Synthesis and biological evaluation of novel ferrocene-substituted triadimefon- and triadimenol-analogues

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry

Volumn 37, Issue 8, 2007, Pages 601-604

  Jin, Zhong ^a   Hu, Yan ^a   Shao, Ling ^a   Fang, Jianxin ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

Ferrocene; Plant growth regulatory activity; Triadimefon; Triadimenol

Indexed keywords

EID: 35148849043     PISSN: 15533174     EISSN: 15533182     Source Type: Journal    
DOI: 10.1080/15533170701608791     Document Type: Article

References (15)

1. van Staveren, D. R.; Metzler-Nolte, N. Bioorganometallic chemistry of ferrocene. Chem. Rev. 2004, 104, 5931-5986.
2. Moriuchi, T.; Hirao, T. Highly ordered structures of peptides by using molecular scaffolds. Chem. Soc. Rev. 2004, 33, 294-301.
3. Biot, C.; Francois, N.; Naciejewski, L.; Brocard, J.; Poulain, D. Synthesis and antifungal activity of a ferrocene-fluconazole analogue. Bioorg. Med. Chem. 2000, 10, 839-841.
4. Epton, R.; Marr, G.; Rogers, G. K. The synthesis and reactivity of (ferrocenyloxy)-2-tetrahydropyran. J. Organomet. Chem. 1978, 150, 93-100.
5. Domarle, O.; Blampain, G.; Agnaniet, H.; Nzadiyabi, T.; Lebibi, J.; Brocard, J. S.; Maciejewski, L. A.; Biot, C.; Georges, A. J.; Millet, P. In vitro antimalarial activity of new organometallic analog, ferrocene-chloroquine. Antimicrob. Agents Chemother. 1998, 42, 540-544.
6. Pradines, B.; Tall, A.; Rogier, C.; Spiegel, A.; Mosnier, J.; Marrama, L.; Fusai, T.; Millet, P.; Panconi, E.; Trape, J. F.; Parzy, D. In vitro activities of ferrochloroquine against 55 Senegalese isolates of Plasmodium falciparum in comparison with those of standard antimalarial drugs. Trop. Med. Int. Health 2002, 7, 265-270.
7. Beagley, P.; Blackie, M. A. L.; Chibale, K.; Clarkson, C.; Meijboom, R.; Moss, J. R.; Smith, P. J.; Su, H. Synthesis and antiplasmodial activity in vitro of new ferrocene-chloroquine analogues. Dalton Trans. 2003, 3046-3051.
8. Top, S.; Vessieres, A.; Cabestaing, C.; Laios, I.; Leclercq, G.; Provot, C.; Jaouen, G. Studies on organometallic selectiveestrogen receptor modulators. (SERMs) Dual activity in the hydroxy-ferroeifen series. J. Organomet. Chem. 2001, 637-639, 500-506.
9. Menegola, E.; Broccia, M. L.; Di Renzo, R.; Massa, V.; Giavini, E. Study on the common teratogenic pathway elicited, by the fungicides triazole-derivatives. Toxicol. in Vitro 2005, 19, 737-748.
10. Groppelli, S.; Pennati, R.; De Bernardi, F.; Menegola, E.; Giavini, E.; Sotgia, C. Teratogenic effects of two antifungal triazoles, triadimefon and triadimenol, on Xenopus laevis development: Craniofacial defects. Aquat. Toxic. 2005, 73, 370-381.
11. Menegola, E.; Broccia, M. L.; Di Renzo, R.; Massa, V.; Giavini, E. Craniofacial and axial skeletal defects induced by the fungicide triadimefon in the mouse. Birth Defects Res. (Part B) 2005, 74, 185-195.
12. Walker, Q. D.; Mailman, R. B. Triadimefon and triadimenol: effects on monoamine uptake and release. Toxicol. Appl. Pharm. 1996, 139, 227-233.
13. Swarcewicz, M.; Jurgiel-Malecka, G.; Wlodarczyk, M. Influence of some fungicides on respiration and nitrification in the soil. Prog. Plant Prot. 2003, 43, 958-960.
14. Tarraga, A.; Molina, P.; Curiel, D.; Lopez, J. L.; Velasco, M. D. Aza-Wittig reactions of iminophosphoranes derived from ferrocenylazido ketones: preparation and electrochemical study of novel ferrocenyl-substituted azaheterocycles. Tetrahedron 1999, 55, 14701-14718.
15. Jin, Z.; Hu, Y.; Huo, A.; Tao, W.; Shao, L.; Liu, J.; Fang, J. Synthesis, characterization, and biological evaluation of novel ferrocene-triadimefon analogues. J. Organomet. Chem. 2006, 691, 2340-2345.