35 research outputs found
ΠΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΡΡΠ²ΠΎΡΠ΅Π½Π½Ρ ΠΊΠ°Π»ΡΠΊΡ[4]Π°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»-ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ Π· ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΡΠ° N-aΡΠ΅ΡΠΈΠ»-ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄ΠΎΠΌ
The Host-Guest complexation of calixarene hydroxymethylphosphonic acid with tryptophan and N-acetyltryptophan amide has been investigated by the RP HPLC method in H2O/MeCN (99/1) solution (column support Hypersil CN, UV-detector, Ξ» = 254 nm). Adsorption of calixarene hydroxymethylphosphonic acid on the Hypersil CN surface has been studied. It has been found that hydroxymethylphosphonic acid is characterized by reversible sorption on the Hypersil CN surface. The binding constants (KA = 23000 M-1 and 39000 M-1 for tryptophan and N-acetyltryptophan amide, respectively) of the supramolecular complexes have been calculated from the ratio between the capacity factors kβ of the Guest and the calixarene hydroxymethylphosphonic acid Host concentration in the mobile phase. The Gibbs free energies of the tryptophan and N-acetyltryptophan amide complexes are -24.84 and -26.15 kJ/mol, respectively. The molecular modelling of calixarene hydroxymethylphosphonic acid and its complexes with tryptophan and N-acetyltryptophan amide (Hyper Chem, version 8, force field PM3) has indicated that the complexes are stabilized by hydrogen bonds, electrostatic, Ο-Ο, and solvatophobic interactions. The geometric parameters of the energy minimized calixarene macrocycle and its complexes with tryptophan and N-acetyltryptophan amide have been calculated. According to the calculations it has been shown that the Host-Guest complexation does not change the flattened-cone conformation of calixarene. Finally, the inverse correlation has been found between the KA values of the complexes and the Log P values of the guest molecules.ΠΠ΅ΡΠΎΠ΄ΠΎΠΌ ΠΠ€ ΠΠΠΠ₯ ΠΈΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ ΠΏΡΠΎΡΠ΅ΡΡ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠΎΠ±ΡΠ°Π·ΠΎΠ²Π°Π½ΠΈΡ ΡΠΈΠΏΠ° Π₯ΠΎΠ·ΡΠΈΠ½-ΠΠΎΡΡΡ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΠΈ N-aΡΠ΅ΡΠΈΠ»-ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΠΈΠ΄ΠΎΠΌ Π² ΡΠ°ΡΡΠ²ΠΎΡΠ΅ H2O/MeCN (99/1) (Π½Π°ΡΠ°Π΄ΠΊΠ° Hypersil CN, Π£Π€-Π΄Π΅ΡΠ΅ΠΊΡΠΎΡ, Ξ» = 254 Π½ΠΌ). ΠΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΎ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ Ρ ΠΏΠΎΠ²Π΅ΡΡ
Π½ΠΎΡΡΡΡ Ρ
ΡΠΎΠΌΠ°ΡΠΎΠ³ΡΠ°ΡΠΈΡΠ΅ΡΠΊΠΎΠΉ Π½Π°ΡΠ°Π΄ΠΊΠΈ Hypersil CN. Π£ΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΡΠΎ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²Π°Ρ ΠΊΠΈΡΠ»ΠΎΡΠ° Ρ
Π°ΡΠ°ΠΊΡΠ΅ΡΠΈΠ·ΡΠ΅ΡΡΡ ΠΎΠ±ΡΠ°ΡΠΈΠΌΠΎΠΉ ΡΠΎΡΠ±ΡΠΈΠ΅ΠΉ Π½Π° ΠΏΠΎΠ²Π΅ΡΡ
Π½ΠΎΡΡΠΈ Hypersil CN. ΠΠΎΠ½ΡΡΠ°Π½ΡΡ ΡΠ²ΡΠ·ΡΠ²Π°Π½ΠΈΡ ΡΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΡΡ
ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² (23000 M-1 ΠΈ 39000 M-1 Π΄Π»Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π° ΠΈ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΠΈΠ΄Π°, ΡΠΎΠΎΡΠ²Π΅ΡΡΡΠ²Π΅Π½Π½ΠΎ) Π±ΡΠ»ΠΈ ΡΠ°ΡΡΡΠΈΡΠ°Π½Ρ ΠΈΠ· ΡΠΎΠΎΡΠ½ΠΎΡΠ΅Π½ΠΈΡ ΠΌΠ΅ΠΆ- Π΄Ρ ΠΊΠΎΡΡΡΠΈΡΠΈΠ΅Π½ΡΠΎΠΌ Π΅ΠΌΠΊΠΎΡΡΠΈ kβ ΠΌΠΎΠ»Π΅ΠΊΡΠ»Ρ ΠΠΎΡΡΡ ΠΈ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΠΈΠ΅ΠΉ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΒΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ Π₯ΠΎΠ·ΡΠΈΠ½Π° Π² ΠΏΠΎΠ΄Π²ΠΈΠΆΠ½ΠΎΠΉ ΡΠ°Π·Π΅. ΠΠ½Π°ΡΠ΅Π½ΠΈΡ ΡΠ²ΠΎΠ±ΠΎΠ΄Π½ΡΡ
ΡΠ½Π΅ΡΠ³ΠΈΠΉ ΠΠΈΠ±Π±ΡΠ° ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² ΠΊΠ°Π»ΠΈΠΊΡΠ°ΒΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΠΈ N-aΡΠ΅ΡΠΈΠ»-ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΠΈΠ΄ΠΎΠΌ ΡΠΎΡΡΠ°Π²ΠΈΠ»ΠΈ -24.84 ΠΈ -26.15 ΠΊΠΠΆ/ΠΌΠΎΠ»Ρ, ΡΠΎΠΎΡΠ²Π΅ΡΡΡΠ²Π΅Π½Π½ΠΎ. ΠΡΠΎΠ²Π΅Π΄Π΅Π½ΠΎ ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΠΎΠ΅ ΠΌΠΎΠ΄Π΅Π»ΠΈΡΠΎΠ²Π°Π½ΠΈΠ΅ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈ- ΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ ΠΈ Π΅Π΅ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΠΈ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΠΈΠ΄ΠΎΠΌ (Hyper Chem, Π²Π΅ΡΡΠΈΡ 8, ΡΠΈΠ»ΠΎΠ²ΠΎΠ΅ ΠΏΠΎΠ»Π΅ PM3). ΠΡΠΌΠ΅ΡΠ°Π΅ΡΡΡ, ΡΡΠΎ ΡΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΡΠ΅ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡ ΠΌΠΎΠ³ΡΡ ΡΡΠ°Π±ΠΈΠ»ΠΈΠ·ΠΈΡΠΎΠ²Π°ΡΡΡΡ Π²ΠΎΠ΄ΠΎΡΠΎΠ΄Π½ΡΠΌΠΈ ΡΠ²ΡΠ·ΡΠΌΠΈ, Π° ΡΠ°ΠΊΠΆΠ΅ ΡΠ»Π΅ΠΊΡΡΠΎΡΡΠ°ΡΠΈΡΠ΅ΡΠΊΠΈΠΌΠΈ, Ο-Ο, ΠΈ ΡΠΎΠ»ΡΠ²Π°ΡΠΎΡΠΎΠ±Π½ΡΠΌΠΈ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΡΠΌΠΈ. Π Π°ΡΡΡΠΈΡΠ°Π½Ρ Π³Π΅ΠΎΠΌΠ΅ΡΡΠΈΡΠ΅ΡΠΊΠΈΠ΅ ΠΏΠ°ΡΠ°ΠΌΠ΅ΡΡΡ ΡΠ½Π΅ΡΠ³Π΅ΡΠΈΡΠ΅ΡΠΊΠΈ ΠΌΠΈΠ½ΠΈΠΌΠΈΠ·ΠΈΡΠΎΠ²Π°Π½Π½ΡΡ
