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Mendeleev Communications, 2019, Volume 29, Issue 4, Pages 435–437
DOI: https://doi.org/10.1016/j.mencom.2019.07.027
(Mi mendc1550)
 

This article is cited in 15 scientific papers (total in 15 papers)

Communications

Versatile approach to naphthoquinone phosphonium salts and evaluation of their biological activity

N. R. Khasiyatullina, V. F. Mironov, S. K. Gumerova, A. D. Voloshina, A. S. Sapunova

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
Abstract: A new efficient method for the synthesis of 1,4-dihydroxy-2-naphthylmethyl-and 1,4-dioxo-2(1H,4H)-2-naphthylmethyl-phosphonium salts by reactions of 2-methyl-1,4-naphtho-quinone with appropriate P–H-phosphonium trifluoroacetates has been suggested. The reactions were carried out under mild conditions and provided high yields of target compounds. Representative reaction products have been found to possess moderate antimicrobial and antitumor activity.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.3 Mb)


Citation: N. R. Khasiyatullina, V. F. Mironov, S. K. Gumerova, A. D. Voloshina, A. S. Sapunova, “Versatile approach to naphthoquinone phosphonium salts and evaluation of their biological activity”, Mendeleev Commun., 29:4 (2019), 435–437
Linking options:
  • https://www.mathnet.ru/eng/mendc1550
  • https://www.mathnet.ru/eng/mendc/v29/i4/p435
  • This publication is cited in the following 15 articles:
    1. S. R. Romanov, A. V. Nafikova, M. P. Shulaeva, O. K. Pozdeev, K. A. Ivshin, O. N. Kataeva, A. V. Gerasimov, I. V. Galkina, Yu. V. Bakhtiyarova, “Tris(3-fluorophenyl)phosphine in reactions with acrylic acid and its derivatives: crystal structure and biological activity of the reaction products”, Russ Chem Bull, 73:3 (2024), 616  crossref
    2. Silvana Alfei, Guendalina Zuccari, Constantinos M. Athanassopoulos, Cinzia Domenicotti, Barbara Marengo, “Strongly ROS-Correlated, Time-Dependent, and Selective Antiproliferative Effects of Synthesized Nano Vesicles on BRAF Mutant Melanoma Cells and Their Hyaluronic Acid-Based Hydrogel Formulation”, IJMS, 25:18 (2024), 10071  crossref
    3. Silvana Alfei, Paolo Giannoni, Maria Grazia Signorello, Carola Torazza, Guendalina Zuccari, Constantinos M. Athanassopoulos, Cinzia Domenicotti, Barbara Marengo, “The Remarkable and Selective In Vitro Cytotoxicity of Synthesized Bola-Amphiphilic Nanovesicles on Etoposide-Sensitive and -Resistant Neuroblastoma Cells”, Nanomaterials, 14:18 (2024), 1505  crossref
    4. A. M. Shinkareva, A. V. Nemtarev, D. V. Chachkov, A. B. Dobrynin, I. A. Litvinov, V. F. Mironov, “Quaternary phosphonium salts based on quinopimaric acid”, Mendeleev Commun., 34:1 (2024), 113–115  mathnet  crossref
    5. Elleuch Haitham, Ferid Yaccoubi, “Spectral study of phosphonium salts synthesized from Michael acceptors”, Phosphorus, Sulfur, and Silicon and the Related Elements, 198:4 (2023), 354  crossref
    6. Haitham Elleuch, Dhouha Msalbi, Olfa Mhasni, Ferid Yaccoubi, Sami Aifa, Julien Legros, Farhat Rezgui, “New Morita-Baylis-Hillman (MBH) phosphonium salts from alcohols to the synthesis of 2-alkenyl- and 2-alkylidenecyclohexenones”, Journal of Molecular Structure, 1286 (2023), 135532  crossref
    7. T. N. Pashirova, A. V. Nemtarev, E. B. Souto, V. F. Mironov, “Triarylphosphonium compounds as effective vectors for mitochondria-targeted delivery systems: decoration strategies and prospects for clinical application”, Russian Chem. Reviews, 92:10 (2023), RCR5095  mathnet  mathnet  crossref  isi  scopus
    8. M. E. Shemakhina, A. V. Nemtarev, D. V. Chachkov, S. A. Pukhov, V. F. Mironov, “Phosphonium and arsonium salts based on alantolactone”, Mendeleev Commun., 33:6 (2023), 759–761  mathnet  crossref
    9. Semyon R. Romanov, Azaliia V. Nafikova, Alena V. Padenko, Anastasia D. Moryasheva, Vasilisa S. Bakhtiyarova, Ekaterina V. Fedorenko, Marina P. Shulaeva, Oskar K. Pozdeev, Elvira R. Zvereva, Irina V. Galkina, Yulia V. Bakhtiyarova, “Synthesis of novel phosphonium salts derived from tertiary phosphines and substituted acrylic acids”, Phosphorus, Sulfur, and Silicon and the Related Elements, 197:5-6 (2022), 615  crossref
    10. K. O. Shibaeva, S. R. Romanov, A. D. Moryasheva, M. P. Shulaeva, O. K. Pozdeev, Y. V. Bakhtiyarova, “One-Pot Synthesis of Quaternary Phosphonium Salts Based on Tertiary Phosphines and (R)-(+)-Pulegone”, Russ J Gen Chem, 92:7 (2022), 1228  crossref
    11. Vadim V. Ermolaev, Daria M. Arkhipova, Vasili A. Miluykov, Anna P. Lyubina, Syumbelya K. Amerhanova, Natalia V. Kulik, Alexandra D. Voloshina, Valentine P. Ananikov, “Sterically Hindered Quaternary Phosphonium Salts (QPSs): Antimicrobial Activity and Hemolytic and Cytotoxic Properties”, IJMS, 23:1 (2021), 86  crossref
    12. S. R. Romanov, Ya. V. Dolgova, M. V. Morozov, K. A. Ivshin, D. A. Semenov, Yu. V. Bakhtiyarova, I. V. Galkina, O. N. Kataeva, V. I. Galkin, “New phosphonium salts based on 3-(diphenylphosphino)propanoic and ω-haloalkanoic acids”, Mendeleev Commun., 31:2 (2021), 242–243  mathnet  crossref
    13. D. V. Ponomaryov, L. R. Grigor´eva, A. V. Nemtarev, O. V. Tsepaeva, V. F. Mironov, I. S. Antipin, “Synthesis of C-29-phosphonium derivatives of 3,28-diacetoxylup-20(29)-en-30-oic acid”, Russ Chem Bull, 69:3 (2020), 487  crossref
    14. Yu. V. Bakhtiyarova, M. V. Morozov, S. R. Romanov, R. R. Minnullin, M. P. Shulaeva, O. K. Pozdeev, I. V. Galkina, V. I. Galkin, “New biologically active phosphonium salts based on 3-(diphenylphosphino)propionic acid and unsaturated amides”, Russ Chem Bull, 69:8 (2020), 1569  crossref
    15. M. E. Shemakhina, A. V. Nemtarev, R. R. Fayzullin, N. R. Khasiyatullina, L. R. Grigor'eva, V. F. Mironov, “Reaction of R-pulegone with P–H phosphonium salts”, Mendeleev Commun., 30:6 (2020), 700–702  mathnet  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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