Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors

Targeting ribonuclease H (RNase H) has emerged as a highly promising strategy for treating HIV-1. In this study, a series of novel 3-hydrazonoindolin-2-one derivatives were designed and synthesized as potential inhibitors of HIV-1 RNase H. Notably, several of these derivatives displayed micromolar i...

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Main Authors: Yiying Zhang, Rao Wang, Yueyue Bu, Angela Corona, Laura Dettori, Enzo Tramontano, Christophe Pannecouque, Erik De Clercq, Shuai Wang, Ge Meng, Fen-Er Chen
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/9/1868
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author Yiying Zhang
Rao Wang
Yueyue Bu
Angela Corona
Laura Dettori
Enzo Tramontano
Christophe Pannecouque
Erik De Clercq
Shuai Wang
Ge Meng
Fen-Er Chen
author_facet Yiying Zhang
Rao Wang
Yueyue Bu
Angela Corona
Laura Dettori
Enzo Tramontano
Christophe Pannecouque
Erik De Clercq
Shuai Wang
Ge Meng
Fen-Er Chen
author_sort Yiying Zhang
collection DOAJ
description Targeting ribonuclease H (RNase H) has emerged as a highly promising strategy for treating HIV-1. In this study, a series of novel 3-hydrazonoindolin-2-one derivatives were designed and synthesized as potential inhibitors of HIV-1 RNase H. Notably, several of these derivatives displayed micromolar inhibitory activity. Among the compounds examined, the hit compound demonstrated potent inhibition of HIV-1 RNase H, boasting a Ki value of 2.31 μM. Additionally, the most potent compound of this general structure exhibited remarkable inhibitory activity, with Ki values of 0.55 μM. Through docking studies, the key interactions of this ligand within the active site of RNase H were uncovered. This novel chemical structure can be regarded as a prospective scaffold for the future development of RNase H inhibitors.
format Article
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institution Kabale University
issn 1420-3049
language English
publishDate 2025-04-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj-art-794c26eeb861458297a09db23b8a8f3e2025-08-20T03:52:58ZengMDPI AGMolecules1420-30492025-04-01309186810.3390/molecules30091868Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H InhibitorsYiying Zhang0Rao Wang1Yueyue Bu2Angela Corona3Laura Dettori4Enzo Tramontano5Christophe Pannecouque6Erik De Clercq7Shuai Wang8Ge Meng9Fen-Er Chen10Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, ChinaHenan Key Laboratory of Nanomedicine for Targeting Diagnosis and Treatment, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, ChinaHenan Key Laboratory of Nanomedicine for Targeting Diagnosis and Treatment, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, ChinaDepartment of Life and Environmental Sciences, University of Cagliari, 09042 Monserrato, ItalyDepartment of Life and Environmental Sciences, University of Cagliari, 09042 Monserrato, ItalyDepartment of Life and Environmental Sciences, University of Cagliari, 09042 Monserrato, ItalyRega Institute for Meical Research, KU Leuven, Herestraat 49, B-3000 Leuven, BelgiumRega Institute for Meical Research, KU Leuven, Herestraat 49, B-3000 Leuven, BelgiumEngineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, ChinaEngineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, ChinaEngineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, ChinaTargeting ribonuclease H (RNase H) has emerged as a highly promising strategy for treating HIV-1. In this study, a series of novel 3-hydrazonoindolin-2-one derivatives were designed and synthesized as potential inhibitors of HIV-1 RNase H. Notably, several of these derivatives displayed micromolar inhibitory activity. Among the compounds examined, the hit compound demonstrated potent inhibition of HIV-1 RNase H, boasting a Ki value of 2.31 μM. Additionally, the most potent compound of this general structure exhibited remarkable inhibitory activity, with Ki values of 0.55 μM. Through docking studies, the key interactions of this ligand within the active site of RNase H were uncovered. This novel chemical structure can be regarded as a prospective scaffold for the future development of RNase H inhibitors.https://www.mdpi.com/1420-3049/30/9/1868AIDSHIV3-hydrazonoindolin-2-oneRNase H
spellingShingle Yiying Zhang
Rao Wang
Yueyue Bu
Angela Corona
Laura Dettori
Enzo Tramontano
Christophe Pannecouque
Erik De Clercq
Shuai Wang
Ge Meng
Fen-Er Chen
Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
Molecules
AIDS
HIV
3-hydrazonoindolin-2-one
RNase H
title Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
title_full Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
title_fullStr Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
title_full_unstemmed Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
title_short Design, Synthesis and Biological Evaluation of 3-Hydrazonoindolin-2-one Derivatives as Novel HIV-1 RNase H Inhibitors
title_sort design synthesis and biological evaluation of 3 hydrazonoindolin 2 one derivatives as novel hiv 1 rnase h inhibitors
topic AIDS
HIV
3-hydrazonoindolin-2-one
RNase H
url https://www.mdpi.com/1420-3049/30/9/1868
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