ΡΡΡΡΠΊΡΡΡ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΡ ΠΈ Π΅Π΅ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΠΈ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΠΈΠ΄ΠΎΠΌ. Π‘ΠΎΠ³Π»Π°ΡΠ½ΠΎ ΡΠ°ΡΡΠ΅ΡΠ°ΠΌ ΠΏΠΎΠΊΠ°Π·Π°Π½ΠΎ, ΡΡΠΎ ΠΏΡΠΎΡΠ΅ΡΡ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠΎΠ±ΡΠ°Π·ΠΎΠ²Π°Π½ΠΈΡ Π½Π΅ ΠΌΠ΅Π½ΡΠ΅Ρ ΠΊΠΎΠ½ΡΠΎΡΠΌΠ°ΡΠΈΡ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»ΠΈΡΠ΅ΡΠΊΠΎΠ³ΠΎ ΠΎΡΡΠΎΠ²Π° ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π°. Π£ΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΡΠΎ Π·Π½Π°ΡΠ΅Π½ΠΈΡ KA ΠΏΠΎΠ²ΡΡΠ°ΡΡΡΡ ΡΠΎ ΡΠ½ΠΈΠΆΠ΅Π½ΠΈΠ΅ΠΌ Log P ΠΌΠΎΠ»Π΅ΠΊΡΠ» ΠΠΎΡΡΠ΅ΠΉ.ΠΠ΅ΡΠΎΠ΄ΠΎΠΌ ΠΠ€ ΠΠΠ Π₯ Π΄ΠΎΡΠ»ΡΠ΄ΠΆΠ΅Π½ΠΎ ΠΏΡΠΎΡΠ΅Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΡΡΠ²ΠΎΡΠ΅Π½Π½Ρ ΡΠΈΠΏΡ ΠΠΎΡΠΏΠΎΠ΄Π°Ρ-ΠΡΡΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈ- ΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ Π· ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ ΡΠ° N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄ΠΎΠΌ Ρ ΡΠΎΠ·ΡΠΈΠ½Ρ H2O/MeCN (99/1) (Π½Π°ΡΠ°Π΄ΠΊΠ° Hypersil CN, Π£Π€-Π΄Π΅ΡΠ΅ΠΊΡΠΎΡ, Ξ» = 254 Π½ΠΌ). ΠΠΎΡΠ»ΡΠ΄ΠΆΠ΅Π½ΠΎ Π²Π·Π°ΡΠΌΠΎΠ΄ΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ Π· ΠΏΠΎΠ²Π΅ΡΡ
Π½Π΅Ρ Ρ
ΡΠΎΠΌΠ°ΡΠΎΠ³ΡΠ°ΡΡΡΠ½ΠΎΡ Π½Π°ΡΠ°Π΄ΠΊΠΈ Hypersil CN. ΠΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΠΎ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²Π° ΠΊΠΈΡΠ»ΠΎΡΠ° Ρ
Π°ΡΠ°ΠΊΡΠ΅ΡΠΈΠ·ΡΡΡΡΡΡ ΠΎΠ±Π΅ΡΠ½Π΅Π½ΠΎΡ ΡΠΎΡΠ±ΡΡΡΡ Π½Π° ΠΏΠΎΠ²Π΅ΡΡ
Π½Ρ Hypersil CN. ΠΠΎΠ½- ΡΡΠ°Π½ΡΠΈ Π·Π²βΡΠ·ΡΠ²Π°Π½Π½Ρ ΡΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΠΈΡ
ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² (23000 M-1 Ρ 39000 M-1 Π΄Π»Ρ ΡΡΠΈΠΏΡΠΎΡΠ°Π½Ρ Ρ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄Ρ, Π²ΡΠ΄ΠΏΠΎΠ²ΡΠ΄Π½ΠΎ) Π±ΡΠ»ΠΈ ΡΠΎΠ·ΡΠ°Ρ
ΠΎΠ²Π°Π½Ρ ΡΠ· ΡΠΏΡΠ²Π²ΡΠ΄Π½ΠΎΡΠ΅Π½Π½Ρ ΠΌΡΠΆ ΠΊΠΎΠ΅ΡΡΡΡΡΠ½ΡΠΎΠΌ ΡΠΌΠΊΠΎΡΡΡ kβ ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΠΈ ΠΠΎΡΡΡ Ρ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΡΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ ΠΠΎΡΠΏΠΎΠ΄Π°ΡΡ Π² ΡΡΡ
ΠΎΠΌΡΠΉ ΡΠ°Π·Ρ. ΠΠ½Π°ΡΠ΅Π½Π½Ρ Π²ΡΠ»ΡΠ½ΠΈΡ
ΡΠ½Π΅ΡΠ³ΡΠΉ ΠΡΠ±Π±ΡΠ° ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ Π· ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ Ρ N-aΡΠ΅- ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄ΠΎΠΌ ΡΠΊΠ»Π°Π΄Π°Ρ -24.84 Ρ -26.15 ΠΊΠΠΆ/ΠΌΠΎΠ»Ρ, Π²ΡΠ΄ΠΏΠΎΠ²ΡΠ΄Π½ΠΎ. ΠΠ΄ΡΠΉΡΠ½Π΅Π½ΠΎ ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½Π΅ ΠΌΠΎΠ΄Π΅Π»ΡΠ²Π°Π½Π½Ρ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ Ρ ΡΡ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² Π· ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ Ρ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄ΠΎΠΌ (Hyper Chem, Π²Π΅ΡΡΡΡ 8, ΡΠΈΠ»ΠΎΠ²Π΅ ΠΏΠΎΠ»Π΅ PM3). Π‘ΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΈ ΠΌΠΎΠΆΡΡΡ ΡΡΠ°Π±ΡΠ»ΡΠ·ΡΠ²Π°ΡΠΈΡΡ Π²ΠΎΠ΄Π½Π΅Π²ΠΈΠΌΠΈ Π·Π²βΡΠ·ΠΊΠ°ΠΌΠΈ, Π° ΡΠ°ΠΊΠΎΠΆ Π΅Π»Π΅ΠΊΡΡΠΎΡΡΠ°ΡΠΈΡΠ½ΠΈΠΌΠΈ, Ο-Ο, Ρ ΡΠΎΠ»ΡΠ²Π°ΡΠΎΡΠΎΠ±Π½ΠΈΠΌΠΈ Π²Π·Π°ΡΠΌΠΎΠ΄ΡΡΠΌΠΈ. Π ΠΎΠ·ΡΠ°Ρ
ΠΎΠ²Π°Π½Ρ Π³Π΅ΠΎΠΌΠ΅ΡΡΠΈΡΠ½Ρ ΠΏΠ°ΡΠ°ΠΌΠ΅ΡΡΠΈ ΡΠ½Π΅ΡΠ³Π΅ΡΠΈΡΠ½ΠΎ ΠΌΡΠ½ΡΠΌΡΠ·ΠΎΠ²Π°Π½ΠΈΡ
ΡΡΡΡΠΊΡΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Π³ΡΠ΄ΡΠΎΠΊΡΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΡΠΎΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡ- Π»ΠΎΡΠΈ ΡΠ° ΡΡ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² Π· ΡΡΠΈΠΏΡΠΎΡΠ°Π½ΠΎΠΌ Ρ N-aΡΠ΅ΡΠΈΠ»ΡΡΠΈΠΏΡΠΎΡΠ°Π½Π°ΠΌΡΠ΄ΠΎΠΌ. ΠΠΎΠΊΠ°Π·Π°Π½ΠΎ, ΡΠΎ Π·Π½Π°ΡΠ΅Π½Π½Ρ KA Π·ΡΠΎΡΒΡΠ°ΡΡΡ Π·Ρ Π·Π½ΠΈΠΆΠ΅Π½Π½ΡΠΌ Log P ΠΌΠΎΠ»Π΅ΠΊΡΠ» ΡΡΠ±ΡΡΡΠ°ΡΡΠ², Π° ΠΏΡΠΎΡΠ΅Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΡΡΠ²ΠΎΡΠ΅Π½Π½Ρ Π½Π΅ Π·ΠΌΡΠ½ΡΡ ΠΊΠΎΠ½ΡΠΎΡΠΌΠ°ΡΡΡ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»ΡΡΠ½ΠΎΠ³ΠΎ ΠΊΡΡΡΡΠΊΠ° ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ
Π‘ΠΈΠ½ΡΠ΅Π· ΡΠ° Π±ΡΠΎΠ»ΠΎΠ³ΡΡΠ½Π° Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ
Aim. To develop the method for the synthesis of the conjugate of diaminocalix[4]arene with 2-(2,3-dimethylphenyl)aminobenzoic acid (mefenamic acid) β bis-mefenamidocalixarene, determine its structure and physicochemical properties and assess its anti-exudative activity (AeA).Results and discussion. The conjugate of diaminocalixarene with mefenamic acid β bis-mefenamidocalixarene was synthesized at one step by the reaction of reactants in equimolar amounts in the presence of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide. The structure of the compound obtained was determined by spectral methods. AeA of bis-mefenamidocalixarene was studied in rats using the model of formalin edema. The results of the experimental studies showed that bis-mefenamidocalixarene exhibited the anti-exudative activity, which was equal to the reference drug β sodium diclofenac.Experimental part. The reaction of diaminocalixaren with 2- (2,3-dimethylphenyl)aminobenzoic acid (mefenamic acid) led to bis-mefenamidocalixarene with 40 % yield. The screening of AeA was carried out using modern digital plethysmometer (IITC Life Science (USA)).Conclusions. The effective one-stage method for the synthesis of the conjugate of diaminocalix[4]arene with 2-(2,3-dimethylphenyl)aminobenzoic acid β bis-mefenamidocalixarene has been developed. Its structure has been proven, and AeA has been studied. AeA is equal to the reference drug. It has been found that bis-mefenamidokalixaren synthesized is a promising compound for further profound studies.Π¦Π΅Π»Ρ. Π Π°Π·ΡΠ°Π±ΠΎΡΠ°ΡΡ ΠΌΠ΅ΡΠΎΠ΄ ΠΏΠΎΠ»ΡΡΠ΅Π½ΠΈΡ ΠΊΠΎΠ½ΡΡΠ³Π°ΡΠ° Π΄ΠΈΠ°ΠΌΠΈΠ½ΠΎΠΊΠ°Π»ΠΈΠΊΡ[4]Π°ΡΠ΅Π½Π° Ρ 2-(2,3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠ΅Π½ΠΈΠ»)Π°ΠΌΠΈΠ½ΠΎΠ±Π΅Π½Π·ΠΎΠΉΠ½ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ (ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ) β Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½, ΠΎΠΏΡΠ΅Π΄Π΅Π»ΠΈΡΡ Π΅Π³ΠΎ ΡΡΡΠΎΠ΅Π½ΠΈΠ΅ ΠΈ ΡΠΈΠ·ΠΈΠΊΠΎ-Ρ
