Journals / Turkish Journal of Chemistry / 2007 / Cilt: 31 - Sayı: 3

Synthesis, Spectroscopic Investigation, Crystal Structure, and Biological Screening, Including Antitumor Activity, of Organotin(IV) Derivatives of Piperonylic Acid

Pages
349–361
Publication Date
2007-03-01
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:We prepared 8 new organotin compounds with the general formulae [R3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R2SnL2], where R = Me (5), Et (6), Bu (7), Oct (8), and L = piperonylic acid, and characterized them by elemental analyses, IR spectra, and multinuclear NMR (1H, 13C, and 119Sn).
📊
Key Findings & Data:The structure of 5 was confirmed by single crystal X-ray crystallography.
💡
Conclusion & Impact:The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Organotin(IV) compounds · FT-IR · multinuclear NMR

Abstract

We prepared 8 new organotin compounds with the general formulae [R3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R2SnL2], where R = Me (5), Et (6), Bu (7), Oct (8), and L = piperonylic acid, and characterized them by elemental analyses, IR spectra, and multinuclear NMR (1H, 13C, and 119Sn). The structure of 5 was confirmed by single crystal X-ray crystallography. The geometry around the tin atom was compared in both solution and solid state. Crystals of 5 are monoclinic with the space group P21/c. The tin geometry is skew trapezoidal bipyramidal, with 2 longer and 2 shorter Sn-O bonds; thus, the ligand chelates the Sn center in an asymmetric way. The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.

Özet

We prepared 8 new organotin compounds with the general formulae [R3SnL], where R = Me (1), Bu (2), Ph (3), and Cy (4) and [R2SnL2], where R = Me (5), Et (6), Bu (7), Oct (8), and L = piperonylic acid, and characterized them by elemental analyses, IR spectra, and multinuclear NMR (1H, 13C, and 119Sn). The structure of 5 was confirmed by single crystal X-ray crystallography. The geometry around the tin atom was compared in both solution and solid state. Crystals of 5 are monoclinic with the space group P21/c. The tin geometry is skew trapezoidal bipyramidal, with 2 longer and 2 shorter Sn-O bonds; thus, the ligand chelates the Sn center in an asymmetric way. The synthesized compounds were also screened for antibacterial, antifungal, brine-shrimp lethality, and potato disc antitumor activity.

🔖

Cite This Article

HANIF, M., HUSSAIN, M., ALI, S., BHATTI, M. H. (2007). Synthesis, Spectroscopic Investigation, Crystal Structure, and Biological Screening, Including Antitumor Activity, of Organotin(IV) Derivatives of Piperonylic Acid. Turkish Journal of Chemistry, Cilt: 31 - Sayı: 3, 349–361. https://ajindex.com/articles/184966

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (26)

  1. C. Pellerito, L Nagy, L. Pellerito and A. Szorcsik, J. Organomet. Chem. 691, 1733-1747 (2006).
  2. S. Tabassum and C. Pettinari, J. Organomet. Chem. 691, 1761-1766 (2006).
  3. D. Kovala-Demertzi, J. Organomet. Chem. 691, 1767-1674 (2006).
  4. V. Chandrasekhar, S. Nagendran and V. Baskar, Coord. Chem. Rev. 235, 1-52 (2002).
  5. M. Gielen, M. Biesemans and R. Willem, Appl. Organomet. Chem. 19, 440-450 (2005).
  6. M. Gielen, Coord. Chem. Rev. 151, 41-51 (1996).
  7. M. Mazhar, M. A. Choudhary, S. Ali, X. Qing-Lan and S. Xueqing, J. Chem. Soc. Pak. 23, 103-131 (2001).
  8. E.R.T. Tiekink, Trend Organomet. Chem. 1, 71-116 (1994).
  9. E.R.T. Tiekink, Appl. Organomet. Chem. 5, 1-23 (1991).
  10. M. Nath, S. Pokharia and R. Yadav, Coord. Chem. Rev. 215, 99-149 (2001).
  11. L. Pellerito and L. Nagy, Coord. Chem. Rev. 224, 111-150 (2002).
  12. P. Yang and M. Guo, Coord. Chem. Rev. 185, 189-211 (1999).
  13. M.H. Bhatti, S. Ali, F. Huma and S. Shahzadi, Turk. J. C hem. 29, 463-476 (2005).
  14. Sadiq-Ur-Rehman, K. Shahid, S. Ali, M.H. Bhatti and M. Parvez, J. Organomet. Chem. 690, 1396-1408 (2005).
  15. S. Shahzadi, M.H. Bhatti, K. Shahid, S. Ali, S.R. Tariq, M. Mazhar and K.M. Khan, Monat. Chem. 133, 1096 (2002).
  16. M. Parvez, S. Ahmed, S. Ali, M.H. Bhatti and M. Mazhar, Acta Cryst. E60, m554-m556 (2004).
  17. M. Parvez, S. Ahmed, S. Ali, M.H. Bhatti and M. Mazhar, Acta Cryst. E60, m190-m192 (2004).
  18. M. Parvez, S. Ali, S. Ahmed, M.H. Bhatti and M. Mazhar, Acta Cryst. C58, m334-m335 (2002).
  19. S. Ali, M.N. Khokhar, M.H. Bhatti, M. Mazhar, M.T. Masood, K. Shahid and A. Badshah, Syn. React. Inorg. Met.-Org. Chem. 32, 1373-1392 (2002).
  20. M.H. Bhatti, S. Ali, H. Masood, M. Mazhar and S.I. Qureshi, Syn. React. Inorg. Met.-Org. Chem. 30, 1729 (2000). W.L.F. Armarego and C.L.L. Chai, “PuriŞcation of Laboratory Chemicals”, 5th ed., Butterworth- Heinemann London, 2003. G. M. Sheldrick,”SHELXS-97 Program for Crystal Structure Determination”, Acta Crystallogr., A46, 467- (1990). G. Sheldrick, ”SHELXL-97”, Universit¨at G¨ottingen, G¨ottingen, Germany, 1999.
  21. A. Rehman, M.I. Choudhary and W.J. Thomsen, “Bioassay Techniques for Drug Development”, Har- wood Academic Publishers, The Netherlands, 2001.
  22. S. Xueqing, Y. Zhiqiang, X. Qinglan and L. Jinshan, J. Organomet. Chem. 566, 103-110 (1998).
  23. M. Parvez, S. Ali, T.M. Masood, M. Mazhar and M. Danish, Acta Cryst. C53, 1211-1213 (1997).
  24. E.R.T. Tiekink, J. Organomet. Chem. 408, 323-327 (1991).
  25. T. P. Lockhart, J. C. Calabrese and F. Davidson, Organometallics 6, 2479-2483 (1987).
  26. C. Vatsa, V.K. Jain, T.K. Das and E.R.T.