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Synthesis of New Heteroaryl α‐Aminophosphonates and Evaluation of Their Cytotoxicity against Human Breast Cancer MCF‐7 Cell Lines
Author(s) -
Kuruva Chandra S.,
Gandavaram Syam P.,
Kadiam Venkata S.,
Valluru Lokanatha,
Chamarthi Naga R.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800700
Subject(s) - cytotoxicity , mcf 7 , aromatase , apoptosis , lactate dehydrogenase , chemistry , mtt assay , cancer cell , cell growth , breast cancer , cell culture , cancer research , biochemistry , stereochemistry , pharmacology , cancer , human breast , enzyme , biology , in vitro , medicine , genetics
Abstract Breast cancer has a rate of occurrence of one in nine. Aromatase also named estrogen synthase which is found to be associated with breast cancer and it has also been one of the targets for treatment and the current work explores the potentiality of a new heteroaryl α‐aminophosphonates 9 a‐j . The new heteroaryl α‐aminophosphonates 9 a‐j were synthesized using the reactions involving 2‐aminobenzothiazole ( 6 ), various heteroaryl aldehydes 7 a‐j and 2,3‐dihydro[1, 3,2]oxazaphospholo[4, 5‐ b ]pyridine‐2‐oxide ( 5 ). The QSAR (quantitative structure activity relationship) descriptors, PreADMET (adsorption, distribution, metabolism, excretion and toxicity) analysis and binding interaction simulation studies with X‐Ray crystallographic structure of Aromatase have positively forwarded us for the cytotoxicity evaluation of the title compounds by Morphological study, Cell proliferation inhibition assay (MTT), Lactate dehydrogenase (LDH) assay and Hoechst staining (apoptosis). An improved apoptotic cell number was observed in Hoechst staining using compounds 9 e and 9 h further corroborated by LDH assay. Current work supports to conclude the promising ability of the title compounds to induce apoptosis through nuclear fragmentation of breast cancer cells by regulating their metabolic functions.