ΠΈΠΌΠΈΡΠ΅ΡΠΊΠΈΠ΅ ΡΠ²ΠΎΠΉΡΡΠ²Π°, ΠΎΡΠ΅Π½ΠΈΡΡ Π΅Π³ΠΎ Π°Π½ΡΠΈΡΠΊΡΡΡΠ΄Π°ΡΠΈΠ²Π½ΡΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ.Π Π΅Π·ΡΠ»ΡΡΠ°ΡΡ ΠΈ ΠΎΠ±ΡΡΠΆΠ΄Π΅Π½ΠΈΠ΅. ΠΠΎΠ½ΡΡΠ³Π°Ρ Π΄ΠΈΠ°ΠΌΠΈΠ½ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π° Ρ ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ β Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½ Π² ΠΎΠ΄Π½Ρ ΡΡΠ°Π΄ΠΈΡ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ΠΌ ΠΈΡΡ
ΠΎΠ΄Π½ΡΡ
ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΠΉ Π² ΡΠΊΠ²ΠΈΠΌΠΎΠ»ΡΡΠ½ΡΡ
ΠΊΠΎΠ»ΠΈΡΠ΅ΡΡΠ²Π°Ρ
Π² ΠΏΡΠΈΡΡΡΡΡΠ²ΠΈΠΈ 1-ΡΡΠΈΠ»-3-(3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»Π°ΠΌΠΈΠ½ΠΎΠΏΡΠΎΠΏΠΈΠ»)ΠΊΠ°ΡΠ±ΠΎΠ΄ΠΈΠΈΠΌΠΈΠ΄Π°. ΠΠΏΡΠ΅Π΄Π΅Π»Π΅Π½ΠΎ ΡΡΡΠΎΠ΅Π½ΠΈΠ΅ ΠΈ ΡΠΈΠ·ΠΈΠΊΠΎ-Ρ
ΠΈΠΌΠΈΡΠ΅ΡΠΊΠΈΠ΅ Ρ
Π°ΡΠ°ΠΊΡΠ΅ΡΠΈΡΡΠΈΠΊΠΈ ΠΏΠΎΠ»ΡΡΠ΅Π½Π½ΠΎΠ³ΠΎ ΠΊΠΎΠ½ΡΡΠ³Π°ΡΠ°. ΠΠ° ΠΌΠΎΠ΄Π΅Π»ΠΈ ΡΠΎΡΠΌΠ°Π»ΠΈΠ½ΠΎΠ²ΠΎΠ³ΠΎ ΠΎΡΠ΅ΠΊΠ° Ρ ΠΊΡΡΡ ΠΈΠ·ΡΡΠ΅Π½Π° Π°Π½ΡΠΈΡΠΊΡΡΡΠ΄Π°ΡΠΈΠ²Π½Π°Ρ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ ΠΊΠΎΠ½ΡΡΠ³Π°ΡΠ° Π΄ΠΈΠ°ΠΌΠΈΠ½ΠΎΠΊΠ°Π»ΠΈΠΊΡ[4]Π°ΡΠ΅Π½Π° Ρ 2-(2,3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠ΅Π½ΠΈΠ»)Π°ΠΌΠΈΠ½ΠΎΠ±Π΅Π½Π·ΠΎΠΉΠ½ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ β Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π°. Π Π΅Π·ΡΠ»ΡΡΠ°ΡΡ ΡΠΊΡΠΏΠ΅ΡΠΈΠΌΠ΅Π½ΡΠ°Π»ΡΠ½ΡΡ
ΠΈΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠΉ ΠΏΠΎΠΊΠ°Π·Π°Π»ΠΈ, ΡΡΠΎ Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ ΠΏΡΠΎΡΠ²Π»ΡΠ΅Ρ Π°Π½ΡΠΈΡΠΊΡΡΡΠ΄Π°ΡΠΈΠ²Π½ΡΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ Π½Π° ΡΡΠΎΠ²Π½Π΅ ΡΠ΅ΡΠ΅ΡΠ΅Π½Ρ-ΠΏΡΠ΅ΠΏΠ°ΡΠ°ΡΠ° β Π΄ΠΈΠΊΠ»ΠΎΡΠ΅Π½Π°ΠΊΠ° Π½Π°ΡΡΠΈΡ.ΠΠΊΡΠΏΠ΅ΡΠΈΠΌΠ΅Π½ΡΠ°Π»ΡΠ½Π°Ρ ΡΠ°ΡΡΡ. Π±ΠΈΡ-ΠΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ΠΌ Π΄ΠΈΠ°ΠΌΠΈΠ½ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π° c 2-(2,3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠ΅Π½ΠΈΠ»)Π°ΠΌΠΈΠ½ΠΎΠ±Π΅Π½Π·ΠΎΠΉΠ½ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ (ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ½ΠΎΠ²ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡΠΎΠΉ) Π² ΠΏΡΠΈΡΡΡΡΡΠ²ΠΈΠΈ 1-ΡΡΠΈΠ»-3-(3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»Π°ΠΌΠΈΠ½ΠΎΠΏΡΠΎΠΏΠΈΠ»)ΠΊΠ°ΡΠ±ΠΎΠ΄ΠΈΠΈΠΌΠΈΠ΄Π° Π³ΠΈΠ΄ΡΠΎΡ
Π»ΠΎΡΠΈΠ΄Π° Ρ Π²ΡΡ
ΠΎΠ΄ΠΎΠΌ 40 %. Π‘ΠΊΡΠΈΠ½ΠΈΠ½Π³ Π°Π½ΡΠΈΡΠΊΡΡΡΠ΄Π°ΡΠΈΠ²Π½ΠΎΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΠΈ ΠΏΡΠΎΠ²ΠΎΠ΄ΠΈΠ»ΠΈ Ρ ΠΏΠΎΠΌΠΎΡΡΡ ΡΠΈΡΡΠΎΠ²ΠΎΠ³ΠΎ ΠΏΠ»Π΅ΡΠΈΠ·ΠΌΠΎΠΌΠ΅ΡΡΠ° IITC Life Science (Π‘Π¨Π).ΠΡΠ²ΠΎΠ΄Ρ. Π Π°Π·ΡΠ°Π±ΠΎΡΠ°Π½ ΡΡΡΠ΅ΠΊΡΠΈΠ²Π½ΡΠΉ ΠΎΠ΄Π½ΠΎΡΡΠ°Π΄ΠΈΠΉΠ½ΡΠΉ ΠΌΠ΅ΡΠΎΠ΄ ΡΠΈΠ½ΡΠ΅Π·Π° Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Π°. ΠΠΎΠΊΠ°Π·Π°Π½ΠΎ Π΅Π³ΠΎ ΡΡΡΠΎΠ΅Π½ΠΈΠ΅ ΠΈ ΠΈΠ·ΡΡΠ΅Π½Π° Π°Π½ΡΠΈΡΠΊΡΡΡΠ΄Π°ΡΠΈΠ²Π½Π°Ρ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ, ΠΊΠΎΡΠΎΡΠ°Ρ ΠΎΠΊΠ°Π·Π°Π»Π°ΡΡ Π½Π° ΡΡΠΎΠ²Π½Π΅ ΡΠ΅ΡΠ΅ΡΠ΅Π½Ρ-ΠΏΡΠ΅ΠΏΠ°ΡΠ°ΡΠ°. Π£ΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΡΠΎ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½Π½ΡΠΉ Π±ΠΈΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΠΈΠ΄ΠΎΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ ΡΠ²Π»ΡΠ΅ΡΡΡ ΠΏΠ΅ΡΡΠΏΠ΅ΠΊΡΠΈΠ²Π½ΡΠΌ Π΄Π»Ρ Π΄Π°Π»ΡΠ½Π΅ΠΉΡΠΈΡ
ΡΠ³Π»ΡΠ±Π»Π΅Π½Π½ΡΡ
ΠΈΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠΉ.ΠΠ΅ΡΠ°. Π ΠΎΠ·ΡΠΎΠ±ΠΈΡΠΈ ΠΌΠ΅ΡΠΎΠ΄ ΠΎΡΡΠΈΠΌΠ°Π½Π½Ρ ΠΊΠΎΠ½βΡΠ³Π°ΡΡ Π΄ΡΠ°ΠΌΡΠ½ΠΎΠΊΠ°Π»ΡΠΊΡ[4]Π°ΡΠ΅Π½Ρ Π· 2-(2,3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠ΅Π½ΡΠ»)Π°ΠΌΡΠ½ΠΎΠ±Π΅Π½Π·ΠΎΠΉΠ½ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΎΡ (ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΎΡ) β Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ, Π²ΠΈΠ·Π½Π°ΡΠΈΡΠΈ ΠΉΠΎΠ³ΠΎ Π±ΡΠ΄ΠΎΠ²Ρ ΡΠ° ΡΡΠ·ΠΈΠΊΠΎ-Ρ
ΡΠΌΡΡΠ½Ρ Π²Π»Π°ΡΡΠΈΠ²ΠΎΡΡΡ, ΠΎΡΡΠ½ΠΈΡΠΈ ΠΉΠΎΠ³ΠΎ Π°Π½ΡΠΈΠ΅ΠΊΡΡΠ΄Π°ΡΠΈΠ²Π½Ρ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ.Π Π΅Π·ΡΠ»ΡΡΠ°ΡΠΈ ΡΠ° ΠΎΠ±Π³ΠΎΠ²ΠΎΡΠ΅Π½Π½Ρ. ΠΠΎΠ½βΡΠ³Π°Ρ Π΄ΡΠ°ΠΌΡΠ½ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ Π· ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΎΡ β Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ ΡΠΈΠ½ΡΠ΅Π·ΠΎΠ²Π°Π½ΠΎ Π² ΠΎΠ΄Π½Ρ ΡΡΠ°Π΄ΡΡ Π²Π·Π°ΡΠΌΠΎΠ΄ΡΡΡ Π²ΠΈΡ
ΡΠ΄Π½ΠΈΡ
ΡΠΏΠΎΠ»ΡΠΊ Π² Π΅ΠΊΠ²ΡΠΌΠΎΠ»ΡΡΠ½ΠΈΡ
ΠΊΡΠ»ΡΠΊΠΎΡΡΡΡ
Ρ ΠΏΡΠΈΡΡΡΠ½ΠΎΡΡΡ 1-Π΅ΡΠΈΠ»-3-(3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»Π°ΠΌΡΠ½ΠΎΠΏΡΠΎΠΏΡΠ»)ΠΊΠ°ΡΠ±ΠΎΠ΄ΡΡΠΌΡΠ΄Ρ. ΠΠΈΠ·Π½Π°ΡΠ΅Π½ΠΎ Π±ΡΠ΄ΠΎΠ²Ρ ΠΎΡΡΠΈΠΌΠ°Π½ΠΎΠ³ΠΎ ΠΊΠΎΠ½βΡΠ³Π°ΡΡ Π·Π° Π΄ΠΎΠΏΠΎΠΌΠΎΠ³ΠΎΡ ΡΠΏΠ΅ΠΊΡΡΠ°Π»ΡΠ½ΠΈΡ
ΠΌΠ΅ΡΠΎΠ΄ΡΠ² Π°Π½Π°Π»ΡΠ·Ρ. ΠΠ° ΠΌΠΎΠ΄Π΅Π»Ρ ΡΠΎΡΠΌΠ°Π»ΡΠ½ΠΎΠ²ΠΎΠ³ΠΎ Π½Π°Π±ΡΡΠΊΡ Ρ ΡΡΡΡΠ² Π²ΠΈΠ²ΡΠ΅Π½ΠΎ Π°Π½ΡΠΈΠ΅ΠΊΡΡΠ΄Π°ΡΠΈΠ²Π½Ρ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ. Π Π΅Π·ΡΠ»ΡΡΠ°ΡΠΈ Π΅ΠΊΡΠΏΠ΅ΡΠΈΠΌΠ΅Π½ΡΠ°Π»ΡΠ½ΠΈΡ
