Abstract
A series of new chalcones containing an isobornyl fragment was synthesized by Claisen—Schmidt condensation of 6-acetyl-1,3-dihydroxy-4-isobornylbenzene with various benzaldehydes.
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G. Yang, H. E. Lee, S. H. Yeon, H. C. Kang, Y. Y. Cho, H. S. Lee, C. C. Zouboulis, S. H. Han, J. H. Lee, J. Y. Lee, Phytotherapy Res., 2018, 32, 2551; DOI: https://doi.org/10.1002/ptr.6195.
C. H. Aminath Rajeena, P. S. Nayak, G. Ganesh, V. Kamat, B. C. Revanasiddappa, H. Kumar, Heterocycl. Lett., 2018, 8, 49.
A. M. R. Teixeira, H. S. Santos, P. N. Bandeira, M. S. S. Julião, P. T. C. Freire, V. N. Lima, B. G. Cruz, P. T. da Silva, H. D. M. Coutinho, D. M. Sena, Jr., J. Mol. Struct., 2019, 1179, 739; DOI: https://doi.org/10.1016/j.molstruc.2018.11.075.
Z. Rozmer, P. Perjési, Phytochem. Rev., 2016, 15, 87; DOI: https://doi.org/10.1007/s11101-014-9387-8.
V. R. D. Pereira, I. J. A. Junior, L. S. Silveira, R. B. Geraldo, P. F. Pinto, F. S. Teixeira, M. C. Salvadori, M. P. Silva, L. A. Alves, P. V. S. Z. Capriles, A. C. Almeida, E. S. Coimbra, P. L. S. Pinto, M. R. C. Couri, J. Moraes, A. A. S. Filho, Chem. Biodiversity, 2018, 15, e1800398; DOI: https://doi.org/10.1002/cbdv.201800398.
J.-Y. Park, H. J. Jeong, Y. M. Kim, S.-J. Park, M.-C. Rho, K. H. Park, Y. B. Ryu, W. S. Lee, Bioorg. Med. Chem. Lett., 2011, 21, 5602; DOI: https://doi.org/10.1016/j.bmcl.2011.06.130.
L. Mirossay, L. Varinská, J. Mojžiš, Int. J. Mol. Sci., 2018, 19, 27; DOI: https://doi.org/10.3390/ijms19010027.
P. Kamble, S. Wadher, Int. J. ChemTech Res., 2018, 11, 63; DOI: https://doi.org/10.20902/IJCTR.2018.110209.
A. N. Choudhary, A. Kumar, V. Juyal, Pharm. Chem., 2018, 10, 106.
Yu. S. Tarakhovsky, Yu. A. Kim, B. S. Abdrasilov, E. N. Muzafarov, Flavonoidy: biokhimiya, biofizika, meditsina [Flavonoids: Biochemistry, Biophysics, Medicine], Synchrobook, Pushchino, 2013, 310 pp. (in Russian).
X.-F. Wu, H. Neumann, M. Beller, Angew. Chem., Int. Ed., 2010, 49, 5284; DOI: https://doi.org/10.1002/anie.201002155.
Y. Wang, C. Tan, X. Zhang, Q. He, Y. Xie, C. Yang, Eur. J. Org. Chem., 2012, 2012, 6622; DOI: https://doi.org/10.1002/ejoc.201201061.
S. Eddarir, N. Cotelle, Y. Bakkoura, C. Rolando, Tetrahedron Lett., 2003, 44, 5359; DOI: https://doi.org/10.1016/S0040-4039(03)01140-7.
S. Iftikhar, S. Khan, A. Bilal, S. Manzoor, M. Abdullah, A.-H. Emwas, S. Sioud, X. Gao, G. A. Chotana, A. Faisal, R. S. Z. Saleem, Bioorg. Med. Chem. Lett., 2017, 27, 4101; DOI: https://doi.org/10.1016/j.bmcl.2017.07.042.
D. Rocchi, J. F. Gonzalez, J. C. Menéndez, Molecules, 2014, 19, 7317; DOI: https://doi.org/10.3390/molecules19067317.
M. J. Climent, A. Corma, S. Iborra, A. Velty, J. Catalysis, 2004, 221, 474; DOI: https://doi.org/10.1016/j.jcat.2003.09.012.
J. B. Daskiewicz, G. Comte, D. Barron, A. D. Pietro, F. Thomasson, Tetrahedron Lett., 1999, 40, 7095; DOI: https://doi.org/10.1016/S0040-4039(99)01461-6.
K. Khan, Z. N. Siddiqui, Appl. Organometal. Chem., 2014, 28, 789; DOI: https://doi.org/10.1002/aoc.3200.
T. Narender, K. P. Reddy, Tetrahedron Lett., 2007, 48, 3177; DOI: https://doi.org/10.1016/j.tetlet.2007.03.054.
F. Chaudhry, N. Asif, S. Naureen, M. A. Munawar, M. A. Khan, ChemistrySelect, 2019, 4, 11098; DOI: https://doi.org/10.1002/slct.201902671.
T. R. Gaydhankar, T. V. Kotbagi, M. D. Nikalje, K. J. Waghmare, Curr. Cat., 2014, 3, 296; DOI: https://doi.org/10.2174/221154470366614080722274.
I. Yu. Chukicheva, I. V. Fedorova, E. V. Buravlev, A. V. Kuchin, K. Yu. Suponitskii, Russ. J. Gen. Chem., 2012, 82, 1425; DOI: https://doi.org/10.1134/S1070363212080154.
R. R. Zhang, J. Q. Wang, X. Yu, Y. L. Zhang, Q. Q. Wang, W. H. Zhang, Eur. J. Med. Chem., 2016, 124, 10; DOI: https://doi.org/10.1016/j.ejmech.2016.08.012.
M. A. Kulikov, Estestvennye nauki i meditsina: teoriya i praktika [Natural Sciences and Medicine: Theory and Practice], coll. vol. of articles on the materials of 18th International Sci.-Pract. Conf. of Siberian Acad. Sci., Novosibirsk, 2020, 64 (in Russian).
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The work was carried out in the framework of the Russian state assignment (Registration number AAAA-A18-118012490385-8).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2198—2204, November, 2020.
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Popova, S.A., Pavlova, E.V. & Chukicheva, I.Y. Synthesis of substituted chalcones based on 1,3-dihydroxy-4-isobornylbenzene. Russ Chem Bull 69, 2198–2204 (2020). https://doi.org/10.1007/s11172-020-3022-1
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DOI: https://doi.org/10.1007/s11172-020-3022-1