Abstract:
New C(6)-derivatives of natural phaeosphaeride A (PPA) modified with pharmacophoric nitrogen heterocyclic groups have been synthesized. The reaction of 1,2,4-triazole with PPA mesylate produced both the product of the expected substitution of the methanesulfonate group and the PPA derivative with two 1,2,4-triazole groups: at the C(6) atom and the exocyclic C=C bond. The synthesized compounds, with the exception of those containing two 1,2,4-triazole groups, are superior in cytotoxic activity to the original phaeosphaeride and the positive control, etoposide.
Keywords:
antitumor activity, phaeosphaeride A, N-heterocyclic compounds, sulfides, natural products, in vitro studies, anticancer agents, etoposide.
Citation:
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
Linking options:
https://www.mathnet.ru/eng/mendc1015
https://www.mathnet.ru/eng/mendc/v31/i5/p662
This publication is cited in the following 4 articles:
Mi-Ran Ki, Sol Youn, Dong Hyun Kim, Seung Pil Pack, “Natural Compounds for Preventing Age-Related Diseases and Cancers”, IJMS, 25:14 (2024), 7530
V. V. Abzianidze, V. V. Kadochnikov, D. S. Suponina, N. V. Skvortsov, P. P. Beltyukov, V. N. Babakov, D. V. Krivorotov, E. M. Barysheva, A. V. Garabadzhiu, “X-ray structure and in silico molecular docking of a natural phaeosphaeride A derivative for targets associated with kinase cascades”, Mendeleev Commun., 33:4 (2023), 534–536
Kenichi Kobayashi, Hiroshi Kogen, Osamu Tamura, “Total Synthesis of Phaeosphaerides with STAT3 Inhibitory Activity”, J. Synth. Org. Chem. Jpn., 80:8 (2022), 755
Victoria Abzianidze, Natalia Moiseeva, Diana Suponina, Sofya Zakharenkova, Nadezhda Rogovskaya, Lidia Laletina, Alvin A. Holder, Denis Krivorotov, Alexander Bogachenkov, Alexander Garabadzhiu, Anton Ukolov, Vyacheslav Kosorukov, “Natural Phaeosphaeride A Derivatives Overcome Drug Resistance of Tumor Cells and Modulate Signaling Pathways”, Pharmaceuticals, 15:4 (2022), 395
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