Nahla Said M. Ibrahim

Cairo University

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Ashraf F. Zaher

Cairo University

Hanan H. Kadry

Cairo University

Khaled O. Mohamed

Cairo University

Hany A. Abdel-Salam

Benha University

Mohammed Salem

University Hospitals Plymouth NHS Trust

Soheir. Mohamed

Cairo University

M. Afifi

Misr International University

Saad Mohamed

Tabbin Institute for Metallurgical Studies

A. El-Sisi

Agricultural Research Center

Mohamed M. Rashad

Benha University

Cooperative Institutions

Cairo University

Benha University

Ain Shams University

University Hospitals Plymouth NHS Trust

Zagazig University

Sinai University

Assiut University Hospitals

Misr International University

National Institute of Standards

World Health Organization Regional Office for the Eastern Mediterranean

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Review: synthesis and anticancer activity of pyrimido[4,5-b]quinolines in the last twenty years

Chemical Papers (2024)

Nahla Said M. Ibrahim Hanan H. Kadry Ashraf F. Zaher Khaled O. Mohamed

Abstract Pyrimido[4,5- b ]quinoline is a vital structural motif. The synthesis of pyrimido[4,5- b ]quinolines has been a challenging topic in medicinal chemistry. A wide range of starting materials have been employed to achieve this nucleus such as quinoline derivatives and isatins. Multi-component one-pot synthestic approaches were employed either by using barbituric or thiobarbituric acid, amines and aldehydes or from 6-aminouracils, aldehydes and cyclohexanone derivatives. Recent synthetic strategies and many green chemistry techniques have improved pyrimido[4,5- b ]quinolines synthesis over the last twenty years. Among the many reported biological activities of pyrimido[4,5- b ]quinolines, anticancer activity attracted research attention over the past couple of decades. Many derivatives have shown promising anticancer activity on different cancer cell lines such as MCF-7, A549, K562 and others. They also demonstrated activity on different enzymes and receptors such as tyrosine kinases, tyrosyl-DNA Phosphodiesterase II and HDM2 ubiquitin ligase (E3) that promote apoptosis, repair DNA damage, and induce cell cycle arrest. This review critically examines the recent synthetic approaches employed for the synthesis of pyrimido[4,5- b ]quinolines and explores their reported anticancer activities.

Quinoline

Quinoxaline

K562 cells

10.1007/s11696-024-03316-6

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Citations (4)

Synthesis of novel pyrimido[4,5‐b]quinoline derivatives as dual EGFR/HER2 inhibitors as anticancer agents

Archiv der Pharmazie (2023)

Nahla Said M. Ibrahim Hanan H. Kadry Ashraf F. Zaher Khaled O. Mohamed

Abstract A series of novel N ‐aryl‐5‐aryl‐6,7,8,9‐tetrahydropyrimido[4,5‐ b ]quinolin‐4‐amines 4a–4l was synthesized as potential anticancer agents through Dimroth rearrangement reaction of intermediates 3a–3c . Pyrimido[4,5‐ b ]quinolines 4a–4l showed promising activity against the Michigan Cancer Foundation‐7 (MCF‐7) cell line, compared with lapatinib as the reference drug. Compounds 4d , 4h , 4i , and 4l demonstrated higher cytotoxic activity than lapatinib, with IC 50 values of 2.67, 6.82, 4.31, and 1.62 µM, respectively. Compounds 4d , 4i , and 4l showed promising epidermal growth factor receptor (EGFR) inhibition with IC 50 values of 0.065, 0.116, and 0.052 µM, respectively. These compounds were subjected to human epidermal growth factor receptor 2 (HER2) inhibition and showed IC 50 values of 0.09, 0.164, and 0.055 µM, respectively. Compounds 4d , 4i , and 4l are good candidates as dual EGFR/HER2 inhibitors. The most active compound, 4l , was subjected to cell‐cycle analysis and induced cell‐cycle arrest at the S phase. Compound 4l induced apoptosis 60‐fold compared with control untreated MCF‐7 cells. 4l can inhibit cancer metastasis. It reduced MCF‐7 cell infiltration and metastasis by 45% compared with control untreated cells.

