Intermolecular Interactions, Regioselectivity, and Biological Activity of L-ascorbic Acid, Nicotinic Acid and Their Cocrystal
Научная публикация
| Журнал |
CrystEngComm
ISSN: 1466-8033
|
| Вых. Данные |
Год: 2024,
Том: 26,
Страницы: 6650-6666
Страниц
: 17
DOI:
10.1039/d4ce00770k
|
| Ключевые слова |
Ascorbic acid; Cell culture; Conformations; Fibroblasts; Regioselectivity; Stem cells |
| Авторы |
Evtushenko Diana N.
1,5
,
Fateev Alexander V.
1,4
,
Khainovsky Mark A.
5
,
Polishchuk Julia
1
,
Kokorev Oleg V.
2
,
Nasibov Temur F.
2
,
Gorokhova Anna V.
2
,
Bariev Usman A.
2
,
Zaitsev Konstantin V.
3
,
Khlusov Igor A.
2
,
Vodyankina Olga V.
1
|
| Организации |
| 1 |
Faculty of Chemistry, Tomsk State University, 36, Lenin Ave., 634050 Tomsk, Russia
|
| 2 |
Laboratory of Cellular and Microfluidic Technologies, Siberian State Medical University (SibSMU), 2, Moskovsky trakt, 634050 Tomsk, Russia
|
| 3 |
Experimental Laboratory of Biomedical Technologies, Tomsk Scientific Research Institute of Balneology and Physiotherapy, Branch of SibFNC of FMBA of Russia, 1, Luxemburg st., 634009 Tomsk, Russia
|
| 4 |
Faculty of Biology and Chemistry, Tomsk State Pedagogical University, 60, Kievskaya st., 634061 Tomsk, Russia
|
| 5 |
Synchrotron Radiation Facility – Siberian Circular Photon Source “SKlF”, 2, Morskoy Ave., 630090 Novosibirsk, Russia
|
|
Информация о финансировании (2)
|
1
|
Министерство науки и высшего образования Российской Федерации (с 15 мая 2018)
|
FWUR-2024-0040
|
|
2
|
Министерство науки и высшего образования Российской Федерации (с 15 мая 2018)
|
Приоритет 2030
|
The systems of intermolecular interactions, including hydrogen bonds, in the crystal structures of the cocrystal of L-ascorbic (L-Asc) and nicotinic (Nic) acids and individual coformers are considered, and the hemolytic and cytotoxic activities of these compounds are studied in vitro. The influence of conformational differences of L-Asc molecules (total effective charge) on the formation of a network of H-bonds in the supramolecular structure of pristine L-Asc is revealed. Calculation of regioselectivity descriptors shows that the conformer of the L-Asc molecule in the L-AscNic cocrystal has higher activity compared to conformer molecules of the pristine L-Asc. No hemolysis caused by the solutions of tested acids and L-AscNic is shown. Selective cytotoxicity (antimetabolic effect according to the MTT test) of solutions of L-AscNic cocrystals against a 72-hour culture of MCF-7 breast cancer cell line versus healthy cells (mesenchymal stem cells and embryonic fibroblasts) is revealed. The possible relationship between the initial conformational state of the L-Asc molecules in the composition/structure of the studied solid compounds and the biological activity of solutions of these compounds requires further studies.