TY  - JOUR
AU  - Mokhtar Mohamed Abdelahi, Mohamed
AU  - El Bakri, Youness
AU  - Lai, Chin-Hung
AU  - Subramani, Karthikeyan
AU  - Anouar, El Hassane
AU  - Ahmad, Sajjad
AU  - Benchidmi, Mohammed
AU  - Mague, Joel T.
AU  - Popović-Djordjević, Jelena
AU  - Goumri-Said, Souraya
PY  - 2022
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/6001
AB  - An efficient pathway was disclosed for the synthesis of 3-chloro-6-nitro-1H-indazole derivatives by 1,3-dipolar cycloaddition on dipolarophile compounds 2 and 3. Faced the problem of separation of two regioisomers, a click chemistry method has allowed us to obtain regioisomers of triazole-1,4 with good yields from 82 to 90% were employed. Also, the antileishmanial biological potency of the compounds was achieved using an MTT assay that reported compound 13 as a promising growth inhibitor of Leishmania major. Molecular docking demonstrated highly stable binding with the Leishmania trypanothione reductase enzyme and produced a network of hydrophobic and hydrophilic interactions. Molecular dynamics simulations were performed for TryR-13 complex to understand its structural and intermolecular affinity stability in a biological environment. The studied complex remained in good equilibrium with a structure deviation of ∼1–3 Å. MM/GBSA binding free energies illustrated the high stability of TryR-13 complex. The studied compounds are promising leads for structural optimisation to enhance the antileishmanial activity.
PB  - Taylor and Francis Ltd.
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - Novel 3-chloro-6-nitro-1H-indazole derivatives as promising antileishmanial candidates: synthesis, biological activity, and molecular modelling studies
EP  - 167
IS  - 1
SP  - 151
VL  - 37
DO  - 10.1080/14756366.2021.1995380
ER  - 

@article{
author = "Mokhtar Mohamed Abdelahi, Mohamed and El Bakri, Youness and Lai, Chin-Hung and Subramani, Karthikeyan and Anouar, El Hassane and Ahmad, Sajjad and Benchidmi, Mohammed and Mague, Joel T. and Popović-Djordjević, Jelena and Goumri-Said, Souraya",
year = "2022",
abstract = "An efficient pathway was disclosed for the synthesis of 3-chloro-6-nitro-1H-indazole derivatives by 1,3-dipolar cycloaddition on dipolarophile compounds 2 and 3. Faced the problem of separation of two regioisomers, a click chemistry method has allowed us to obtain regioisomers of triazole-1,4 with good yields from 82 to 90% were employed. Also, the antileishmanial biological potency of the compounds was achieved using an MTT assay that reported compound 13 as a promising growth inhibitor of Leishmania major. Molecular docking demonstrated highly stable binding with the Leishmania trypanothione reductase enzyme and produced a network of hydrophobic and hydrophilic interactions. Molecular dynamics simulations were performed for TryR-13 complex to understand its structural and intermolecular affinity stability in a biological environment. The studied complex remained in good equilibrium with a structure deviation of ∼1–3 Å. MM/GBSA binding free energies illustrated the high stability of TryR-13 complex. The studied compounds are promising leads for structural optimisation to enhance the antileishmanial activity.",
publisher = "Taylor and Francis Ltd.",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "Novel 3-chloro-6-nitro-1H-indazole derivatives as promising antileishmanial candidates: synthesis, biological activity, and molecular modelling studies",
pages = "167-151",
number = "1",
volume = "37",
doi = "10.1080/14756366.2021.1995380"
}

Mokhtar Mohamed Abdelahi, M., El Bakri, Y., Lai, C., Subramani, K., Anouar, E. H., Ahmad, S., Benchidmi, M., Mague, J. T., Popović-Djordjević, J.,& Goumri-Said, S.. (2022). Novel 3-chloro-6-nitro-1H-indazole derivatives as promising antileishmanial candidates: synthesis, biological activity, and molecular modelling studies. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor and Francis Ltd.., 37(1), 151-167.
https://doi.org/10.1080/14756366.2021.1995380

Mokhtar Mohamed Abdelahi M, El Bakri Y, Lai C, Subramani K, Anouar EH, Ahmad S, Benchidmi M, Mague JT, Popović-Djordjević J, Goumri-Said S. Novel 3-chloro-6-nitro-1H-indazole derivatives as promising antileishmanial candidates: synthesis, biological activity, and molecular modelling studies. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2022;37(1):151-167.
doi:10.1080/14756366.2021.1995380 .

Mokhtar Mohamed Abdelahi, Mohamed, El Bakri, Youness, Lai, Chin-Hung, Subramani, Karthikeyan, Anouar, El Hassane, Ahmad, Sajjad, Benchidmi, Mohammed, Mague, Joel T., Popović-Djordjević, Jelena, Goumri-Said, Souraya, "Novel 3-chloro-6-nitro-1H-indazole derivatives as promising antileishmanial candidates: synthesis, biological activity, and molecular modelling studies" in Journal of Enzyme Inhibition and Medicinal Chemistry, 37, no. 1 (2022):151-167,
https://doi.org/10.1080/14756366.2021.1995380 . .