Π΄ΠΎΡΠ»ΡΠ΄ΠΆΠ΅Π½Ρ ΠΏΠΎΠΊΠ°Π·Π°Π»ΠΈ, ΡΠΎ Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ Π²ΠΈΡΠ²ΠΈΠ² Π°Π½ΡΠΈΠ΅ΠΊΡΡΠ΄Π°ΡΠΈΠ²Π½Ρ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ, ΡΠΊΠ° Π±ΡΠ»Π° Π½Π° ΡΡΠ²Π½Ρ ΡΠ΅ΡΠ΅ΡΠ΅Π½Ρ-ΠΏΡΠ΅ΠΏΠ°ΡΠ°ΡΡ β Π΄ΠΈΠΊΠ»ΠΎΡΠ΅Π½Π°ΠΊΡ Π½Π°ΡΡΡΡ.ΠΠΊΡΠΏΠ΅ΡΠΈΠΌΠ΅Π½ΡΠ°Π»ΡΠ½Π° ΡΠ°ΡΡΠΈΠ½Π°.Β Π±ΡΡ-ΠΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ ΠΎΡΡΠΈΠΌΡΠ²Π°Π»ΠΈ Π²Π·Π°ΡΠΌΠΎΠ΄ΡΡΡ Π΄ΡΠ°ΠΌΡΠ½ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ Π· 2-(2,3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠ΅Π½ΡΠ»)Π°ΠΌΡΠ½ΠΎΠ±Π΅Π½Π·ΠΎΠΉΠ½ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΎΡ (ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ½ΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΎΡ) Ρ ΠΏΡΠΈΡΡΡΠ½ΠΎΡΡΡ 1-Π΅ΡΠΈΠ»-3-(3-Π΄ΠΈΠΌΠ΅ΡΠΈΠ»Π°ΠΌΡΠ½ΠΎΠΏΡΠΎΠΏΡΠ»)ΠΊΠ°ΡΠ±ΠΎΠ΄ΡΡΠΌΡΠ΄Ρ Π³ΡΠ΄ΡΠΎΡ
Π»ΠΎΡΠΈΠ΄Ρ Π· Π²ΠΈΡ
ΠΎΠ΄ΠΎΠΌ 40 %. Π‘ΠΊΡΠΈΠ½ΡΠ½Π³ Π°Π½ΡΠΈΠ΅ΠΊΡΡΠ΄Π°ΡΠΈΠ²Π½ΠΎΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ ΠΏΡΠΎΠ²ΠΎΠ΄ΠΈ Π·Π° Π΄ΠΎΠΏΠΎΠΌΠΎΠ³ΠΎΡ ΡΠΈΡΡΠΎΠ²ΠΎΠ³ΠΎ ΠΏΠ»Π΅ΡΠΈΠ·ΠΌΠΎΠΌΠ΅ΡΡΠ° IITC Life Science (Π‘Π¨Π).ΠΠΈΡΠ½ΠΎΠ²ΠΊΠΈ. Π ΠΎΠ·ΡΠΎΠ±Π»Π΅Π½ΠΎ Π΅ΡΠ΅ΠΊΡΠΈΠ²Π½ΠΈΠΉ ΠΎΠ΄Π½ΠΎΡΡΠ°Π΄ΡΠΉΠ½ΠΈΠΉ ΠΌΠ΅ΡΠΎΠ΄ ΡΠΈΠ½ΡΠ΅Π·Ρ Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½Ρ. ΠΠΎΠ²Π΅Π΄Π΅Π½ΠΎ ΠΉΠΎΠ³ΠΎ Π±ΡΠ΄ΠΎΠ²Ρ ΡΠ° Π²ΠΈΠ²ΡΠ΅Π½ΠΎ Π°Π½ΡΠΈΠ΅ΠΊΡΡΠ΄Π°ΡΠΈΠ²Π½Ρ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ, ΡΠΊΠ° Π²ΠΈΡΠ²ΠΈΠ»Π°ΡΡ Π½Π° ΡΡΠ²Π½Ρ ΡΠ΅ΡΠ΅ΡΠ΅Π½Ρ-ΠΏΡΠ΅ΠΏΠ°ΡΠ°ΡΡ. ΠΠΎΠΊΠ°Π·Π°Π½ΠΎ, ΡΠΎ ΡΠΈΠ½ΡΠ΅Π·ΠΎΠ²Π°Π½ΠΈΠΉ Π±ΡΡ-ΠΌΠ΅ΡΠ΅Π½Π°ΠΌΡΠ΄ΠΎΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ Ρ ΠΏΠ΅ΡΡΠΏΠ΅ΠΊΡΠΈΠ²Π½ΠΈΠΌ Π΄Π»Ρ ΠΏΠΎΠ΄Π°Π»ΡΡΠΈΡ
ΠΏΠΎΠ³Π»ΠΈΠ±Π»Π΅Π½ΠΈΡ
Π΄ΠΎΡΠ»ΡΠ΄ΠΆΠ΅Π½Ρ
Inhibition of Na(+),K(+)-ATPase and activation of myosin ATPase by calix[4]arene C-107 cause stimulation of isolated smooth muscle contractile activity
The discovery of compounds that might modify myometrial contractility is an important area of researches. In our previous experiments, we found that some representatives of macrocyclic compounds famiΒly β calix[4]arenes β can modify the enzymatic and transport activity of membrane-bound cation-transport ATP hydrolases. The aim of this work was to study and compare the effect of calix[4]arene C-107 on the enzymatic activities of Mg2+-dependent ATPases of the uterine smooth muscle, namely: ouabain-sensitive Na+,K+-ATPase, plasma membrane Ca2+-independent βbasalβ Mg2+-ATPase, ATPase of the actomyosin complex and myosin subfragment-1, with effect on the contractile activity of the myometrium. It was shown that calix[4]arene C-107 efficiently inhibited myometrium Na+,K+-ATPase (I50 = 54 Β± 6 nM) selectively to other ATP-hydrolases of the plasma membrane and simultaneously activated the enzymatic activity of the myosin ATPase of smooth muscles (A50 = 9.6 Β± 0.7 ΞΌM). Such reciprocal biochemical effects led to the stimulation of the smooth muscle contractile activity that was demonstrated by the tensometric method using different isolated smooth muscles. Calix[4]arene Π‘-107 was shown to stimulate the increase of the tonic component of myometrium contractions induced by oxytocin, as well as contractions of the caecum muscles induced by high-potassium solution or acetylcholine, and to maintain increased tension for a long time. Thus, calix[4]arene C-107 is a prospective compound for enhancing the smooth muscle basal tone and/or contraction in case of hypotonic dysfunctions
Thiacalix[4]arene Π‘-1087 is the selective inhibitor of the calcium pump of smooth muscle cells plasma membrane
The enzymatic and kinetic analyses were used to demonstrate that 5,11,17,23-tetra(trifluoro)methyl(phenylsulfonylimino)methylamino-25,27-dihexyloxy-26,28-dihydroxythiacalix[4]arene Π‘-1087 effectively inhibited the Π‘Π°2+,Mg2+-ΠΠ’Π ase activity of the rat myometrium cells plasma membrane (Π0.5 = 9.4 Β± 0.6 Β΅M) with no effect on the relative activity of other membrane ATPases. With the use of confocal microscopy and Ca2+-sensitive fluorescent probe fluo-4, it was shown that the application of thiacalix[4]arene Π‘-1087 to the immobilized uterus myocytes increased the cytosolic concentration of Ca2+. Tenzometric studies of rat uterus smooth muscles with the subsequent mechanokinetic analysis revealed that thiacalix[4]arene Π‘-1087 considerably decreased the maximal velocity of the relaxation of both spontaneous contractile response and contraction induced by hyperpotassium solution
Multivalent Calixarene-Based Liposomes as Platforms for Gene and Drug Delivery
The formation of calixarene-based liposomes was investigated, and the characterization of
these nanostructures was carried out using several techniques. Four amphiphilic calixarenes were
used. The length of the hydrophobic chains attached to the lower rim as well as the nature of the
polar group present in the upper rim of the calixarenes were varied. The lipid bilayer was formed
with one calixarene and with the phospholipid 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine,
DOPE. The cytotoxicity of the liposomes for various cell lines was also studied. From the results
obtained, the liposomes formed with the least cytotoxic calixarene, (TEAC12)4
, were used as nanocarriers of both nucleic acids and the antineoplastic drug doxorubicin, DOX. Results showed that
(TEAC12)4/DOPE/p-EGFP-C1 lipoplexes, of a given composition, can transfect the genetic material,
although the transfection efficiency substantially increases in the presence of an additional amount of
DOPE as coadjuvant. On the other hand, the (TEAC12)4/DOPE liposomes present a high doxorubicin
