Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester
Тип публикации: Journal Article
Дата публикации: 2020-09-28
scimago Q4
wos Q4
БС3
SJR: 0.219
CiteScore: 1.4
Impact factor: 1.0
ISSN: 0091150X, 15739031
Drug Discovery
Pharmacology
Краткое описание
The optimal synthetic scheme for the potential nootropic drug GZK-111 (N-phenylacetylglycyl-L-proline ethyl ester) was developed. Three synthetic schemes were tested, each of which included the following steps: 1) esterification of L-proline; 2) preparation of N-phenylacetylglycine; 3) formation of the peptide bond. Esterification of proline per Brenner and preparation of N-phenylacetylglycine via acylation of glycine with phenylacetyl chloride under Schotten—Baumann conditions were used in all synthetic schemes. Three methods for forming the peptide bond between N-phenylacetylglycine and the proline ester were tried (mixed anhydride under Anderson conditions, activated benzotriazole ester, and activated succinimide ester methods) and showed that the mixed anhydride method was optimal, giving a total yield of 42%.
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Pharmaceutical Chemistry Journal
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KUZNETSOVA E. et al. Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester // Pharmaceutical Chemistry Journal. 2020. Vol. 54. No. 6. pp. 642-646.
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KUZNETSOVA E., Kolyasnikova K. N., Golubyatnikova A. K., Rebeko A. G., Gudasheva T. A. Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester // Pharmaceutical Chemistry Journal. 2020. Vol. 54. No. 6. pp. 642-646.
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TY - JOUR
DO - 10.1007/s11094-020-02251-6
UR - https://doi.org/10.1007/s11094-020-02251-6
TI - Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester
T2 - Pharmaceutical Chemistry Journal
AU - KUZNETSOVA, E.A.
AU - Kolyasnikova, K N
AU - Golubyatnikova, A K
AU - Rebeko, A G
AU - Gudasheva, T. A.
PY - 2020
DA - 2020/09/28
PB - Springer Nature
SP - 642-646
IS - 6
VL - 54
SN - 0091-150X
SN - 1573-9031
ER -
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@article{2020_KUZNETSOVA,
author = {E.A. KUZNETSOVA and K N Kolyasnikova and A K Golubyatnikova and A G Rebeko and T. A. Gudasheva},
title = {Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester},
journal = {Pharmaceutical Chemistry Journal},
year = {2020},
volume = {54},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s11094-020-02251-6},
number = {6},
pages = {642--646},
doi = {10.1007/s11094-020-02251-6}
}
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KUZNETSOVA, E.A., et al. “Developing the Optimal Synthetic Schem for the Potential Nootropic Drug GZK-111, N-Phenylacetylglycyl-L-Proline Ethyl Ester.” Pharmaceutical Chemistry Journal, vol. 54, no. 6, Sep. 2020, pp. 642-646. https://doi.org/10.1007/s11094-020-02251-6.