Frequencies and intensities of normal vibrations of the representative biologically active steroidal phytohormones homobrassinolide and (22S,23S)-24-epibrassinolide were calculated in the framework of our original approach combining classical analysis of normal vibrations using molecular mechanics and quantum-chemical estimation of absolute intensities. IR absorption bands were interpreted by comparing experimental and theoretical spectra. The impacts of structural differences in the molecular side chains on IR spectra in the region 1500–950 cm–1were evaluated.
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Y. Zhou, C. Garcia-Prieto, D. A. Carney, R. Xu, H. Pelicano, Y. Kang, W. Yu, C. Lou, S. Kondo, J. Liu, D. M. Harris, Z. Estrov, M. J. Keating, Z. Jin, and P. Huang, J. Natl. Cancer Inst., 97, 1781–1785 (2005).
T. Nakata, T. Yamada, S. Taji, H. Ohishi, S. Wada, H. Tokuda, K. Sakuma, and R. Tanaka, Bioorg. Med. Chem., 15, 257–264 (2007).
E. Hovenkamp, I. Demonty, J. Plat, D. Lutjohann, R. P. Mensink, and E. A. Trautwein, Prog. Lipid Res., 47, 37–49 (2008).
T.-M. Wang, T. Hojo, F.-X. Ran, R.-F. Wang, R.-Q. Wang, H.-B. Chen, J. R. Cui, M. Y. Shang, and S. Q. Cai, J. Nat.Prod., 70, 1429–1433 (2007).
V. A. Khripach, V. N. Zhabinskii, and A. E. de Groot, Brassinosteroids: A New Class of Plant Hormones, Academic Рress, San Diego, CA (1999).
J. L. Nemhauser and J. Chory, J. Exp. Bot., 55, 265–270 (2004).
Y. Hu, F. Bao, and J. Li, Plant J., 24, 693–701 (2000).
S. Drosihn, A. Porzel, and W. Brandt, J. Mol. Model., 7, 34–42 (2001).
J. Malıkova, J. Swaczynova, Z. Kolar, and M. Strnad, Phytochemistry, 69, 418–426 (2008).
A. Yu. Misharin, A. R. Mehtiev, V. N. Zhabinskii, V. A. Khripach, V. P. Timofeev, and Ya. V. Tkachev, Steroids, 75, 287–294 (2010).
N. A. Borisevich, I. V. Skornyakov, V. A. Khripach, G. B. Tolstorozhev, and V. N. Zhabinskii, Zh. Prikl. Spektrosk., 74, 610–616 (2007) [N. A. Borisevich, I. V. Skornyakov, V. A. Khripach, G. B. Tolstorozhev, and V. N. Zhabinskii, J. Appl. Spectrosc., 74, 673–680 (2007)].
N. A. Borisevich, D. K. Buslov, V. N. Zhabinskii, and V. A. Khripach, Zh. Prikl. Spektrosk., 76, 652–658 (2009) [N. A. Borisevich, D. K. Buslov, V. N. Zhabinskii, and V. A. Khripach, J. Appl. Spectrosc., 76, 617–622 (2009)].
N. A. Borisevich and D. K. Buslov, Zh. Prikl. Spektrosk., 77, 529–534 (2010) [N. A. Borisevich and D. K. Buslov, J. Appl. Spectrosc., 77, 491–495 (2010)].
V. M. Andrianov and M. V. Korolevich, Zh. Prikl. Spektrosk., 75, 768–775 (2008) [V. M. Andrianov and M. V. Korolevich, J. Appl. Spectrosc., 75, 771–778 (2008)].
V. M. Andrianov and M. V. Korolevich, in: Proceedings of the International Scientifi c Conference ″Molecular, Membrane, and Cell Bases of Biosystem Functioning″ [in Russian], June 23–25, 2010, Minsk (2010), Vol. 1, pp. 302–304.
V. M. Andrianov and M. V. Korolevich, Zh. Strukt. Khim., 54, No. 4, 639–650 (2013).
L. Kutschabsky and G. Rech, Private Communication to the Cambridge Structural Database, Dep. No. CCDC 201799 (2003).
M. V. Korolevich, Analytical Infrared Spectroscopy of Saccharides, Doctoral Dissertation, Minsk (2009).
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Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 86, No. 6, pp. 847–857, November–December, 2019.
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Andrianov, V.M., Korolevich, M.V. & Velchenko, A.A. Calculation and Comparative Analysis of Ir Spectra of Homobrassinolide and (22S,23S)-24-Epibrassinolide. J Appl Spectrosc 86, 965–974 (2020). https://doi.org/10.1007/s10812-020-00925-3
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DOI: https://doi.org/10.1007/s10812-020-00925-3