TY - JOUR
T1 - Green Synthesis of Tetrahydropyrazino[2,1-a:5,4-a′]diisoquinolines as SARS-CoV-2 Entry Inhibitors
AU - Palla, Sowndarya
AU - Palla, Srinivasa Rao
AU - Liu, Jia Jin
AU - Chao, Tai Ling
AU - Lee, Ting Hui
AU - Kavala, Veerababurao
AU - Liu, I. Chen
AU - Wang, Lily Hui Ching
AU - Chang, Sui Yuan
AU - Yao, Ching Fa
AU - Liang, Po Huang
N1 - Publisher Copyright:
© 2024 The Authors. Published by American Chemical Society.
PY - 2025/1/14
Y1 - 2025/1/14
N2 - A class of tetrahydropyrazino[2,1-a:5,4-a′]diisoquinoline derivatives were synthesized under environmentally friendly conditions using water as the solvent. The 3-D structures of some synthesized compounds were determined by X-ray diffraction. Since naturally occurring isoquinoline alkaloids have significant antiviral activities against a wide range of viruses, including coronaviruses, the synthesized compounds were assayed for their inhibitory activities against SARS-CoV-2. Our results showed that the active compounds 50 and 96 blocked the delta SARS-CoV-2 entry into VeroE6 cells to display EC50 of 26.5 ± 6.9 and 17.0 ± 3.7 μM, respectively, by inhibiting the interaction between SARS-CoV-2 Spike’s receptor binding domain (RBD) and human receptor angiotensin-converting enzyme 2 (ACE2), and CC50 greater than 100 μM. This study provides a green synthesis method of tetrahydropyrazinodiisoquinoline for antiviral or other applications.
AB - A class of tetrahydropyrazino[2,1-a:5,4-a′]diisoquinoline derivatives were synthesized under environmentally friendly conditions using water as the solvent. The 3-D structures of some synthesized compounds were determined by X-ray diffraction. Since naturally occurring isoquinoline alkaloids have significant antiviral activities against a wide range of viruses, including coronaviruses, the synthesized compounds were assayed for their inhibitory activities against SARS-CoV-2. Our results showed that the active compounds 50 and 96 blocked the delta SARS-CoV-2 entry into VeroE6 cells to display EC50 of 26.5 ± 6.9 and 17.0 ± 3.7 μM, respectively, by inhibiting the interaction between SARS-CoV-2 Spike’s receptor binding domain (RBD) and human receptor angiotensin-converting enzyme 2 (ACE2), and CC50 greater than 100 μM. This study provides a green synthesis method of tetrahydropyrazinodiisoquinoline for antiviral or other applications.
UR - https://www.scopus.com/pages/publications/85212752489
UR - https://www.scopus.com/pages/publications/85212752489#tab=citedBy
U2 - 10.1021/acsomega.4c08640
DO - 10.1021/acsomega.4c08640
M3 - Article
AN - SCOPUS:85212752489
SN - 2470-1343
VL - 10
SP - 1164
EP - 1176
JO - ACS Omega
JF - ACS Omega
IS - 1
ER -