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

• Published in: European 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
• Language: English
• 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
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2012.02.004

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.