Synthesis of novel α-aminophosphonates under microwave irradiation, biological evaluation as antiproliferative agents and apoptosis inducers
Journal Article
·
· Medicinal Chemistry Research (Print)
- Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Laboratorio de Química Industrial y Laboratorio de Ingeniería Genética y Genómica Av. Universidad s/n, Cd. Universitaria (Mexico)
- University of Alberta, Faculty of Pharmacy and Pharmaceutical Sciences (Canada)
- Universidad Autónoma de Nuevo León, Facultad de Medicina (Mexico)
The synthesis of two series of α-aminophosphonates was achieved by Microwave Irradiation (MW), using the one-pot Kabachnik–Fields reaction. Based on a green chemistry approach, the reactions were carried out using ethanol as the only solvent and without any catalyst, and short reaction times (20–40 min), in variable yields. Both series were tested to determine their cell proliferation inhibition activity in MDA-MB-231, MCF-7 and MCF-10A cell lines. Ethyl 4-(((diphenoxyphosphoryl)(4-(diphenylamino)phenyl)methyl)amino) benzoate 4e and diphenyl (((4-(((S)-2-hydroxy-1-phenylethyl)carbamoyl)phenyl)amino)(4-hydroxyphenyl)methyl)phosphonate 6b, showed cell proliferation inhibition activity only in the cancer cell line MCF-7 and no effect on the normal cell line MFC-10A, both compounds caused cell death by inducing apoptosis.
- OSTI ID:
- 22936159
- Journal Information:
- Medicinal Chemistry Research (Print), Journal Name: Medicinal Chemistry Research (Print) Journal Issue: 11 Vol. 28; ISSN 1054-2523
- Country of Publication:
- United States
- Language:
- English
Similar Records
Nano Sb{sub 2}O{sub 3} catalyzed green synthesis, cytotoxic activity, and molecular docking study of novel α-aminophosphonates
Breast cancer cell behaviors on staged tumorigenesis-mimicking matrices derived from tumor cells at various malignant stages
Differential control of growth, cell cycle progression, and expression of NF-{kappa}B in human breast cancer cells MCF-7, MCF-10A, and MDA-MB-231 by ponicidin and oridonin, diterpenoids from the chinese herb Rabdosia rubescens
Journal Article
·
Mon Apr 15 00:00:00 EDT 2019
· Medicinal Chemistry Research (Print)
·
OSTI ID:22936203
Breast cancer cell behaviors on staged tumorigenesis-mimicking matrices derived from tumor cells at various malignant stages
Journal Article
·
Fri Sep 20 00:00:00 EDT 2013
· Biochemical and Biophysical Research Communications
·
OSTI ID:22242108
Differential control of growth, cell cycle progression, and expression of NF-{kappa}B in human breast cancer cells MCF-7, MCF-10A, and MDA-MB-231 by ponicidin and oridonin, diterpenoids from the chinese herb Rabdosia rubescens
Journal Article
·
Thu Nov 10 23:00:00 EST 2005
· Biochemical and Biophysical Research Communications
·
OSTI ID:20713435