encapsulation efficiency, and a slow controlled release, which could diminish the side effects of
the drugThis work was financed by the ConsejerΓa de Conocimiento, InnovaciΓ³n y Universidades
de la Junta de AndalucΓa (FQM-206, FQM-274, and PY20-01234), the VI Plan Propio Universidad de
Sevilla (PP2019/00000748), RTI2018-100692-B-100; P18-RT-1271; PI18-0005-2018; VI-PP AY.SUPLEM2019; RYC-2015-18670, The R+D+I grant PID2019-104195G from the Spanish Ministry of Science and
Innovation-Agencia Estatal de InvestigaciΓ³n/10.13039/501100011033 (P.H.) and the European Union
(Feder Funds). The authors thank the University of Seville for the grant VPPI-US. J.A.L. also thanks
the FundaciΓ³n ONCE funded by the Fondo Social Europe
Π‘ΠΈΠ½ΡΠ΅Π· Ρ Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½Π° Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ ΠΏΡΠ΅ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΠΈΡ ΡΠ° ΠΌΠ΅ΡΠ°Π»ΠΎΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΠΈΡ ΡΠΏΠΎΠ»ΡΠΊ ΡΡΠ΄Ρ ΡΠΌΡΠ΄Π°Π·ΠΎΠ»Ρ
Precarbene and metalcarbene compounds of a series of imidazole have been synthesized to study their antimicrobial activity. Calix[4]arene imidazolium salts 3,4a,b have been obtained from the corresponding chloromethyl derivatives of calix[4]arenes and N-substituted imidazoles in dimethylformamide or tetrahydrofuran, and salt 5 β from p-xylylenediimidazoles and 1-bromoadamantane in o-dichlorobenzene. Monocarbene complexes of palladium 8a-c, copper(I) 8d and biscarbene complexes of nickel 9a and cobalt 9b have been synthesized by the direct interaction of stable carbenes with transition metal salts or by the analogous reactions in situ in tetrahydrofuran. The NMR spectra data of the compounds synthesized are given. The most characteristic signals of the carbenoid carbon atoms are detected in the 13Π‘ NMR spectra of complexes 8a-d, 9a in the range of 165-178 ppm. A high antimicrobial activity has been found for carbenoid salts 4a,b, 5 on the test-culture of M. Luteum. It corresponds to the minimal bacteriostatic concentration (MBsC) of 15.6 mkg/mL and the minimal bactericidal concentration (MBcC) of 62.5 mkg/mL for compound 2. The higher activity has been found for carbene complexes of nickel 9a and cobalt 9b on the test-culture of M. luteum (MBsC is 7.8 mkg/mL and MBcC is 15.6 mkg/mL), and the highest 9b on the test-cultures of M. luteum and C. tenuis (the minimal fungistatic concentration is 1.9 mkg/mL and the minimal fungicidal concentration is 3.9 mkg/mL).Π‘ΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½Ρ ΠΏΡΠ΅ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΡΠ΅ ΠΈ ΠΌΠ΅ΡΠ°Π»Π»ΠΎΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΡΠ΅ ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΡ ΡΡΠ΄Π° ΠΈΠΌΠΈΠ΄Π°Π·ΠΎΠ»Π° Π΄Π»Ρ ΠΈΠ·ΡΡΠ΅Π½ΠΈΡ Π°Π½ΡΠΈΠΌΠΈΠΊΡΠΎΠ±Π½ΠΎΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΠΈ. Π‘ΠΎΠ»ΠΈ ΠΊΠ°Π»ΠΈΠΊΡ[4]Π°ΡΠ΅Π½ΡΠ΅ΡΡΠ°ΠΈΠΌΠΈΠ΄Π°Π·ΠΎΠ»ΠΈΡ 3, 4a,b ΠΏΠΎΠ»ΡΡΠ΅Π½Ρ ΠΈΠ· ΡΠΎΠΎΡΠ²Π΅ΡΡΡΠ²ΡΡΡΠΈΡ
Ρ
Π»ΠΎΡΠΌΠ΅ΡΠΈΠ»ΡΠ½ΡΡ
ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ
ΠΊΠ°Π»ΠΈΠΊΡ[4]Π°ΡΠ΅Π½ΠΎΠ² ΠΈ N-Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ
ΠΈΠΌΠΈΠ΄Π°Π·ΠΎΠ»ΠΎΠ² Π² Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΠΌΠ°ΠΌΠΈΠ΄Π΅ ΠΈΠ»ΠΈ ΡΠ΅ΡΡΠ°Π³ΠΈΒΠ΄ΡΠΎΡΡΡΠ°Π½Π΅, ΡΠΎΠ»Ρ 5 β ΠΈΠ· ΠΏ-ΠΊΡΠΈΠ»ΠΈΠ»Π΅Π½Π΄ΠΈΠΈΠΌΠΈΠ΄Π°Π·ΠΎΠ»Π° ΠΈ 1-Π±ΡΠΎΠΌΠ°Π΄Π°ΠΌΠ°Π½ΡΠ°Π½Π° Π² ΠΎ-Π΄ΠΈΡ
Π»ΠΎΡΠ±Π΅Π½Π·ΠΎΠ»Π΅. ΠΠ·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ΠΌ ΡΡΠ°Π±ΠΈΠ»ΡΠ½ΡΡ
ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ² Ρ ΡΠΎΠ»ΡΠΌΠΈ ΠΏΠ΅ΡΠ΅Ρ
ΠΎΠ΄Π½ΡΡ
ΠΌΠ΅ΡΠ°Π»Π»ΠΎΠ² ΠΈΠ»ΠΈ Π°Π½Π°Π»ΠΎΠ³ΠΈΡΠ½ΡΠΌΠΈ in situ ΡΠ΅Π°ΠΊΡΠΈΡΠΌΠΈ Π² ΡΠ΅ΡΡΠ°Π³ΠΈΠ΄ΡΠΎΡΡΡΠ°Π½Π΅ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½Ρ ΠΌΠΎΠ½ΠΎΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΡΠ΅ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡ ΠΏΠ°Π»Π»Π°Π΄ΠΈΡ 8a-c, ΠΌΠ΅Π΄ΠΈ (I) 8d ΠΈ Π±ΠΈΡΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΡΠ΅ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡ Π½ΠΈΠΊΠ΅Π»Ρ 9a ΠΈ ΠΊΠΎΠ±Π°Π»ΡΡΠ° 9b. ΠΡΠΈΠ²Π΅Π΄Π΅Π½Ρ Π΄Π°Π½Π½ΡΠ΅ ΡΠΏΠ΅ΠΊΡΡΠΎΠ² Π―ΠΠ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½Π½ΡΡ
ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΠΉ. Π ΡΠΏΠ΅ΠΊΡΡΠ°Ρ
Π―ΠΠ 13Π‘ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² 8a-d, 9a,b Π½Π°ΠΈΠ±ΠΎΠ»Π΅Π΅ Ρ
Π°ΡΠ°ΠΊΡΠ΅ΡΠ½Ρ ΡΠΈΠ³Π½Π°Π»Ρ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠΈΠ΄Π½ΡΡ
Π°ΡΠΎΠΌΠΎΠ² ΡΠ³Π»Π΅ΡΠΎΠ΄Π° Π² ΠΎΠ±Π»Π°ΡΡΠΈ 165- 178 ΠΌ.Π΄. ΠΠ±Π½Π°ΡΡΠΆΠ΅Π½Π° Π²ΡΡΠΎΠΊΠ°Ρ Π°Π½ΡΠΈΠΌΠΈΠΊΡΠΎΠ±Π½Π°Ρ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠΈΠ΄Π½ΡΡ
ΡΠΎΠ»Π΅ΠΉ 4a,b, 5 Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΠ΅ M. luteum, ΡΡΠΎ Π΄Π»Ρ ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΡ 4a ΡΠΎΠΎΡΠ²Π΅ΡΡΡΠ²ΡΠ΅Ρ ΠΌΠΈΠ½ΠΈΠΌΠ°Π»ΡΠ½ΠΎΠΉ Π±Π°ΠΊΡΠ΅ΡΠΈΠΎΡΡΠ°ΡΠΈΡΠ΅ΡΠΊΠΎΠΉ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΠΈΠΈ (ΠΠΡΠ) 15,6 ΠΌΠΊΠ³/ΠΌΠ» ΠΈ ΠΌΠΈΠ½ΠΈΠΌΠ°Π»ΡΠ½ΠΎΠΉ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΠΎΠΉ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΠΈΠΈ (ΠΠΡΠ) 62,5 ΠΌΠΊΠ³/ΠΌΠ». ΠΠ»Ρ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΡΡ
ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΎΠ² Π½ΠΈΠΊΠ΅Π»Ρ 9a ΠΈ ΠΊΠΎΠ±Π°Π»ΡΡΠ° 9b Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΠ΅ M. luteum Π½Π°ΠΉΠ΄Π΅Π½Π° Π±ΠΎΠ»Π΅Π΅ Π²ΡΡΠΎΠΊΠ°Ρ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ (ΠΠΡΠ 7,8 ΠΌΠΊΠ³/ΠΌΠ» ΠΈ ΠΠΡΠ 15,6 ΠΌΠΊΠ³/ΠΌΠ»), Π° Π΄Π»Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠ° 9b Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΠ΅ C. tenuis β Π½Π°ΠΈΠ²ΡΡΡΠ°Ρ (ΠΌΠΈΠ½ΠΈΠΌΠ°Π»ΡΠ½Π°Ρ ΡΡΠ½Π³ΠΈΡΡΠ°ΡΠΈΡΠ΅ΡΠΊΠ°Ρ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΠΈΡ 1,9 ΠΌΠΊΠ³/ΠΌΠ» ΠΈ ΠΌΠΈΠ½ΠΈΠΌΠ°Π»ΡΠ½Π°Ρ ΡΡΠ½Π³ΠΈΡΠΈΠ΄Π½Π°Ρ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΠΈΡ 3,9 ΠΌΠΊΠ³/ΠΌΠ»).Π‘ΠΈΠ½ΡΠ΅Π·ΠΎΠ²Π°Π½Ρ ΠΏΡΠ΅ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²Ρ ΡΠ° ΠΌΠ΅ΡΠ°Π»ΠΎΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²Ρ ΡΠΏΠΎΠ»ΡΠΊΠΈ ΡΡΠ΄Ρ ΡΠΌΡΠ΄Π°Π·ΠΎΠ»Ρ Π΄Π»Ρ Π²ΠΈΠ²ΡΠ΅Π½Π½Ρ ΡΡ
Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½ΠΎΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ. Π‘ΠΎΠ»Ρ ΠΊΠ°Π»ΡΠΊΡ[4]Π°ΡΠ΅Π½ΡΠ΅ΡΡΠ°ΡΠΌΡΠ΄Π°Π·ΠΎΠ»ΡΡ 3, 4a,b ΠΎΡΡΠΈΠΌΠ°Π½Ρ Π· Π²ΡΠ΄ΠΏΠΎΠ²ΡΠ΄Π½ΠΈΡ
Ρ
Π»ΠΎΡΠΎΠΌΠ΅ΡΠΈΠ»ΡΠ½ΠΈΡ
ΠΏΠΎΡ
ΡΠ΄Π½ΠΈΡ
ΠΊΠ°Π»ΡΠΊΡ[4]Π°ΡΠ΅Π½ΡΠ² Ρ N-Π·Π°ΠΌΡΡΠ΅Π½ΠΈΡ
ΡΠΌΡΠ΄Π°Π·ΠΎΠ»ΡΠ² Ρ Π΄ΠΈΠΌΠ΅ΡΠΈΠ»ΡΠΎΡΠΌΠ°ΠΌΡΠ΄Ρ Π°Π±ΠΎ ΡΠ΅ΡΡΠ°Π³ΡΠ΄ΡΠΎΡΡΡΠ°Π½Ρ, ΡΡΠ»Ρ 5 β Π· ΠΏ-ΠΊΡΠΈΠ»ΡΠ»Π΅Π½Π΄ΡΡΠΌΡΠ΄Π°Π·ΠΎΠ»Ρ ΡΠ° 1-Π±ΡΠΎΠΌΠ°Π΄Π°ΠΌΠ°Π½ΡΠ°Π½Ρ Π² ΠΎ-Π΄ΠΈΡ
Π»ΠΎΡΠΎΠ±Π΅Π½Π·Π΅Π½Ρ. ΠΠ·Π°ΡΠΌΠΎΠ΄ΡΡΡ ΡΡΠ°Π±ΡΠ»ΡΠ½ΠΈΡ
ΠΊΠ°ΡΠ±Π΅Π½ΡΠ² Π· ΡΠΎΠ»ΡΠΌΠΈ ΠΏΠ΅ΡΠ΅Ρ
ΡΠ΄Π½ΠΈΡ
ΠΌΠ΅ΡΠ°Π»ΡΠ² Π°Π±ΠΎ Π°Π½Π°Π»ΠΎΠ³ΡΡΠ½ΠΈΠΌΠΈ in situ ΡΠ΅Π°ΠΊΡΡΡΠΌΠΈ Π² ΡΠ΅ΡΡΠ°Π³ΡΠ΄ΡΠΎΡΡΡΠ°Π½Ρ ΡΠΈΠ½ΡΠ΅Π·ΠΎΠ²Π°Π½ΠΎ ΠΌΠΎΠ½ΠΎΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΈ ΠΏΠ°Π»Π°Π΄ΡΡ 8a-c, ΠΌΡΠ΄Ρ(Π) 8d Ρ Π±ΡΡΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΠΈ Π½ΡΠΊΠ΅Π»Ρ 9a ΡΠ° ΠΊΠΎΠ±Π°Π»ΡΡΡ 9b. ΠΠ°Π²Π΅Π΄Π΅Π½Ρ Π΄Π°Π½Ρ ΡΠΏΠ΅ΠΊΡΡΡΠ² Π―ΠΠ ΡΠΈΠ½ΡΠ΅Π·ΠΎΠ²Π°Π½ΠΈΡ
ΡΠΏΠΎΠ»ΡΠΊ. Π£ ΡΠΏΠ΅ΠΊΡΡΠ°Ρ
Π―ΠΠ 13Π‘ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² 8a-d, 9a Π½Π°ΠΉΡ
Π°ΡΠ°ΠΊΡΠ΅ΡΠ½ΡΡΠΈΠΌΠΈ Ρ ΡΠΈΠ³Π½Π°Π»ΠΈ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΡΠ΄Π½ΠΈΡ
Π°ΡΠΎΠΌΡΠ² Π²ΡΠ³Π»Π΅ΡΡ Π² ΠΎΠ±Π»Π°ΡΡΡ 165-178 ΠΌ.Ρ. ΠΠΈΡΠ²Π»Π΅Π½ΠΎ Π²ΠΈΡΠΎΠΊΡ Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½Ρ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΡΠ΄Π½ΠΈΡ
ΡΠΎΠ»Π΅ΠΉ 4a,b, 5 Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΡ M. luteum, ΡΠΎ Π΄Π»Ρ ΡΠΏΠΎΠ»ΡΠΊΠΈ 4a Π²ΡΠ΄ΠΏΠΎΠ²ΡΠ΄Π°Ρ ΠΌΡΠ½ΡΠΌΠ°Π»ΡΠ½ΡΠΉ Π±Π°ΠΊΡΠ΅ΡΡΠΎΡΡΠ°ΡΠΈΡΠ½ΡΠΉ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΡΡ (ΠΠΡΠ) 15,6 ΠΌΠΊΠ³/ΠΌΠ» Ρ ΠΌΡΠ½ΡΠΌΠ°Π»ΡΠ½ΡΠΉ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΡΠΉ ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΡΡ (ΠΠΡΠ) 62,5 ΠΌΠΊΠ³/ΠΌΠ». ΠΠ»Ρ ΠΊΠ°ΡΠ±Π΅Π½ΠΎΠ²ΠΈΡ
ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡΠ² Π½ΡΠΊΠ΅Π»Ρ 9a Ρ ΠΊΠΎΠ±Π°Π»ΡΡΡ 9b Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΡ M. luteum Π·Π½Π°ΠΉΠ΄Π΅Π½ΠΎ Π²ΠΈΡΡ Π°ΠΊΡΠΈΠ²ΒΠ½ΡΡΡΡ (ΠΠΡΠ 7,8 ΠΌΠΊΠ³/ΠΌΠ» Ρ ΠΠΡΠ 15,6 ΠΌΠΊΠ³/ΠΌΠ»), Π° Π΄Π»Ρ ΠΊΠΎΠΌΠΏΠ»Π΅ΠΊΡΡ 9b Π½Π° ΡΠ΅ΡΡ-ΠΊΡΠ»ΡΡΡΡΡ C. tenuis β Π½Π°ΠΉΠ²ΠΈΡΡ (ΠΌΡΠ½ΡΠΌΠ°Π»ΡΠ½Π° ΡΡΠ½Π³ΡΡΡΠ°ΡΠΈΡΠ½Π° ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΡΡ 1,9 ΠΌΠΊΠ³/ΠΌΠ» Ρ ΠΌΡΠ½ΡΠΌΠ°Π»ΡΠ½Π° ΡΡΠ½Π³ΡΡΠΈΠ΄Π½Π° ΠΊΠΎΠ½ΡΠ΅Π½ΡΡΠ°ΡΡΡ 3,9 ΠΌΠΊΠ³/ΠΌΠ»)
AΠ½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½Π° ΡΠ° ΠΏΡΠΎΡΠΈΠ²ΡΡΡΡΠ½Π° Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΡΠ²
Calixarenes is a promising class of macrocyclic compounds, which are widely used in the design of biologically active substances. Among calixarenes there are anion channel blockers and modulators of cationic pumps, selective enzyme inhibitors and compounds simulating their action, substances with the antithrombotic and antitumour effect. The antimicrobial and antiviral activities of modified calixarenes have been intensively studied in recent years. The results on bactericidal, fungicidal, antituberculosis, as well as antiviral activity of calixarenes have been systematized and analyzed in this review. The data about the mechanisms of action of different types of calixarenes on biological objects are presented. It has been found that the basis of the antimicrobial action of many calixarenes is the interaction with the components of the outer membrane or cell wall. Moreover, functionalization of the calixarene platform with pharmacophoric groups possessing the antimicrobial activity does not always lead to increase in the expected activity. Polycationic calixarenes show the highest antibacterial action, while polyanionic macrocycles inhibit the activity of viruses. Calixarenes modified with cyclopeptide fragments are selective binders and blockers of important bacterial cell glycoproteins. They are mimetics of vancomycin by their mechanism of action and the level of the bactericidal activity. The water soluble calixarene with polyethylene glycol groups has a unique mechanism of the antituberculosis action. It inhibits the growth of M. tuberculosis inside human macrophage cells. The chemotherapeutic indexes of the compounds studied are more than ten units, indicating their low cytotoxicity.ΠΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Ρ β ΡΡΠΎ ΠΏΠ΅ΡΡΠΏΠ΅ΠΊΡΠΈΠ²Π½ΡΠΉ ΠΊΠ»Π°ΡΡ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»ΠΈΡΠ΅ΡΠΊΠΈΡ
ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΠΉ, ΠΊΠΎΡΠΎΡΡΠΉ ΡΠΈΡΠΎΠΊΠΎ ΠΈΡΠΏΠΎΠ»ΡΠ·ΡΠ΅ΡΡΡ Π² Π΄ΠΈΠ·Π°ΠΉΠ½Π΅ Π±ΠΈΠΎΠ»ΠΎΠ³ΠΈΡΠ΅ΡΠΊΠΈ Π°ΠΊΡΠΈΠ²Π½ΡΡ
Π²Π΅ΡΠ΅ΡΡΠ². Π‘ΡΠ΅Π΄ΠΈ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ΠΎΠ² Π΅ΡΡΡ ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΡ Ρ Π°Π½ΡΠΈΡΡΠΎΠΌΠ±ΠΎΡΠΈΡΠ΅ΡΠΊΠΈΠΌ ΠΈ ΠΏΡΠΎΡΠΈΠ²ΠΎΠΎΠΏΡΡ
ΠΎΠ»Π΅Π²ΡΠΌ Π΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ΠΌ, Π±Π»ΠΎΠΊΠ°ΡΠΎΡΡ Π°Π½ΠΈΠΎΠ½Π½ΡΡ
ΠΊΠ°Π½Π°Π»ΠΎΠ² ΠΈ ΠΌΠΎΠ΄ΡΠ»ΡΡΠΎΡΡ ΠΊΠ°ΡΠΈΠΎΠ½Π½ΡΡ
Π½Π°ΡΠΎΡΠΎΠ², ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½ΡΠ΅ ΠΈΠ½Π³ΠΈΠ±ΠΈΡΠΎΡΡ ΡΠ΅ΡΠΌΠ΅Π½ΡΠΎΠ² ΠΈ ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΡ, ΠΌΠΎΠ΄Π΅Π»ΠΈΡΡΡΡΠΈΠ΅ ΠΈΡ
Π΄Π΅ΠΉΡΡΠ²ΠΈΠ΅. Π ΠΏΠΎΡΠ»Π΅Π΄Π½ΠΈΠ΅ Π³ΠΎΠ΄Ρ ΠΈΠ½ΡΠ΅Π½ΡΠΈΠ²Π½ΠΎ ΠΈΡΡΠ»Π΅Π΄ΡΠ΅ΡΡΡ ΠΈΡ
ΠΏΡΠΎΡΠΈΠ²ΠΎΠΌΠΈΠΊΡΠΎΠ±Π½Π°Ρ ΠΈ ΠΏΡΠΎΡΠΈΠ²ΠΎΠ²ΠΈΡΡΡΠ½Π°Ρ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ. Π Π΄Π°Π½Π½ΠΎΠΌ ΠΎΠ±Π·ΠΎΡΠ΅ ΡΠΈΡΡΠ΅ΠΌΠ°ΡΠΈΠ·ΠΈΡΠΎΠ²Π°Π½Ρ Π΄Π°Π½Π½ΡΠ΅ ΠΏΠΎ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΠΎΠΉ, ΡΡΠ½Π³ΠΈΡΠΈΠ΄Π½ΠΎΠΉ, ΠΏΡΠΎΡΠΈΠ²ΠΎΡΡΠ±Π΅ΡΠΊΡΠ»Π΅Π·Π½ΠΎΠΉ ΠΈ ΠΏΡΠΎΡΠΈΠ²ΠΎΠ²ΠΈΡΡΡΠ½ΠΎΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΠΈ ΠΌΠΎΠ΄ΠΈΡΠΈΡΠΈΡΠΎΠ²Π°Π½Π½ΡΡ
ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ΠΎΠ². ΠΡΠΈΠ²Π΅Π΄Π΅Π½Ρ Π΄Π°Π½Π½ΡΠ΅ ΠΎ ΠΌΠ΅Ρ
Π°Π½ΠΈΠ·ΠΌΠ°Ρ
Π΄Π΅ΠΉΡΡΠ²ΠΈΡ ΡΠ°Π·Π»ΠΈΡΠ½ΡΡ
ΡΠΈΠΏΠΎΠ² ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ΠΎΠ² Π½Π° Π±ΠΈΠΎΠΎΠ±ΡΠ΅ΠΊΡΡ. Π£ΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΡΠΎ Π² ΠΎΡΠ½ΠΎΠ²Π΅ ΠΏΡΠΎΡΠΈΠ²ΠΎΠΌΠΈΠΊΡΠΎΠ±Π½ΠΎΠ³ΠΎ Π΄Π΅ΠΉΡΡΠ²ΠΈΡ Π±ΠΎΠ»ΡΡΠΈΠ½ΡΡΠ²Π° ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ΠΎΠ² Π»Π΅ΠΆΠΈΡ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ Ρ ΠΊΠΎΠΌΠΏΠΎΠ½Π΅Π½ΡΠ°ΠΌΠΈ Π²Π½Π΅ΡΠ½Π΅ΠΉ ΠΌΠ΅ΠΌΠ±ΡΠ°Π½Ρ ΠΈΠ»ΠΈ ΠΊΠ»Π΅ΡΠΎΡΠ½ΠΎΠΉ ΡΡΠ΅Π½ΠΊΠΈ. ΠΠΌΠ΅ΡΡΠ΅ Ρ ΡΠ΅ΠΌ, ΡΡΠ½ΠΊΡΠΈΠΎΠ½Π°Π»ΠΈΠ·Π°ΡΠΈΡ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ΠΎΠ²ΠΎΠΉ ΠΏΠ»Π°ΡΡΠΎΡΠΌΡ ΡΠ°ΡΠΌΠ°ΠΊΠΎΡΠΎΡΠ½ΡΠΌΠΈ Π³ΡΡΠΏΠΏΠ°ΠΌΠΈ, ΠΎΠ±Π»Π°Π΄Π°ΡΡΠΈΠΌΠΈ ΠΏΡΠΎΡΠΈΠ²ΠΎΠΌΠΈΠΊΡΠΎΠ±Π½ΡΠΌ Π΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ΠΌ, Π½Π΅ Π²ΡΠ΅Π³Π΄Π° ΠΏΡΠΈΠ²ΠΎΠ΄ΠΈΡ ΠΊ ΡΠ²Π΅Π»ΠΈΡΠ΅Π½ΠΈΡ ΠΎΠΆΠΈΠ΄Π°Π΅ΠΌΠΎΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΠΈ. ΠΠ°ΠΈΠ±ΠΎΠ»ΡΡΠ΅Π΅ Π°Π½ΡΠΈΠ±Π°ΠΊΡΠ΅ΡΠΈΠ°Π»ΡΠ½ΠΎΠ΅ Π΄Π΅ΠΉΡΡΠ²ΠΈΠ΅ ΠΈΠΌΠ΅ΡΡ ΠΏΠΎΠ»ΠΈΠΊΠ°ΡΠΈΠΎΠ½Π½ΡΠ΅ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Ρ, Π² ΡΠΎ Π²ΡΠ΅ΠΌΡ ΠΊΠ°ΠΊ ΠΏΠΎΠ»ΠΈΠ°Π½ΠΈΠΎΠ½Π½ΡΠ΅ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»Ρ ΠΈΠ½Π³ΠΈΠ±ΠΈΡΡΡΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ Π²ΠΈΡΡΡΠΎΠ². ΠΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½Ρ, ΠΌΠΎΠ΄ΠΈΡΠΈΡΠΈΡΠΎΠ²Π°Π½Π½ΡΠ΅ ΡΠΈΠΊΠ»ΠΎΠΏΠ΅ΠΏΡΠΈΠ΄Π½ΡΠΌΠΈ ΡΡΠ°Π³ΠΌΠ΅Π½ΡΠ°ΠΌΠΈ, ΡΠ²Π»ΡΡΡΡΡ ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½ΡΠΌΠΈ Π±Π»ΠΎΠΊΠ°ΡΠΎΡΠ°ΠΌΠΈ Π²Π°ΠΆΠ½ΡΡ
Π³Π»ΠΈΠΊΠΎΠΏΡΠΎΡΠ΅ΠΈΠ½ΠΎΠ² ΠΊΠ»Π΅ΡΠΎΠΊ Π±Π°ΠΊΡΠ΅ΡΠΈΠΉ. ΠΠ½ΠΈ ΡΠ²Π»ΡΡΡΡΡ ΠΌΠΈΠΌΠ΅ΡΠΈΠΊΠ°ΠΌΠΈ Π²Π°Π½ΠΊΠΎΠΌΠΈΡΠΈΠ½Π° ΠΏΠΎ ΠΌΠ΅Ρ
Π°Π½ΠΈΠ·ΠΌΡ ΠΈ ΡΡΠΎΠ²Π½Ρ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΠΎΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΠΈ. ΠΠΎΠ΄ΠΎΡΠ°ΡΡΠ²ΠΎΡΠΈΠΌΡΠΉ ΠΊΠ°Π»ΠΈΠΊΡΠ°ΡΠ΅Π½ Ρ ΠΏΠΎΠ»ΠΈΡΡΠΈΠ»Π΅Π½Π³Π»ΠΈΠΊΠΎΠ»ΡΠ½ΡΠΌΠΈ Π³ΡΡΠΏΠΏΠ°ΠΌΠΈ ΠΈΠΌΠ΅Π΅Ρ ΡΠ½ΠΈΠΊΠ°Π»ΡΠ½ΡΠΉ ΠΌΠ΅Ρ
Π°Π½ΠΈΠ·ΠΌ ΠΏΡΠΎΡΠΈΠ²ΠΎΡΡΠ±Π΅ΡΠΊΡΠ»ΡΠ·Π½ΠΎΠ³ΠΎ Π΄Π΅ΠΉΡΡΠ²ΠΈΡ. ΠΠ½ ΠΏΠΎΠ΄Π°Π²Π»ΡΠ΅Ρ ΡΠΎΡΡ M. tuberculosis Π²Π½ΡΡΡΠΈ ΠΊΠ»Π΅ΡΠΎΠΊ- ΠΌΠ°ΠΊΡΠΎΡΠ°Π³ΠΎΠ² ΡΠ΅Π»ΠΎΠ²Π΅ΠΊΠ°. ΠΡΠΈΠ²Π΅Π΄Π΅Π½Ρ Ρ
ΠΈΠΌΠΈΠΎΡΠ΅ΡΠ°ΠΏΠ΅Π²ΡΠΈΡΠ΅ΡΠΊΠΈΠ΅ ΠΈΠ½Π΄Π΅ΠΊΡΡ ΠΈΡΡΠ»Π΅Π΄ΡΠ΅ΠΌΡΡ
ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΠΉ, ΠΊΠΎΡΠΎΡΡΠ΅ ΡΠΎΡΡΠ°Π²Π»ΡΡΡ Π±ΠΎΠ»Π΅Π΅ Π΄Π΅ΡΡΡΠΈ Π΅Π΄ΠΈΠ½ΠΈΡ, ΡΡΠΎ ΡΠ²ΠΈΠ΄Π΅ΡΠ΅Π»ΡΡΡΠ²ΡΠ΅Ρ ΠΎΠ± ΠΈΡ
Π½ΠΈΠ·ΠΊΠΎΠΉ ΡΠΈΡΠΎΡΠΎΠΊΡΠΈΡΠ½ΠΎΡΡΠΈ.ΠΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΠΈ β ΡΠ΅ ΠΏΠ΅ΡΡΠΏΠ΅ΠΊΡΠΈΠ²Π½ΠΈΠΉ ΠΊΠ»Π°Ρ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»ΡΡΠ½ΠΈΡ
ΡΠΏΠΎΠ»ΡΠΊ, ΡΠΊΠΈΠΉ ΡΠΈΡΠΎΠΊΠΎ Π²ΠΈΠΊΠΎΡΠΈΡΡΠΎΠ²ΡΡΡΡΡΡ Ρ Π΄ΠΈΠ·Π°ΠΉΠ½Ρ Π±ΡΠΎΠ»ΠΎΠ³ΡΡΠ½ΠΎ Π°ΠΊΡΠΈΠ²Π½ΠΈΡ
ΡΠ΅ΡΠΎΠ²ΠΈΠ½. Π‘Π΅ΡΠ΅Π΄ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΡΠ² Ρ ΡΠΏΠΎΠ»ΡΠΊΠΈ Π· Π°Π½ΡΠΈΡΡΠΎΠΌΠ±ΠΎΡΠΈΡΠ½ΠΎΡ ΡΠ° ΠΏΡΠΎΡΠΈΠΏΡΡ
Π»ΠΈΠ½Π½ΠΎΡ Π΄ΡΡΡ, Π±Π»ΠΎΠΊΠ°ΡΠΎΡΠΈ Π°Π½ΡΠΎΠ½Π½ΠΈΡ
ΠΊΠ°Π½Π°Π»ΡΠ² ΡΠ° ΠΌΠΎΠ΄ΡΠ»ΡΡΠΎΡΠΈ ΠΊΠ°ΡΡΠΎΠ½Π½ΠΈΡ
ΠΏΠΎΠΌΠΏ, ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½Ρ ΡΠ½Π³ΡΠ±ΡΡΠΎΡΠΈ ΡΠ΅ΡΠΌΠ΅Π½ΡΡΠ² ΡΠ° ΡΠΏΠΎΠ»ΡΠΊΠΈ, ΡΠΎ ΠΌΠΎΠ΄Π΅Π»ΡΡΡΡ ΡΡ
Π΄ΡΡ. Π ΠΎΡΡΠ°Π½Π½Ρ ΡΠΎΠΊΠΈ ΡΠ½ΡΠ΅Π½ΡΠΈΠ²Π½ΠΎ Π΄ΠΎΡΠ»ΡΠ΄ΠΆΡΡΡΡΡΡ Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½Π° ΡΠ° ΠΏΡΠΎΡΠΈΠ²ΡΡΡΡΠ½Π° Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΡΠ². Π Π΄Π°Π½ΠΎΠΌΡ ΠΎΠ³Π»ΡΠ΄Ρ ΡΠΈΡΡΠ΅ΠΌΠ°ΡΠΈΠ·ΠΎΠ²Π°Π½Ρ Π΄Π°Π½Ρ ΠΏΠΎ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΡΠΉ, ΡΡΠ½Π³ΡΡΠΈΠ΄Π½ΡΠΉ, ΠΏΡΠΎΡΠΈΡΡΠ±Π΅ΡΠΊΡΠ»ΡΠΎΠ·Π½ΡΠΉ ΡΠ° ΠΏΡΠΎΡΠΈΠ²ΡΡΡΡΠ½ΡΠΉ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ ΠΌΠΎΠ΄ΠΈΡΡΠΊΠΎΠ²Π°Π½ΠΈΡ
ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΡΠ². ΠΠ°Π²Π΅Π΄Π΅Π½Ρ Π΄Π°Π½Ρ ΠΏΡΠΎ ΠΌΠ΅Ρ
Π°Π½ΡΠ·ΠΌΠΈ Π΄ΡΡ ΡΡΠ·Π½ΠΈΡ