Lapatinib

IC50

EGFR Inhibitors

Quinoline

Growth inhibition

10.1002/ardp.202300513

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Citations (2)

TOXICOLOGICAL STUDIES OF SOME PLANT EXTRACTS AGAINST GLASSY CLOVER SNAIL; Monacha obstructa (PFIFFER)

Journal of Plant Protection and Pathology /Journal of Plant Protection and Pathology (2007)

M. Afifi Nahla Said M. Ibrahim A. El-Sisi Soheir. Mohamed

Plants of Santonia (Foliage), Red Pepper (fruits) and Pomegranate (fruit' s Skin peel) were extracted in boiled water, filtered and the obtained extracts were used as crude extracts.Also, the acetone extracts of these plants in addition to Fennel (seeds), Black pepper (Fruits) and Neem (seeds) had been screened in laboratory for their molluscicidal activities against glassy clover snail; Monacha obstructa (Pfiffer), three concentrations of each plant crude extract were tested as bait, residual film, leaf-dipping and repellency technique.Results indicated that, water extracts had no effect on snails, and no mortality of snail individuals was recorded.Acetone extract of Fennel exhibited more toxic effect than other plant extracts on bait and dipping technique.The efficiency of Fennel and Pomegranate was the highest followed by Black pepper, Santonia, Red pepper and Neem on residual film technique, while in the repellency tests, Santonisa and Neem exhibited high repellent action than other plant extracts.In order to identify the plant extract components, the extracts were subjected to thin layer chromatography technique.The extracts of Black pepper, Pomegranate, Fennel, Santonia, Red pepper and Neem contained 5, 2, 3, 2, 6 and 3 spots, respectively.The acetone extract of Black pepper yielded 5 fractions having (RF) values of 0.4, 0.5, 0.6, 0.8 and 0.9 cm.Other plant extracts showed different developed fractions.

10.21608/jppp.2007.219650

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Synthesis of novel pyrimido[4,5‐b]quinolines as potential anticancer agents and HER2 inhibitors

Chemical Biology & Drug Design (2023)

Nahla Said M. Ibrahim Hanan H. Kadry Ashraf F. Zaher Khaled O. Mohamed

A series of N-arylpyrimido[4,5-b]quinolines 3a-e and 2-aryl-2,3-dihydropyrimido[4,5-b]quinoline-4(1H)-ones 5a-e was designed and synthesized as potential anticancer agents against breast cancer. Compounds 3e, 5a, 5b, 5d, and 5e showed promising activity against the MCF-7 cell line. Among them, compound 5b was the most active with IC50 of 1.67 μM. Compound 5b promoted apoptosis and induced cell cycle arrest at S phase. 5b increased the level of pro-apoptotic proteins p53, Bax, and caspase-7 and inhibited the anti-apoptotic protein Bcl-2. Furthermore, all the synthesized compounds were docked into the crystal structure of HER2 (PBD: 3 pp0). Compounds 3e, 5a, 5b, 5d, and 5e showed good energy scores and binding modes. Finally, Compound 5b was evaluated on the HER2 assay and revealed good inhibition with IC50 of 0.073 μM.

Quinoline

IC50

Lead compound

10.1111/cbdd.14307

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Citations (6)

A comprehensive study of histology and ultrastructure in the spine, tube feet, and aristotle's lantern of Echinometra mathaei from the northern Red Sea

Mediterranean Aquaculture Journal (2024)

Mohamed M. Rashad Nahla Said M. Ibrahim Mohammed Salem Saad Mohamed Hany A. Abdel-Salam

Lantern

Histology

10.21608/maj.2024.411259

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