Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents

A robust design and synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents is described. A relatively safer ionic liquid medium ([BMIM]BF4) was utilized to mediate a one-pot, four-component reaction to access the novel hybrids in short reaction time and good yields. The cyto...

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Autores principales:	M. Shaheer Malik, Reem I. Alsantali, Meshari A. Alsharif, Sultan I. Aljayzani, Moataz Morad, Rabab S. Jassas, Munirah M. Al-Rooqi, Abdulrahman A. Alsimaree, Hatem M. Altass, Basim H. Asghar, Abdelrahman S. Khder, Saleh A. Ahmed
Formato:	article
Lenguaje:	EN
Publicado:	Elsevier 2022
Materias:	Phthalazine Indole Ionic liquids Multicomponent reaction Anticancer activity Molecular docking Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/fce009f7d6c2403eb5e7050db27f4e8e
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spelling	oai:doaj.org-article:fce009f7d6c2403eb5e7050db27f4e8e2021-11-26T04:26:13ZIonic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents1878-535210.1016/j.arabjc.2021.103560https://doaj.org/article/fce009f7d6c2403eb5e7050db27f4e8e2022-02-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S187853522100575Xhttps://doaj.org/toc/1878-5352A robust design and synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents is described. A relatively safer ionic liquid medium ([BMIM]BF4) was utilized to mediate a one-pot, four-component reaction to access the novel hybrids in short reaction time and good yields. The cytotoxic potential of the hybrids was investigated against selected cancer cell lines. The hybrids 5h and 5b displayed potent activity with IC50 values in the range of 5.8–9.6 μM. The insilico docking demonstrated a pronounced affinity of hybrids 5h and 5b towards the human tankyrase-1 enzyme exhibiting binding energies values of −11.2 and −10.2 kcal/mole, respectively. Additional ADME and drug likeliness analyses revealed the potential of the active hybrids to be taken forward for advanced studies.M. Shaheer MalikReem I. AlsantaliMeshari A. AlsharifSultan I. AljayzaniMoataz MoradRabab S. JassasMunirah M. Al-RooqiAbdulrahman A. AlsimareeHatem M. AltassBasim H. AsgharAbdelrahman S. KhderSaleh A. AhmedElsevierarticlePhthalazineIndoleIonic liquidsMulticomponent reactionAnticancer activityMolecular dockingChemistryQD1-999ENArabian Journal of Chemistry, Vol 15, Iss 2, Pp 103560- (2022)
institution	DOAJ
collection	DOAJ
language	EN
topic	Phthalazine Indole Ionic liquids Multicomponent reaction Anticancer activity Molecular docking Chemistry QD1-999
spellingShingle	Phthalazine Indole Ionic liquids Multicomponent reaction Anticancer activity Molecular docking Chemistry QD1-999 M. Shaheer Malik Reem I. Alsantali Meshari A. Alsharif Sultan I. Aljayzani Moataz Morad Rabab S. Jassas Munirah M. Al-Rooqi Abdulrahman A. Alsimaree Hatem M. Altass Basim H. Asghar Abdelrahman S. Khder Saleh A. Ahmed Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
description	A robust design and synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents is described. A relatively safer ionic liquid medium ([BMIM]BF4) was utilized to mediate a one-pot, four-component reaction to access the novel hybrids in short reaction time and good yields. The cytotoxic potential of the hybrids was investigated against selected cancer cell lines. The hybrids 5h and 5b displayed potent activity with IC50 values in the range of 5.8–9.6 μM. The insilico docking demonstrated a pronounced affinity of hybrids 5h and 5b towards the human tankyrase-1 enzyme exhibiting binding energies values of −11.2 and −10.2 kcal/mole, respectively. Additional ADME and drug likeliness analyses revealed the potential of the active hybrids to be taken forward for advanced studies.
format	article
author	M. Shaheer Malik Reem I. Alsantali Meshari A. Alsharif Sultan I. Aljayzani Moataz Morad Rabab S. Jassas Munirah M. Al-Rooqi Abdulrahman A. Alsimaree Hatem M. Altass Basim H. Asghar Abdelrahman S. Khder Saleh A. Ahmed
author_facet	M. Shaheer Malik Reem I. Alsantali Meshari A. Alsharif Sultan I. Aljayzani Moataz Morad Rabab S. Jassas Munirah M. Al-Rooqi Abdulrahman A. Alsimaree Hatem M. Altass Basim H. Asghar Abdelrahman S. Khder Saleh A. Ahmed
author_sort	M. Shaheer Malik
title	Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
title_short	Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
title_full	Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
title_fullStr	Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
title_full_unstemmed	Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
title_sort	ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents
publisher	Elsevier
publishDate	2022
url	https://doaj.org/article/fce009f7d6c2403eb5e7050db27f4e8e
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Ionic liquid mediated four-component synthesis of novel phthalazinone based indole-pyran hybrids as cytotoxic agents

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