M.; Zhou, X-X.; J. Med. Chem., 1995, 38, 4929-4936.

Holla, B. S.; Poojary, K. N.; Rao, B. S.; Shivananda, M. K. Eur. J. Med. Chem., 2002, 37, 511-517.

Holla, B. S.; Poojary, K. N.; Kalluraya, B.; Gowda, P.V. Il Farmaco 1996, 51, 785-792.

Cantin, L.; Choi, S.; Clark, R. B.; Hentemann, M. F.; Ma, X. Rudolph, J. PCT Int. Appl. WO. 2004, 58, 174; Chem. Abstr. 2004, 141, 123483x.

I smail, N. A.; Khalifa, F. A.; Fekry, R. M.; Abdel Azim, Y. N. Phosphorus, Sulfur, and Silicon, 1992, 66, 29-35.

Sherief, S. M. Monatshefte fur Chemie,, 1996, 127, 557-568.

Malladi, S. R.; Anisetti, R.; Raoi, P. R. Indian J. Pharm.Sci., 2014, 76, 510 518.

Ghorab, M. M. ; Ragab, F. A.; Heiba, H. I.; Agha, H. M.; Nissan, Y. M. Arch. Pharm. Res., 2012, 35, 59-68.

Ghorab, M. M.; Shaaban, M. A.; Refaat, H. M. ; Heiba, H. I.; Ibrahim, S. S. Europ. J. Med. Chem., 2012, 53, 403-407.

Abou El Ella, D. A.; Ghorab, M. M.; Heiba, H. I.; Soliman, A. M.Med. Chem. Res., 2012, 21, 2395-2407.

Mohareb, R. M.; Zohdi, H. F.; Wardakhan, W. W. Monatshefte fur Chemie., 1995, 126, 1391-1400.

Abdelall, M. M. American J. Heterocyclic Chem., 2017; 3, 8-18.

Eldin, S. M. J. Chem. Research (S), 1998, 12, 730-731.

Eldin, S. M. Z. Naturforsch., 1999, 54b, 1589-1597.

Abdelrazek, F. M.; Michael, F. A.; Mohamed, A. E. Arch. Pharm. Chem. Life Sci., 2006, 339, 305-312.

Sun, H. S.; Wang, J. Q.; Gu, Da. W.; Guo, Ch.;Shen, L. J. I.R.J.P.A.C, 2016, 11(4): 1-8.

AL-Hazimi, H.M.A.; Al-Alshaikh, M.A. J. Saudi Chem. Soc., 2010 14, 373-382.

El-Hag Ali, G. A. M.; Abd El-Rahman, M. T.; Helal, M. H. M.; El-Gaby, M. S. A. Phosph., Sulfur, and Silicon, 2008, 183, 3023-3036.

Halawa, A. H. World J. Organic Chem., 2014, 2(1), 9-17.

Manhi, F. M.; Mahmoud, M. R. Heteroatom Chem., 2005, 16, 121-131.

Salem, M. A. Croat. Chem. Acta, 2017, 90(1), 7-15.

Yarovenko, V. N. ; Nikitina, A. S.; Zavarzin, I. V.; Krayushkin, M. M.; Kovalenk, L. V. Russian J. Organic Chem., 2007, 43 (9), 1364-1370.

Cui, L.; Wang, Y.; Zhou, Zh. Tetrahedron: Asymm., 2016, 27, 1056-1061.

Wang, C.; Gao, Z.; Zhou, L.; Yuan, C.; Sun, Z.; Xiao, Y.; Guo, H. Org. Lett., 2016, 18 (14), 3418-3421.

Henry, C. E.; Xu, Q.; Fan, Y. C.; Martin, T. J.; Belding, L.; Dudding, T.; Kwon, O. J. Am. Chem. Soc. 2014, 136, 11890-11893.

Arafa, W. A. A. ; Fareed, M. F. ; Rabeh, S. A.; Shaker, R. M. Phosph., Sulfur, and Silicon and the Related Elem., 2016, 191(8), 1129-1136.

Metwally, N. H. Journal of Sulfur Chem., 2007, 28(3), 275-284.

Yarovenko, V. N.; Nikitina, A. S.; Zayakin, E. S.; Zavarzin, I. V.; Krayushkin, M. M.; Kovalenk, L. V. ARKIVOC., 2008 (iv) 103-111.

Abd El-Wahab, A. H. F.; Mohamed, H. M.; El-Agrody, A. M.; El-Nassag, M. A.; Bedair, A. H. European J. Chem., 2013, 4 (1), 10-19.

Mohareb, R. M.; Al-Omran, F.; Abdelaziz, M. A. Ibrahim, R. A. Acta Chim. Slov., 2017, 64, 349-364.

Kalaria, P. N.; Satasia, S. P.; Rava, D. K. RSC Adv., 2014, 4, 32353-32362.

Shelke, R.N.; Pansare, D.N.; Pawar, C.D.; Shinde, D.B.; Thore, S.N.; Pawar, R.P.; Bembalkar, S.R. Research & Reviews: J. Chemistry, 2016, 5, 29-36.

Yadav, L. S.; Yadav, B. S.; Rai, V. K. J. Heterocyclic Chem., 2008, 45, 1315-1319.

Chakravarty, A. K.; Singh, P.; Kumari, K. International J. Current Advanced Res., 2016, 5, 559-563.

Sachdeva, H.; Dwivedi, D.; Bhattacharjee, R. R.; Khaturia, S.; Saroj, R. J. CHem., 2013, 2013,1-10.

Yadav, L. S.; Singh, A. Synthesis 2003, 15, 2395-2399.

Published
2018-08-29
Section
Research Articles