Microwave assisted Biology-Oriented Drug Synthesis (BIODS) of new N,N′-disubstituted benzylamine analogous of 4-aminoantipyrine against leishmaniasis – In vitro assay and in silico-predicted molecular interactions with key metabolic targets

Choudhary, Muhammad Iqbal; Rizvi, Fazila; Siddiqui, Hamid Latif; Yousuf, Sammer; Zafar, Humaira; Shaikh, Muniza

doi:10.1016/j.bioorg.2022.105621

Cited by 5 publications

(2 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Parasite growth was assessed by counting live / motile promastigotes in a Neubauer chamber. Viable cell count was used for the further experimentations (treatments) [ 25 ].…”

Section: Methodsmentioning

confidence: 99%

Anti-leishmanial physalins—Phytochemical investigation, in vitro evaluation against clinical and MIL-resistant L. tropica strains and in silico studies

et al. 2022

Self Cite

View full text Add to dashboard Cite

Cutaneous leishmaniasis (CL) is a major health problem in over 98 countries of the world, including Pakistan. The current treatments are associated with a number of adverse effects and availability problem of drugs. Therefore, there is an urgent need of easily available and cost effective treatments of CL- in Pakistan. The bioassay-guided fractionation and purification of crude extract of Physalis minima has led to the isolation of a new aminophysalin B (1), and eight known physalins, physalin B (2), 5ß,6ß-epoxyphysalin B (3), 5α-ethoxy-6ß-hydroxy-5,6-dihydrophysalin B (4), physalin H (5), 5ß,6ß-epoxyphysalin C (6), and physalin G (7), K (8), and D (9). It is worth noting that compound 1 is the second member of aminophysalin series, whereas compound 6 was fully characterized for the first time. The structures of compounds 1–9 were elucidated by spectroscopic techniques Whereas, the structural assignments of compounds 1 and 8 were also supported by single-crystal X-ray diffraction studies. The anti-leishmanial activity of isolated physlains 1–9 was evaluated against Leishmania major and Leishmania tropica promastigotes. Compounds 2, 3, and 5–7 (IC50 = 9.59 ± 0.27–23.76 ± 1.10 μM) showed several-fold more potent activity against L. tropca than tested drug miltefosine (IC50 = 42.75 ± 1.03 μm) and pentamidine (IC50 = 27.20 ± 0.01 μM). Whereas compounds 2, 3 and 5 (IC50 = 3.04 ± 1.12–3.76 ± 0.85 μM) were found to be potent anti-leishmanial agents against L. major, several fold more active than tested standard miltefosine (IC50 = 25.55 ± 1.03 μM) and pentamidine (IC50 = 27.20 ± 0.015 μM). Compounds 4 (IC50 = 74.65 ± 0.81 μM) and 7 (IC50 = 39.44 ± 0.65 μM) also showed potent anti-leishmanial ativity against the miltefosine-unresponsive L. tropica strain (MIL resistant) (miltefosine IC50 = 169.55 ± 0.78 μM). Molecular docking and predictive binding studies indicated that these inhibitors may act via targeting important enzymes of various metabolic pathways of the parasites.

show abstract

“…Parasite growth was assessed by counting live / motile promastigotes in a Neubauer chamber. Viable cell count was used for the further experimentations (treatments) [ 25 ].…”

Section: Methodsmentioning

confidence: 99%

Anti-leishmanial physalins—Phytochemical investigation, in vitro evaluation against clinical and MIL-resistant L. tropica strains and in silico studies

et al. 2022

Self Cite

View full text Add to dashboard Cite

show abstract

“…Moreover, this observation is in agreement with the previously reported in silico studies, showing that anti-leishmanial compounds dock perfectly via different interactions, including halogen bonding with various target proteins such as glyceraldehyde3-phosphate dehydrogenase (PDB ID: 1I32) or phosphoglycerate isomerase (PDB ID: 1 T10), involved in Leishmanial growth pathways such as glycolytic pathway and lipid metabolism, respectively. 22…”

Section: In Vitro Anti-leishmanial Activity (Promastigotes)mentioning

confidence: 99%

Synthesis of halogenated benzimidazolyl-C-nucleosides and their activity against Leishmania major and Leishmania tropica

Khan,

Choudhary,

Yousuf

2024

New J. Chem.

Self Cite

View full text Add to dashboard Cite

show abstract

Rational computational approaches to predict novel drug candidates against leishmaniasis

Bustamante

Muskus

Ochoa

2022

Virtual Screening and Drug Docking

View full text Add to dashboard Cite

Microwave assisted Biology-Oriented Drug Synthesis (BIODS) of new N,N′-disubstituted benzylamine analogous of 4-aminoantipyrine against leishmaniasis – In vitro assay and in silico-predicted molecular interactions with key metabolic targets

Cited by 5 publications

References 27 publications

Anti-leishmanial physalins—Phytochemical investigation, in vitro evaluation against clinical and MIL-resistant L. tropica strains and in silico studies

Anti-leishmanial physalins—Phytochemical investigation, in vitro evaluation against clinical and MIL-resistant L. tropica strains and in silico studies

Synthesis of halogenated benzimidazolyl-C-nucleosides and their activity against Leishmania major and Leishmania tropica

Rational computational approaches to predict novel drug candidates against leishmaniasis

Contact Info

Product

Resources

About