1-Naphthylacetic acid (C10H7–CH2COOH; HL) is a synthetic commercial plant hormone widely used in agriculture as a plant growth regulator. Five complexes between metal and this hormone were synthesized and structurally characterized: [MnL2(H2O)2] (A), [CoL2(H2O)2] (B), [NiL2] (C), [CuL2(H2O)2] (D), and [ZnL2] × H2O (E). Next, IR, 1H NMR, UV-Vis, thermogravimetry, magnetic moment, and elemental analyses were used to characterize the complexes, and their morphological properties were assessed using XRD and SEM techniques. These analyses indicated that two L– molecules were coordinated to the metal ion by their bidentate carboxylate groups. Finally, the complexes were screened in vitro against several microbes (bacteria and fungi) using the Kirby–Bauer disc diffusion method. Complex C showed antifungal activity against Candida albicans with a potency that was 15% higher than the antifungal drug amphotericin B.
Similar content being viewed by others
References
N. Li, J. Chen, and Y. Shi, J. Chromatogr. A, 1441, 24–33 (2016).
G. Li, S. Lu, H. Wu, G. Chen, S. Liu, X. Kong, W. Kong, and J. You, J. Sep. Sci., 38, No. 2, 187–196 (2015).
L. Wang, M. Wang, H. Yan, Y. Yuan, and J. Tian, J. Chromatogr. A, 1368, 37–43 (2014).
A. Gómez-Cadenas, J. Mehouachi, F. R. Tadeo, E. Primo-Millo, and M. Talon, Planta, 210, No. 4, 636–643 (2000).
Z. Wang, J. Xia, Q. Han, H. Shi, X. Guo, H. Wang, and M. Ding, Chin. Chem. Lett., 24, No. 7, 588–592 (2013).
J. A. Murillo Pulgarín, L. F. García Bermejo, I. Sánchez-Ferrer Robles, and S. Becedas Rodríguez, Phytochem. Anal., 23, No. 3, 214–221 (2012).
W. Guan, P. Xu, K. Wang, Y. Song, and H. Zhang, Food Chem. Toxicol., 49, 2869–2874 (2011).
A. Segura Carretero, C. Cruces Blanco, F. Alés Barrero, and A. Fernández Gutiérrez, J. Agric. Food Chem., 46, No. 2, 561–565 (1998).
R. L. Rardin, W. B. Tolman, and S. J. Lippard, New J. Chem., 15, 417 (1991).
I. G. Eremenko, S. E. Nefedov, and A. A. Sidorov, Inorg. Chem., 38, 3764 (1999).
L. G. Zhu, S. Kitagawa, H. Miyasaka, and H. C. Chang, Inorg. Chim. Acta, 355, 121 (2003).
K. Burger, J. Illes, and B. Gyurcsik, Carbohydr. Res., 332, 197 (2001).
Y. Chen and W. Cai, Spectrochim. Acta A, 62, 863–868 (2005).
R. H. Holm, P. Kennepohl, and E. I. Solomon, Chem. Rev., 96, No. 7, 2239–2314 (1996).
A. W. Bauer, W. M. Kirby, C. Sherris, and M. Turck, Am. J. Clin. Pathol., 45, 493–496 (1966).
J. J. Biemer, Ann. Clin. Lab. Sci., 3, 135–140 (1973).
M. C. Serrano, M. Ramírez, D. Morilla, A. Valverde, M. Chávez, A. Espinel-Ingroff, R. Claro, A. Fernández, C. Almeida, and E. Martín-Mazuelos, J. Antimicrob. Chemo-ther., 53, 739–742 (2004).
D. N. Sathyanarayana, Vibrational Spectroscopy — Theory and Applications, 2nd ed., New Age International (P) Ltd. Publishers, New Delhi (2004).
G. Socrates, Infrared and Raman Characteristic Group Frequencies — Tables and Charts, 3rd ed., Wiley, New York (2001).
V. Krishnakumar, R. Mathammal, and S. Muthunatesan, Spect rochim. Acta A, 70, No. 1, 210–216 (2008).
D. Lin-Vein, N. B. Colthup, W. G. Fateley, and J. G. Grasselli, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, Academic Press, San Diego (1991).
G. B. Deacon and R. J. Phillips, Coord. Chem. Rev., 33, No. 3, 227–250 (1980).
P. B. Nagabalasubramanian, M. Karabacak, and S. Periandy, Spectrochim. Acta A, 82, 169–180 (2011).
K. Nakamoto, Infrared Spectra of Inorganic and Coordination Compounds, Wiley Interscience, John Wiley&Sons, New York, NY, USA (1970).
R. Jantas and B. Delczyk-Olejniczak, Fibres Text. East. Eur., 13, No. 1, 60–63 (2005).
J. R. Allan, N. D. Baird, and A. L. Kassyk, J. Therm. Anal., 16, No. 1, 79–90 (1979).
S. Sivakolunthu and S. Sivasubramanian, J. Indian Chem. Soc., 74, 566–567 (1997).
A. B. P. Lever, Coord. Chem. Rev., 3, No. 2, 119–140 (1968).
A. B. P. Lever, Inorganic Electronic Spectroscopy, 2nd ed., Elsevier, Amsterdam (1997).
F. A. Cotton, G. Wilkinson, C. A. Murillo, and M. Bochmann, Advanced Inorganic Chemistry, 6th ed., Wiley, New York (1999).
S. Chandra and K. B. Pandeya, Trans. Metal Chem., 6, No. 2, 110–113 (1981).
B. D. Cullity and S. R. Stock, Elements of X-Ray Diffraction, 3rd ed., Pearson Education Ltd., England (2014).
H. P. Klug and L. E. Alexander, X-Ray Diffraction Procedures for Polycrystalline and Amorphous Materials, New York, Wiley (1974).
M. A. Estermann and W. I. F. David, In: Structure Determination from Powder Diffraction Data (SDPD), Eds. W. I. F. David, K. Shankland, I. B. Mccusker, and Ch. Baerlocher, Oxford Science Publications, New York (2002).
Author information
Authors and Affiliations
Corresponding author
Additional information
Abstract of article is published in Zhurnal Prikladnoi Spektroskopii, Vol. 88, No. 6, p. 973, November–December, 2021.
Rights and permissions
About this article
Cite this article
Albedair, L.A. Synthesis, Structure, and Antimicrobial Activity of Complexes of Bivalent Metals with 1-Naphthylacetic Acid. J Appl Spectrosc 88, 1257–1265 (2022). https://doi.org/10.1007/s10812-022-01307-7
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10812-022-01307-7