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Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation
Тип публикации: Journal Article
Дата публикации: 2022-07-05
scimago Q1
wos Q2
БС1
SJR: 0.777
CiteScore: 7.6
Impact factor: 4.6
ISSN: 20462069
PubMed ID:
35865562
General Chemistry
General Chemical Engineering
Краткое описание
This paper describes the synthesis of enamino carbonyl compounds by the copper(i)-catalyzed coupling of acceptor-substituted diazo compounds and tertiary thioamides. We plan to use this method to synthesize indolizidine (-)-237D analogs to find α6-selective antismoking agents. Therefore, we also performed in silico α6-nAchRs binding studies of selected products. Compounds with low root-mean-square deviation values showed more favorable binding free energies. We also report preliminary pharmacokinetic data on indolizidine (-)-237D and found it to have weak activity at CYP3A4. In addition, as enamino carbonyl compounds are also known for antimicrobial properties, we screened previously reported and new enamino carbonyl compounds for antibacterial, antimicrobial, and antifungal properties. Eleven compounds showed significant antimicrobial activities.
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Secka J. et al. Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation // RSC Advances. 2022. Vol. 12. No. 30. pp. 19431-19444.
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Secka J., Pal A., Acquah F. A., Mooers B., Karki A. B., Mahjoub D., Fakhr M. K., Wallace D. R., Okada T., Toyooka N., Kuta A., Koduri N., Herndon D., Roberts K. P., Wang Z., Hileman B., Rajagopal N., Raziullah Hussaini S. Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation // RSC Advances. 2022. Vol. 12. No. 30. pp. 19431-19444.
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TY - JOUR
DO - 10.1039/d2ra02415b
UR - https://xlink.rsc.org/?DOI=D2RA02415B
TI - Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation
T2 - RSC Advances
AU - Secka, Jim
AU - Pal, Arpan
AU - Acquah, Francis A
AU - Mooers, Blaine
AU - Karki, Anand B
AU - Mahjoub, Dania
AU - Fakhr, Mohamed K.
AU - Wallace, David R.
AU - Okada, Takuya
AU - Toyooka, Naoki
AU - Kuta, Adama
AU - Koduri, Naga
AU - Herndon, Deacon
AU - Roberts, Kenneth P.
AU - Wang, Zhiguo
AU - Hileman, Bethany
AU - Rajagopal, Nisha
AU - Raziullah Hussaini, Syed
PY - 2022
DA - 2022/07/05
PB - Royal Society of Chemistry (RSC)
SP - 19431-19444
IS - 30
VL - 12
PMID - 35865562
SN - 2046-2069
ER -
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@article{2022_Secka,
author = {Jim Secka and Arpan Pal and Francis A Acquah and Blaine Mooers and Anand B Karki and Dania Mahjoub and Mohamed K. Fakhr and David R. Wallace and Takuya Okada and Naoki Toyooka and Adama Kuta and Naga Koduri and Deacon Herndon and Kenneth P. Roberts and Zhiguo Wang and Bethany Hileman and Nisha Rajagopal and Syed Raziullah Hussaini},
title = {Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation},
journal = {RSC Advances},
year = {2022},
volume = {12},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=D2RA02415B},
number = {30},
pages = {19431--19444},
doi = {10.1039/d2ra02415b}
}
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Secka, Jim, et al. “Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation.” RSC Advances, vol. 12, no. 30, Jul. 2022, pp. 19431-19444. https://xlink.rsc.org/?DOI=D2RA02415B.