2. Academic Validation
  3. Synthesis, molecular modeling and antiviral activity of novel 5-fluoro-1H-indole-2,3-dione 3-thiosemicarbazones

Synthesis, molecular modeling and antiviral activity of novel 5-fluoro-1H-indole-2,3-dione 3-thiosemicarbazones

  • Bioorg Chem. 2020 Nov;104:104202. doi: 10.1016/j.bioorg.2020.104202.
Zekiye Şeyma Sevinçli 1,  Gizem Nur Duran 2,  Mehmet Özbil 3,  Nilgün Karalı 4
Affiliations

Affiliations

  • 1 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul 34116, Turkey; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Van Yuzuncu Yil University, Van 65080, Turkey; Department of Pharmaceutical Chemistry, Institute of Health Sciences, Istanbul University, Istanbul 34126, Turkey. Electronic address: seymasevincli@yyu.edu.tr.
  • 2 Chemistry Department, Faculty of Arts and Sciences, Marmara University, Istanbul 34722, Turkey.
  • 3 Department of Biotechnology, Institute of Biotechnology, Gebze Technical University, Kocaeli 41400, Turkey.
  • 4 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul 34116, Turkey.
PMID: 32892069 DOI: 10.1016/j.bioorg.2020.104202
Abstract

In this work, novel 5-fluoro-1-methyl/ethyl-1H-indole-2,3-dione 3-[4-(substituted phenyl)-thiosemicarbazones] 6a-n and 7a-n were synthesized. The Antiviral effects of the compounds were tested against HSV-1 (KOS), HSV-2 (G) HSV-1 TK- KOS ACVr and VV in HEL cell cultures using acyclovir and ganciclovir as standards, and Coxsackie B4 virus in Vero cell cultures using ribavirin and mycophenolic acid as standards. R2 ethyl substituted 7 derivatives were found effective against viruses tested. R1 4-CF3 substituted 7d, R1 4-OCH3 substituted 7 g and R1 3-Cl substituted 7 l showed activity against HSV-1 (KOS), HSV-2 (G) HSV-1 TK- KOS ACVr and VV. Whereas only R1 4-Br substituted 7n has selective activity against coxsackie B4 virus. Molecular modelingstudies of 7d and 7l were performed to determine binding side on HSV-1 glycoprotein B and D, HSV-2 glycoprotein B structures.

Keywords

5-Fluoro-1H-indole-2,3-diones; Antiviral activity; Molecular modeling; Synthesis; Thiosemicarbazones.

Figures
Products
嗨！很高兴为您提供帮助！

尊敬的 MCE 客户您好，
请您选择所在区域，我们将转接对应客服为您服务！

热门区域

A

B

C

F

G

H

J

L

N

Q

S

T

X

Y

Z

热 A B C F G H J L N Q S T X Y Z