20.500.12556/RUL-136415 Antiviral activities of halogenated emodin derivatives against human coronavirus NL63 The current COVID-19 outbreak has highlighted the need for the development of new vaccines and drugs to combat Severe Acute Respiratory Syndrome-Coronavirus-2 (SARS-CoV-2). Recently, various drugs have been proposed as potentially effective against COVID-19, such as remdesivir, infliximab and imatinib. Natural plants have been used as an alternative source of drugs for thousands of years, and some of them are effective for the treatment of various viral diseases. Emodin (1,3,8-trihydroxy-6-methylanthracene-9,10-dione) is a biologically active anthraquinone with antiviral activity that is found in various plants. We studied the selectivity of electrophilic aromatic substitution reactions on an emodin core (halogenation, nitration and sulfonation), which resulted in a library of emodin derivatives. The main aim of this work was to carry out an initial evaluation of the potential to improve the activity of emodin against human coronavirus NL63 (HCoV-NL63) and also to generate a set of initial SAR guidelines. We have prepared emodin derivatives which displayed significant anti-HCoV-NL63 activity. We observed that halogenation of emodin can improve its antiviral activity. The most active compound in this study was the iodinated emodin analogue E_3I, whose anti-HCoV-NL63 activity was comparable to that of remdesivir. Evaluation of the emodin analogues also revealed some unwanted toxicity to Vero cells. Since new synthetic routes are now available that allow modification of the emodin structure, it is reasonable to expect that analogues with significantly improved anti-HCoV-NL63 activity and lowered toxicity may thus be generated. emodin halogenated emodin human coronavirus NL63 antiviral activities emodin halogeniran emodin človeški koronavirus NL63 protivirusna aktivnost true false true Angleški jezik Slovenski jezik Članek v reviji 2022-05-03 08:58:42 2022-05-03 08:58:44 2022-09-15 04:13:51 0000-00-00 00:00:00 2021 0 0 16 str. iss. 22, art. 6825 Vol. 26 Nov. 2021 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.672 1420-3049 10.3390/molecules26226825 86120963 molecules-26-06825-v2.pdf molecules-26-06825-v2.pdf 1 C0A8F6BC4C5E6584158AB880166C1B05 09b117066449f0eb9d304af75989624ba6e8a7e9034bf2956fe886a3ea30b6fd f1bb8246-cab0-11ec-8aca-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=156049 https://www.mdpi.com/1420-3049/26/22/6825 0 62762a04-caae-11ec-8aca-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=156048 Fakulteta za kemijo in kemijsko tehnologijo Biotehniška fakulteta 0 0 0