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Journal of Enzyme Inhibition and Medicinal Chemistry Volume 37, 2022 - Issue 1
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Research Papers

Ultrasound promoted green synthesis, anticancer evaluation, and molecular docking studies of hydrazines: a pilot trial

Amena Alia Department of Pharmaceutical Chemistry, College of Pharmacy, Taif University, Taif, Saudi ArabiaORCID Iconhttps://orcid.org/0000-0001-8463-5182
ORCID Icon,
Abuzer Alib Department of Pharmacognosy, College of Pharmacy, Taif University, Taif, Saudi ArabiaORCID Iconhttps://orcid.org/0000-0002-4313-3896
ORCID Icon,
Abu Tahirc Department of Pharmacology, Raghukul College of Pharmacy, Bhopal, India
,
Mohammed Afroz Bakhtd Department of Chemistry, College of Science and Humanity Studies, Prince Sattam Bin Abdulaziz University, Al-Kharj, Saudi ArabiaORCID Iconhttps://orcid.org/0000-0002-3382-0457
ORCID Icon &
Mohamed Jawed Ahsane Department of Pharmaceutical Chemistry, Maharishi Arvind College of Pharmacy, Jaipur, IndiaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0002-6919-5489
ORCID Icon
Pages 135-144 | Received 13 May 2021, Accepted 10 Oct 2021, Published online: 11 Dec 2021

Figures & data

Figure 1. Some of the isatin containing anticancer agents, target compounds (6a–l), and their interactions with EGFR (PDB ID: 3W2R).

Figure 1. Some of the isatin containing anticancer agents, target compounds (6a–l), and their interactions with EGFR (PDB ID: 3W2R).

Scheme 1. Synthesis of N-[substituted phenyl]hydrazinecarboxamide (4a–l) via ultrasonic irradiation.

Scheme 1. Synthesis of N-[substituted phenyl]hydrazinecarboxamide (4a–l) via ultrasonic irradiation.

Scheme 2. Synthesis of hydrazine carboxamides (6a–l) via ultrasonic irradiation.

Scheme 2. Synthesis of hydrazine carboxamides (6a–l) via ultrasonic irradiation.

Table 1. Optimisation of reaction conditions for the synthesis of N-(4-fluorophenyl)-2–(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazinecarboxamide (6a).

Table 2. Physical constants and yields of the prepared hydrazine carboxamide analogues (6a–l).

Figure 2. The average %GIs of hydrazine carboxamide analogues (6a–l) and Imatinib at 10 µM.

Figure 2. The average %GIs of hydrazine carboxamide analogues (6a–l) and Imatinib at 10 µM.

Table 3. The GP and %GI of hydrazine carboxamides (6a–l) at 10 µM.

Table 4. The average %GIs of hydrazine carboxamides (6a–l) and Imatinib at 10 µM.

Figure 3. The molecular docking of ligands 6a–l within the active site of EGFR.

Figure 3. The molecular docking of ligands 6a–l within the active site of EGFR.

Figure 4. The 2D interaction of the compounds 6b and 6c within the active site of EGFR.

Figure 4. The 2D interaction of the compounds 6b and 6c within the active site of EGFR.

Figure 5. The 3D interaction of the compounds, 6b and 6c within the active site of EGFR.

Figure 5. The 3D interaction of the compounds, 6b and 6c within the active site of EGFR.

Table 5. The molecular docking studies of hydrazine carboxamide analogues (6a–l) against the active site EGFR.

Table 6. The toxicity prediction of hydrazine carboxamide analogues (6a–l).

Supplemental material

Supplemental Material

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