Multi-component synthesis and in vitro and in vivo anticancer activity of novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides

A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectra...

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Published inEuropean journal of medicinal chemistry Vol. 50; pp. 274 - 279
Main Authors Rajanarendar, E., Raju, S., Reddy, M. Nagi, Krishna, S. Rama, Kiran, L. Hari, Narasimha Reddy, A. Ram, Reddy, Y. Narasimha
Format Journal Article
LanguageEnglish
Published ISSY-LES-MOULINEAUX Elsevier Masson SAS 01.04.2012
Elsevier
Subjects
Animals
Antineoplastic agents
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - pharmacology
Biological and medical sciences
Chemistry, Medicinal
Cyclic N-Oxides - chemical synthesis
Cyclic N-Oxides - pharmacology
Drug Screening Assays, Antitumor
Female
General aspects
Humans
In Vitro Techniques
In vitro anticancer activity
In vivo anticancer activity
Isoxazoles - chemical synthesis
Isoxazoles - pharmacology
Life Sciences & Biomedicine
Medical sciences
Mice
Molecular Structure
Multi-component synthesis
Neoplasms - drug therapy
Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Science & Technology
Structure-Activity Relationship
Tumor Cells, Cultured
Multi-component synthesis
Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides
In vivo anticancer activity
In vitro anticancer activity
INHIBITION
In vivo anticancer activity
NITRIC-OXIDE
MOSQUITO LARVICIDAL ACTIVITY
In vitro anticancer activity
HUMAN-IMMUNODEFICIENCY-VIRUS
DERIVATIVES
Adenocarcinoma
Antineoplastic agent
Intraperitoneal administration
Nitrone
Spontaneous
Cytotoxicity
pyridine-N-oxides
Uterine cervix
Novel arylmethylene bis-isoxazolo[4,5-b]
Structure activity relation
Bicyclic compound
Mammary gland
Chemical synthesis
Tumor cell
Oxygen nitrogen heterocycle
Human
Rodentia
Benzene derivatives
Malignant tumor
In vitro
Hela cell line
Mammary gland diseases
In vivo
Vertebrata
Chemotherapy
Mammalia
Treatment
Cell line
Mouse
Animal
Ehrlich ascites tumor
Cancer
Online AccessGet full text

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Abstract A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectral and analytical data. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human cancer cell lines and in vivo anticancer activity on EAC-bearing mice. Compound 1a was found to be the most active both in in vitro and in vivo cytotoxic studies. Multi-component synthesis of novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides and their in vitro and in vivo anticancer activity was reported. [Display omitted] ► Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides. ► Multi-component one-pot synthesis. ► In vitro and In vivo anticancer activity. ► Compounds 1a and 1h showed good in vivo anticancer activity.
AbstractList A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectral and analytical data. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human cancer cell lines and in vivo anticancer activity on EAC-bearing mice. Compound 1a was found to be the most active both in in vitro and in vivo cytotoxic studies. Multi-component synthesis of novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides and their in vitro and in vivo anticancer activity was reported. [Display omitted] ► Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides. ► Multi-component one-pot synthesis. ► In vitro and In vivo anticancer activity. ► Compounds 1a and 1h showed good in vivo anticancer activity.
A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectral and analytical data. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human cancer cell lines and in vivo anticancer activity on EAC-bearing mice. Compound 1a was found to be the most active both in in vitro and in vivo cytotoxic studies. (C) 2012 Elsevier Masson SAS. All rights reserved.
A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectral and analytical data. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human cancer cell lines and in vivo anticancer activity on EAC-bearing mice. Compound 1a was found to be the most active both in in vitro and in vivo cytotoxic studies.
Author Krishna, S. Rama
Reddy, M. Nagi
Narasimha Reddy, A. Ram
Rajanarendar, E.
Kiran, L. Hari
Raju, S.
Reddy, Y. Narasimha
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  givenname: M. Nagi
  surname: Reddy
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  givenname: S. Rama
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Keywords Multi-component synthesis
Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides
In vivo anticancer activity
In vitro anticancer activity
INHIBITION
In vivo anticancer activity
NITRIC-OXIDE
MOSQUITO LARVICIDAL ACTIVITY
In vitro anticancer activity
HUMAN-IMMUNODEFICIENCY-VIRUS
DERIVATIVES
Adenocarcinoma
Antineoplastic agent
Intraperitoneal administration
Nitrone
Spontaneous
Cytotoxicity
pyridine-N-oxides
Uterine cervix
Novel arylmethylene bis-isoxazolo[4,5-b]
Structure activity relation
Bicyclic compound
Mammary gland
Chemical synthesis
Tumor cell
Oxygen nitrogen heterocycle
Human
Rodentia
Benzene derivatives
Malignant tumor
In vitro
Hela cell line
Mammary gland diseases
In vivo
Vertebrata
Chemotherapy
Mammalia
Treatment
Cell line
Mouse
Animal
Ehrlich ascites tumor
Cancer
Language English
License CC BY 4.0
Copyright © 2012 Elsevier Masson SAS. All rights reserved.
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Publisher Elsevier Masson SAS
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Snippet A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially...
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SubjectTerms Animals
Antineoplastic agents
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - pharmacology
Biological and medical sciences
Chemistry, Medicinal
Cyclic N-Oxides - chemical synthesis
Cyclic N-Oxides - pharmacology
Drug Screening Assays, Antitumor
Female
General aspects
Humans
In Vitro Techniques
In vitro anticancer activity
In vivo anticancer activity
Isoxazoles - chemical synthesis
Isoxazoles - pharmacology
Life Sciences & Biomedicine
Medical sciences
Mice
Molecular Structure
Multi-component synthesis
Neoplasms - drug therapy
Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Science & Technology
Structure-Activity Relationship
Tumor Cells, Cultured
Title Multi-component synthesis and in vitro and in vivo anticancer activity of novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides
URI https://dx.doi.org/10.1016/j.ejmech.2012.02.004
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