ΡΠΈΠΏΡΠ² ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΡΠ² Π½Π° Π±ΡΠΎΠΎΠ±βΡΠΊΡΠΈ. ΠΡΡΠ°Π½ΠΎΠ²Π»Π΅Π½ΠΎ, ΡΠΎ ΠΎΡΠ½ΠΎΠ²ΠΎΡ Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½ΠΎΡ Π΄ΡΡ Π±ΡΠ»ΡΡΠΎΡΡΡ ΠΊΠ°Π»Ρ- ΠΊΡΠ°ΡΠ΅Π½ΡΠ² Ρ Π²Π·Π°ΡΠΌΠΎΠ΄ΡΡ Π· ΠΊΠΎΠΌΠΏΠΎΠ½Π΅Π½ΡΠ°ΠΌΠΈ Π·ΠΎΠ²Π½ΡΡΠ½ΡΠΎΡ ΠΌΠ΅ΠΌΠ±ΡΠ°Π½ΠΈ Π°Π±ΠΎ ΠΊΠ»ΡΡΠΈΠ½Π½ΠΎΡ ΡΡΡΠ½ΠΊΠΈ. Π€ΡΠ½ΠΊΡΡΠΎΠ½Π°Π»ΡΠ·Π°ΡΡΡ ΠΊΠ°Π»Ρ- ΠΊΡΠ°ΡΠ΅Π½ΠΎΠ²ΠΎΡ ΠΏΠ»Π°ΡΡΠΎΡΠΌΠΈ ΡΠ°ΡΠΌΠ°ΠΊΠΎΡΠΎΡΠ½ΠΈΠΌΠΈ Π³ΡΡΠΏΠ°ΠΌΠΈ, ΡΠΊΡ ΡΠΈΠ½ΡΡΡ Π°Π½ΡΠΈΠΌΡΠΊΡΠΎΠ±Π½Ρ Π΄ΡΡ, Π½Π΅ Π·Π°Π²ΠΆΠ΄ΠΈ ΠΏΡΠΈΠ·Π²ΠΎΠ΄ΠΈΡΡ Π΄ΠΎ Π·Π±ΡΠ»ΡΡΠ΅Π½Π½Ρ ΠΎΡΡΠΊΡΠ²Π°Π½ΠΎΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ. ΠΠ°ΠΉΠ±ΡΠ»ΡΡΡ Π°Π½ΡΠΈΠ±Π°ΠΊΡΠ΅ΡΡΠ°Π»ΡΠ½Ρ Π΄ΡΡ ΠΌΠ°ΡΡΡ ΠΏΠΎΠ»ΡΠΊΠ°ΡΡΠΎΠ½Π½Ρ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΠΈ, Π² ΡΠΎΠΉ ΡΠ°Ρ ΡΠΊ ΠΏΠΎΠ»ΡΠ°Π½ΡΠΎΠ½Π½Ρ ΠΌΠ°ΠΊΡΠΎΡΠΈΠΊΠ»ΠΈ ΡΠ½Π³ΡΠ±ΡΡΡΡ Π°ΠΊΡΠΈΠ²Π½ΡΡΡΡ Π²ΡΡΡΡΡΠ². ΠΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ΠΈ, ΠΌΠΎΠ΄ΠΈΡΡΠΊΠΎΠ²Π°Π½Ρ ΡΠΈΠΊΠ»ΠΎΠΏΠ΅ΠΏΡΠΈΠ΄Π½ΠΈΠΌΠΈ ΡΡΠ°Π³ΠΌΠ΅Π½ΡΠ°ΠΌΠΈ, Ρ ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½ΠΈΠΌΠΈ Π±Π»ΠΎΠΊΠ°ΡΠΎΡΠ°ΠΌΠΈ Π²Π°ΠΆΠ»ΠΈΠ²ΠΈΡ
Π³Π»ΡΠΊΠΎΠΏΡΠΎΡΠ΅ΡΠ½ΡΠ² ΠΊΠ»ΡΡΠΈΠ½ Π±Π°ΠΊΡΠ΅ΡΡΠΉ. ΠΠΎΠ½ΠΈ Ρ ΠΌΡΠΌΠ΅ΡΠΈΠΊΠ°ΠΌΠΈ Π²Π°Π½ΠΊΠΎΠΌΡΡΠΈΠ½Ρ Π·Π° ΠΌΠ΅Ρ
Π°Π½ΡΠ·ΠΌΠΎΠΌ Π΄ΡΡ ΡΠ° ΡΡΠ²Π½Π΅ΠΌ Π±Π°ΠΊΡΠ΅ΡΠΈΡΠΈΠ΄Π½ΠΎΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ. ΠΠ΅ΡΠΎΠ½Π½ΠΈΠΉ Π²ΠΎΠ΄ΠΎΡΠΎΠ·ΡΠΈΠ½Π½ΠΈΠΉ ΠΊΠ°Π»ΡΠΊΡΠ°ΡΠ΅Π½ Π· ΠΏΠΎΠ»ΡΠ΅ΡΠΈΠ»Π΅Π½Π³Π»ΡΠΊΠΎΠ»ΡΠ½ΠΈΠΌΠΈ Π³ΡΡΠΏΠ°ΠΌΠΈ ΠΌΠ°Ρ ΡΠ½ΡΠΊΠ°Π»ΡΠ½ΠΈΠΉ ΠΌΠ΅Ρ
Π°Π½ΡΠ·ΠΌ ΠΏΡΠΎΡΠΈΡΡΠ±Π΅ΡΠΊΡΠ»ΡΠΎΠ·Π½ΠΎΡ Π΄ΡΡ. ΠΡΠ½ ΠΏΡΠΈΠ³Π½ΡΡΡΡ ΡΡΡΡ M. tuberculosis Π²ΡΠ΅ΡΠ΅Π΄ΠΈΠ½Ρ ΠΊΠ»ΡΡΠΈΠ½-ΠΌΠ°ΠΊΡΠΎΡΠ°Π³ΡΠ² Π»ΡΠ΄ΠΈΠ½ΠΈ. ΠΠ°Π²Π΅Π΄Π΅Π½Ρ Ρ
ΡΠΌΡΠΎΡΠ΅ΡΠ°ΠΏΠ΅Π²ΡΠΈΡΠ½Ρ ΡΠ½Π΄Π΅ΠΊΡΠΈ Π΄ΠΎΡΠ»ΡΠ΄ΠΆΡΠ²Π°Π½ΠΈΡ
ΡΠΏΠΎΠ»ΡΠΊ ΡΡΠ°Π½ΠΎΠ²Π»ΡΡΡ Π±ΡΠ»ΡΡΠ΅ Π΄Π΅ΡΡΡΠΈ ΠΎΠ΄ΠΈΠ½ΠΈΡΡ, ΡΠΎ ΡΠ²ΡΠ΄ΡΠΈΡΡ ΠΏΡΠΎ ΡΡ
Π½ΠΈΠ·ΡΠΊΡ ΡΠΈΡΠΎΡΠΎΠΊΡΠΈΡΠ½ΡΡΡΡ
Synthesis and x-ray investigation of nitrocalix[4]quinone
The method of selective oxidation of simply accessible dihydroxy-dypropoxycalix[4]arene to nitrocalixmonoquinone by mixture of 75% nitric acid and glacial acetic acid was developed. The nitrocalixmonoquinone is prospective as synthone for design of optical sensors and redox-sensitive bio-active compounds. The nitrocalix[4]monoquinone exist a partial cone conformation.Π ΠΎΠ·ΡΠΎΠ±Π»Π΅Π½ΠΈΠΉ ΠΌΠ΅ΡΠΎΠ΄ ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½ΠΎΠ³ΠΎ ΠΎΠΊΠΈΡΠ½Π΅Π½Π½Ρ Π»Π΅Π³ΠΊΠΎΠ΄ΠΎΡΡΡΠΏΠ½ΠΎΠ³ΠΎ Π΄ΠΈΠ³ΡΠ΄ΡΠΎΠΊΡΠΈΠ΄ΠΈΠΏΡΠΎΠΏΠΎΠΊΡΠΈΠΊΠ°Π»ΡΠΊΡ[4]Π°ΡΠ΅Π½Ρ ΡΡΠΌΡΡΡΡ 75% Π°Π·ΠΎΡΠ½ΠΎΡ ΡΠ° Π»ΡΠΎΠ΄ΡΠ½ΠΎΡ ΠΎΡΡΠΎΠ²ΠΎΡ ΠΊΠΈΡΠ»ΠΎΡΠΈ, ΡΠΊΠ΅ ΠΏΡΠΈΠ²ΠΎΠ΄ΠΈΡΡ Π΄ΠΎ ΡΡΠ²ΠΎΡΠ΅Π½Π½Ρ Π½ΡΡΡΠΎΠΊΠ°Π»ΡΠΊΡ[4]ΠΌΠΎΠ½ΠΎΡ
ΡΠ½ΠΎΠ½Ρ β ΡΠΈΠ½ΡΠΎΠ½Ρ Π΄Π»Ρ ΠΎΡΡΠΈΠΌΠ°Π½Π½Ρ ΠΎΠΏΡΠΈΡΠ½ΠΈΡ
ΡΠ΅Π½ΡΠΎΡΡΠ² ΡΠ° ΡΠ΅Π΄ΠΎΠΊΡ-ΡΡΡΠ»ΠΈΠ²ΠΈΡ
Π±ΡΠΎΠ»ΠΎΠ³ΡΡΠ½ΠΎ Π°ΠΊΡΠΈΠ²Π½ΠΈΡ
ΡΠ΅ΡΠΎΠ²ΠΈΠ½. ΠΠΎΠ»Π΅ΠΊΡΠ»Π° Π½ΡΡΡΠΎΠΊΠ°Π»ΡΠΊΡ[4]ΠΌΠΎΠ½ΠΎΡ
ΡΠ½ΠΎΠ½Ρ ΡΡΠ½ΡΡ Π² ΠΊΠΎΠ½ΡΠΎΡΠΌΠ°ΡΡΡ ΡΠ°ΡΡΠΊΠΎΠ²ΠΈΠΉ ΠΊΠΎΠ½ΡΡ.Π Π°Π·ΡΠ°Π±ΠΎΡΠ°Π½ ΠΌΠ΅ΡΠΎΠ΄ ΡΠ΅Π»Π΅ΠΊΡΠΈΠ²Π½ΠΎΠ³ΠΎ ΠΎΠΊΠΈΡΠ»Π΅Π½ΠΈΡ Π»Π΅Π³ΠΊΠΎΠ΄ΠΎΡΡΡΠΏΠ½ΠΎΠ³ΠΎ Π΄ΠΈΠ³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠ΄ΠΈΠΏΡΠΎΠΏΠΎΠΊΡΠΈΠΊΠ°Π»ΠΈΠΊΡ[4]Π°ΡΠ΅Π½Π° ΡΠΌΠ΅ΡΡΡ 75% Π°Π·ΠΎΡΠ½ΠΎΠΉ ΠΈ Π»Π΅Π΄ΡΠ½ΠΎΠΉ ΡΠΊΡΡΡΠ½ΠΎΠΉ ΠΊΠΈΡΠ»ΠΎΡ, ΠΊΠΎΡΠΎΡΠΎΠ΅ ΠΏΡΠΈΠ²ΠΎΠ΄ΠΈΡ ΠΊ Π½ΠΈΡΡΠΎΠΊΠ°Π»ΠΈΠΊΡ[4]ΠΌΠΎΠ½ΠΎΡ
ΠΈΠ½ΠΎΠ½Ρ β ΡΠΈΠ½ΡΠΎΠ½Ρ Π΄Π»Ρ ΠΏΠΎΠ»ΡΡΠ΅Π½ΠΈΡ ΠΎΠΏΡΠΈΡΠ΅ΡΠΊΠΈΡ
ΡΠ΅Π½ΡΠΎΡΠΎΠ² ΠΈ ΡΠ΅Π΄ΠΎΠΊΡ-ΡΡΠ²ΡΡΠ²ΠΈΡΠ΅Π»ΡΠ½ΡΡ
Π±ΠΈΠΎΠ»ΠΎΠ³ΠΈΡΠ΅ΡΠΊΠΈ Π°ΠΊΡΠΈΠ²Π½ΡΡ
Π²Π΅ΡΠ΅ΡΡΠ². ΠΠΎΠ»Π΅ΠΊΡΠ»Π° Π½ΠΈΡΡΠΎΠΊΠ°Π»ΠΈΠΊΡ[4]ΠΌΠΎΠ½ΠΎΡ
ΠΈΠ½ΠΎΠ½Π° ΡΡΡΠ΅ΡΡΠ²ΡΠ΅Ρ Π² ΠΊΠΎΠ½ΡΠΎΡΠΌΠ°ΡΠΈΠΈ ΡΠ°ΡΡΠΈΡΠ½ΡΠΉ ΠΊΠΎΠ½ΡΡ
Calix[4]arenequinazolinones. Synthesis and structure
Rodik R, Rozhenko AB, Boyko V, et al. Calix[4]arenequinazolinones. Synthesis and structure. TETRAHEDRON. 2007;63(46):11451-11457.The synthesis of calix[4]arenes bearing two quinazolin-4-ones group at the upper rim is decribed. H-1 NMR spectra and quantum chemical calculations make it possible to suggest that calix[4]arenequinazolinones form three rotamers in solutions at room temperature, due to the restricted rotation of the quinazolinone fragments. The X-ray structure investigation indicates that quinazolin-4-onecalix[4]arene exists in the crystal state as the methanol 1: 1 inclusion complex. (C) 2007 Elsevier Ltd. All rights reserved
CΠ°lΡx[4]Π°rene Π‘-956 is effective inhibitor of Π(+)-Π‘a(2+)-exchanger in smooth muscle mitochondria
It was shown that calix[4]arene C-956 exhibited a pronounced concentration-dependent (10-100 ΞΌM) inhibitory effect on the H+-Ca2+-exchanger of the inner mitochondrial membrane of rat uterine myocytes (Ki 35.1 Β± 7.9 ΞΌM). The inhibitory effect of calix[4]arene C-956 was accompanied by a decrease in the initial rate (V0) and an increase in the magnitude of the characteristic time (Ο1/2) of the ΞΡΠ-induced Π‘Π°2+ release. At the same time, it did not affect the potential-dependent accumulation of Ca2+ in mitochondria. Thus, the action of calix[4]arene C-956 might be directed on increasing the concentration of Ca ions in the mitochondrial matrix. The calculation of basic kinetic parameters of the Ca2+ transport from isolated organelles (in the case of its non-zero stationary level), based on changes in fluorescence of Ca2+-sensitive dye Fluo-4 AM in mitochondria was performed. The proposed approach can be used for the kinetic analysis of the exponential decrease of the fluorescence response of any probes under the same experimental conditions