Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Mannich Reaction of Solasodine with Acetylenes and Formaldehyde. Cytotoxicity of N-Propargyl-Substituted Alkaloid Derivatives. / Finke, A. O.; Mironov, M. E.; Pokrovskii, M. A. и др.
в: Chemistry of Natural Compounds, Том 59, № 1, 01.2023, стр. 87-93.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Mannich Reaction of Solasodine with Acetylenes and Formaldehyde. Cytotoxicity of N-Propargyl-Substituted Alkaloid Derivatives
AU - Finke, A. O.
AU - Mironov, M. E.
AU - Pokrovskii, M. A.
AU - Shults, E. E.
N1 - The work was supported by a grant from the Russian Science Foundation (Project No. 18-13-00361). We thank staff of the Khimiya Center for Collective Use, SB, RAS, for performing the spectral and analytical studies.
PY - 2023/1
Y1 - 2023/1
N2 - The reaction of the steroidal alkaloid solasodine with formaldehyde, terminal arylalkynes, 2-ethynylpyridine, propiolic acid methyl ester, or (trimethylsilyl)acetylene with heating to 100°C in 1,4-dioxane in the presence of CuI synthesized the corresponding N-(prop-2-ynyl)spiro solanes as mixtures of (22R,25R)- and (22S,25R)-diastereomers in 28–81% yields and 1.6–1:1–1.7 ratios of stereoisomers. The cytotoxicities of the new solasodine derivatives against T98G, U-87, MT-4, and MDA-MB-231 human tumor cells were tested in vitro.
AB - The reaction of the steroidal alkaloid solasodine with formaldehyde, terminal arylalkynes, 2-ethynylpyridine, propiolic acid methyl ester, or (trimethylsilyl)acetylene with heating to 100°C in 1,4-dioxane in the presence of CuI synthesized the corresponding N-(prop-2-ynyl)spiro solanes as mixtures of (22R,25R)- and (22S,25R)-diastereomers in 28–81% yields and 1.6–1:1–1.7 ratios of stereoisomers. The cytotoxicities of the new solasodine derivatives against T98G, U-87, MT-4, and MDA-MB-231 human tumor cells were tested in vitro.
KW - Mannich reaction
KW - acetylene
KW - cytotoxicity
KW - solasodine
KW - steroidal alkaloids
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85149044062&origin=inward&txGid=e8e30c1828842c4f7debe1e236be8149
UR - https://www.mendeley.com/catalogue/a9f3243b-162b-3620-a7fc-21f3dbeeab6a/
U2 - 10.1007/s10600-023-03924-w
DO - 10.1007/s10600-023-03924-w
M3 - Article
VL - 59
SP - 87
EP - 93
JO - Chemistry of Natural Compounds
JF - Chemistry of Natural Compounds
SN - 0009-3130
IS - 1
ER -
ID: 56394326