Abstract:
The herein synthesized 7-(4-methylphenyl)thiomethyl and 7-morpholylmethyl derivatives of natural phaeosphaeride A have lower cytotoxic activity towards the human lung adenocarcinoma A549 cell line compared to phaeosphaeride A. The presence of exocyclic C=C bond and N–OMe group in such compounds is suggested to be a factor in their antitumor activity.
Citation:
V. V. Abzianidze, K. P. Bolshakova, D. S. Prokofieva, A. O. Berestetskiy, V. A. Kuznetsov, Yu. G. Trishin, “Synthesis of 7-(4-methylphenyl)thiomethyl and 7-morpholylmethyl derivatives of natural phaeosphaeride A and their cytotoxic activity”, Mendeleev Commun., 27:1 (2017), 82–84
Linking options:
https://www.mathnet.ru/eng/mendc1903
https://www.mathnet.ru/eng/mendc/v27/i1/p82
This publication is cited in the following 8 articles:
Kenichi Kobayashi, Hiroshi Kogen, Osamu Tamura, “Total Synthesis of Phaeosphaerides with STAT3 Inhibitory Activity”, J. Synth. Org. Chem. Jpn., 80:8 (2022), 755
S. A. Zakharenkova, V. V. Abzianidze, N. I. Moiseeva, D. S. Lukina, L. S. Chistyi, D. V. Krivorotov, Yu. G. Trishin, “Antitumor activity of phaeosphaeride A modified with nitrogen heterocyclic groups”, Mendeleev Commun., 31:5 (2021), 662–663
Kenichi Kobayashi, Risako Kunimura, Hiroshi Kogen, “Total Synthesis of the Proposed Structure of Paraphaeosphaeride C”, Molecules, 24:23 (2019), 4230
Victoria V. Abzianidze, Sofya A. Zakharenkova, Natalia I. Moiseeva, Petr P. Beltyukov, Valeriy A. Polukeev, Yaroslav A. Dubrovskii, Victor A. Kuznetsov, Yuri G. Trishin, Jennifer E. Mejia, Alvin A. Holder, “Towards lead compounds as anti-cancer agents via new phaeosphaeride A derivatives”, Bioorganic & Medicinal Chemistry Letters, 29:1 (2019), 59
N. G. Morozova, E. V. Shmendel, G. A. Timofeev, I. V. Ivanov, T. S. Kubasova, N. V. Plyavnik, A. A. Markova, M. A. Maslov, A. A. Shtil, “New design of cationic alkyl glycoglycerolipids toxic to tumor cells”, Mendeleev Commun., 29:2 (2019), 166–168
Martin Riemer, Veselina V. Uzunova, Nastja Riemer, Guy J. Clarkson, Nicole Pereira, Richard Napier, Michael Shipman, “Phyllostictine A: total synthesis, structural verification and determination of substructure responsible for plant growth inhibition”, Chem. Commun., 54:52 (2018), 7211
Kenichi Kobayashi, Kosaku Tanaka, Hiroshi Kogen, “Total Synthesis and Biological Evaluation of Phaeosphaerides”, Catalysts, 8:5 (2018), 206
V. V. Abzianidze, K. P. Efimova, E. V. Poluektova, Yu. G. Trishin, V. A. Kuznetsov, “Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives”, Mendeleev Commun., 27:5 (2017), 490–492
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