STRUCTURE AND ANTIBACTERIAL ACTIVITY (MEDIATED BY THE SOS RESPONSE) OF SPIROPIPERIDINIUM SALTS OBTAINED BY CYCLIZATION OF MANNICH BASES OF ARYLALIPHATIC 1,5-DIKETONES

Authors

  • Алексей В. Букреев Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia
  • Таисия И. Акимова Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia
  • Илья А. Остерман Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia
  • Анна Н. Шахтина Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia
  • Юлия В. Худякова G. B. Elyakov Pacific Institute of Bioorganic Chemistry, 159 100 let Vladivostoku Ave., Vladivostok 690022, Russia
  • Андрей В. Герасименко Institute of Chemistry, Far Eastern Branch of the Russian Academy of Sciences, 159 100 let Vladivostoku Ave., Vladivostok 690022, Russia
  • Петр В. Сергиев Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia
  • Ольга А. Донцова Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
  • Павел И. Дерябин Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia
  • Вера Б. Колычева Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia

DOI:

https://doi.org/10.1007/5624

Keywords:

1, 5-diketones, Mannich bases, quaternary ammonium salts, spiropiperidinium salts, antibacterial activity, SOS response.

Abstract

New derivatives of 3,5-dibenzoylspiropiperidinium salts were obtained by the previously developed method of cyclization of Mannich methylidene monobases of arylaliphatic 1,5-diketones and their antibacterial activity was studied. The structure of one of the salts was determined by X-ray structural analysis. The study of the mechanism of action using the pDualrep2 reporter system showed that some compounds cause the SOS response in the bacterial cell.

Author Biographies

Алексей В. Букреев, Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia

Кафедра органической химии,аспирант

Таисия И. Акимова, Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia

кафедра органической химии, профессор

Илья А. Остерман, Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia

кафедра химии природных соединений, ст. научный сотрудник

Анна Н. Шахтина, Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia

кафедра химии природных соединений

Юлия В. Худякова, G. B. Elyakov Pacific Institute of Bioorganic Chemistry, 159 100 let Vladivostoku Ave., Vladivostok 690022, Russia

лаборатория микробиологии, науч. сотрудник

Андрей В. Герасименко, Institute of Chemistry, Far Eastern Branch of the Russian Academy of Sciences, 159 100 let Vladivostoku Ave., Vladivostok 690022, Russia

зав. лаборатории

Петр В. Сергиев, Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia

профессор кафедры химия природных соединений

Ольга А. Донцова, Skolkovo Institute of Science and Technology, Center of Life Sciences, 30 Bol'shoi Bul'var, Moscow 143025, Russia Lomonosov Moscow State University, 1, Build. 3 Leninslie Gory, Moscow 119991, Russia Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia

профессор кафедры химия природных соединений

Павел И. Дерябин, Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia

кафедра органической химии, аспирант

Вера Б. Колычева, Far Eastern Federal University, School of Natural Sciences, Build. L Universitetsky Ave., Russki Island, Vladivostok 690622, Russia

кафеда профессиональноориентированного перевода, доцент

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Published

2020-07-10

Issue

Vol. 56 No. 6 (2020): Heterocyclic сompounds in medicinal chemistry

Section

Original Papers