Structure and Enhanced Antifungal Activity of a Divalent Cobalt(II) Complex with Hexaconazole

doi:10.1007/s40242-017-7108-8

Abstract

Abstract: A new Co^Ⅱ complex,[CoL₄Cl₂]·2CH₃CH₂OH(L=hexaconazole), was synthesized and characterized by means of elemental analysis, infrared spectroscopy and single-crystal X-ray diffraction. The crystal structural analysis shows that the centrosymmetric Co²⁺ is coordinated by four hexaconazole ligands and two Cl^? to form a distorted octahedral geometry. The complex forms 1D chains through the intermolecular hydrogen bonds interaction of O-H…O and O-H…Cl. Furthermore, the antifungal activities of the complex against Grape anthracnose(I), Botryosphaeria berengriana(Ⅱ), Botryosphaeria ribis(Ⅲ) and Wheat gibberellic(IV) have been investigated and compared with those of the corresponding ligand. The results show that the complex has better antifungal activity than the ligand, which indicates that the coordination of the ligand and the metal enhances the antimicrobialactivity.

Key words: Co^IIcomplex, Hexaconazole, Crystal structure, Antifungal activity

ZHOU Jinhua, LI Jingjing, LI Jie, REN Guoyu, REN Yinghui, MA Haixia. Structure and Enhanced Antifungal Activity of a Divalent Cobalt(II) Complex with Hexaconazole[J]. Chemical Research in Chinese Universities, 2017, 33(6): 864-868.

References

[1] Todoroki Y., Kobayashi K., Yoneyama H., Hiramatsu S., Jin M. H., Watanabe B., Bioorg. Med. Chem., 2008, 16, 3141
[2] Bromilow R. H., Evans A. A., Nicholls P. H., Pest Manag. Sci., 1999, 55, 1135
[3] Tabatabaee M., Bordbar M., Ghassemzade M., Tahriri M., Lighvan Z. M., Neumüller B., Eur. J. Med. Chem., 2013, 70, 364
[4] Xiong P., Li J., Bu H., Wei Q., Zhang R., Chen S., J. Solid State Chem., 2014, 215, 292
[5] Singh A. K., Pandey O. P., Sengupta S. K., Spectrochim. Acta, Part A, 2012, 85, 1
[6] Hadjikakou S. K., Antoniadis C. D., Hadjiliadis N., Kubicki M., Binolis J., Karkabounas S., Charalabopoulos K., Inorg. Chim. Acta, 2005, 358, 2861
[7] Manjunatha K. B., Dileep R., Umesh G., Bhat B. R., Opt. Mater., 2013, 35, 1366
[8] Luo Y. N., Xu X. Z., Zhang X., Yu X. Y., Qu X. S., Yang Y. Y., Shen Q. H., Chem. Res. Chinese Universities, 2013, 29(6), 1045
[9] Matesanz A. I., Mosa J., Garc??A I., Pastor C., Souza P., Inorg. Chim. Commun., 2004, 7, 756
[10] Wang B., Zhang L. L., Ni J., Xu R. Q., Cheng K. H., J. Beijing Forestry University, 2015, 37, 135
[11] Bi Y. B, Pan H. Y., Zhang X. Q., Zhao J., Bu H. Y., Chin. Agric. Sci. Bull., 2012, 28, 213
[12] Tao C., Dwyregygax C., Smith R. S., Breuil C., Agric. Food Chem., 1995, 43, 1400
[13] Worthington P. A., Pestic. Sci., 1991, 31, 457
[14] Zhao H. Q., Tian J. L., Zhang Y. X., Northern Horticulture, 2008, 9, 182
[15] Lu W., Zhu D. R., Xu Y., Cheng H. M., Zhao J., Shen X., Struct. Chem., 2010, 21, 237
[16] Phillips C. P., Snow R. A., Lyophilized Polyethylene Oxide Modified Catalase Composition, Polypeptide Complexes with Cyclodextrin and Treatment of Diseases with the Catalase Compositions, US5334382, 1994
[17] Khairnar G. A., Chavanpatil A. B., Palve P. R., Bhise S. B., Mourya V. K., Kulkarni C. G., International J. Pharmtech Research, 2010, 2, 736
[18] Lara-Márquez A., Zavala-Páramo M. G., López-Romero E., Camacho H. C., Biotechnol. Lett., 2011, 33, 859
[19] Gural'Skiy I. A., Reshetnikov V. A., Szebesczyk A., Gumienna-Kontecka E., Marynin A. I., Shylin S. I., J. Mater. Chem. C, 2015, 3, 4737
[20] Singh M. S., Prasada Rao K., Synthesis and Reactivity in Inorganic and Metal-organic Chemistry, 1999, 29, 541
[21] Evans P. D., Schmalzl K. J., Forsyth C. M., Fallon G. D., Schmid S., Bendixen B., Heimdal S., J. Wood Chem. Technol., 2007, 27, 243
[22] Ferreira D. E. C., Doc S. H. F., Almeida W. B. D., Junqueira G. M. A., J. Bra. Chem. Soc., 2007, 18, 901
[23] Klingele M. H., Boyd P. D. W., Moubaraki B., Murray K. S., Brooker S., Berichte Der Deutschen Chemischen Gesellschaft, 2005, 5, 910
[24] Shaber S. H., Cyanosulfonylethyltriazoles and Their Use as Fungicides, EP0606748, 1994
[25] Zhu D. R., Song Y., Xu Y., Zhang Y., Raj, S. S. S., Fun H. K., You X. Z., Polyhedron, 2010, 19, 2019
[26] Beckmann U., Brooker S., Chem. Rev., 2003, 245, 17
[27] Maghami M., Farzaneh F., Simpson J., Ghiasi M., Azarkish M., J. Mol. Struct., 2015, 1093, 24
[28] Maghami M., Farzaneh F., Simpson J., Moazeni A., Polyhedron, 2014, 73, 22
[29] Cobanoglu U., Demir H., Sayir F., Duran M., Mergan D., Asian Pac. J. Cancer Prev., 2010, 11, 1383
[30] Rascio N., Navari-Izzo F., Plant Sci., 2011, 180, 169
[31] Krause L., Herbstirmer R., Sheldrick G. M., Stalke D., J. Appl. Cryst., 2015, 48, 3
[32] Sheldrick G. M., Acta Crystallogr. Sect. A, 2008, 64, 112
[33] Zhang X., Du C., Chen D., Huang M., Chin. J. Inorg. Chem., 2010, 26, 489
[34] Gökçe C., Dilek N., Gup R., Inorg. Chim. Acta, 2015, 432, 213
[35] Xi T., Li J., Yan B., Yang M. Y., Song J. R., Ma H. X., Acta Crystallogr. C, 2015, 71, 889
[36] Chaudhary A., Bansal N., Gajraj A., Singh R. V., J. Inorg. Bio. Chem., 2003, 96, 393
[37] Li J., Xi T., Yan B., Guan Y. L., Yang M. Y., Song J. R., Ma H. X., New J. Chem., 2015, 39, 9550
[38] Shakru R., Subhashini N. J. P., Sathish Kumar K., Shivaraj, J. Chem. Pharm. Res., 2010, 2, 38
[39] Tharmaraj P., Kodimunthiri D., Sheela C. D., Priya C. S. S., J. Serb. Chem. Soc., 2009, 74, 927