Synthesis and anticancer activity studies on some 2-chloro-1,4-bis-(5- substituted-1,3,4-oxadiazol-2-ylmethyleneoxy) phenylene derivatives

B. Shivarama Holla, K. Narayana Poojary, K. Subrahmanya Bhat, Mithun Ashok, Boja Poojary

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

2-Chloro-1,4-phenylenedioxy-bis-acetyl hydrazine 1 on reacting with aromatic carboxylic acids in the presence of phosphorus oxychloride affords 2-chloro-bis-1,3,4-oxadiazoles 3a-f and 4a-d. Aroyl hydrazine 1 on reacting with carbon disulphide under basic condition gives oxadiazole-2-thione 2. Three out of four tested compounds show anticancer activity in the primary anticancer assay. These compounds have been extensively screened against a panel of sixty cancer cell lines derived from leukemia, lung, colon, CNS, melanoma, ovarian, renal, prostate and breast cancer, respectively. It is interesting to note that compounds 3d and 3f show significant anticancer activity against most of the cell lines with GI50 values <100 μM concentrations.

Original languageEnglish
Pages (from-to)1669-1673
Number of pages5
JournalIndian Journal of Chemistry - Section B Organic and Medicinal Chemistry
Volume44
Issue number8
Publication statusPublished - 08-2005

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hydrazine
Cells
Oxadiazoles
Carbon Disulfide
Derivatives
Thiones
Cell Line
Kidney Neoplasms
Carboxylic Acids
Carboxylic acids
Ovarian Neoplasms
Melanoma
Assays
Prostatic Neoplasms
Colon
Leukemia
Breast Neoplasms
Lung
Neoplasms

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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abstract = "2-Chloro-1,4-phenylenedioxy-bis-acetyl hydrazine 1 on reacting with aromatic carboxylic acids in the presence of phosphorus oxychloride affords 2-chloro-bis-1,3,4-oxadiazoles 3a-f and 4a-d. Aroyl hydrazine 1 on reacting with carbon disulphide under basic condition gives oxadiazole-2-thione 2. Three out of four tested compounds show anticancer activity in the primary anticancer assay. These compounds have been extensively screened against a panel of sixty cancer cell lines derived from leukemia, lung, colon, CNS, melanoma, ovarian, renal, prostate and breast cancer, respectively. It is interesting to note that compounds 3d and 3f show significant anticancer activity against most of the cell lines with GI50 values <100 μM concentrations.",
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Synthesis and anticancer activity studies on some 2-chloro-1,4-bis-(5- substituted-1,3,4-oxadiazol-2-ylmethyleneoxy) phenylene derivatives. / Holla, B. Shivarama; Poojary, K. Narayana; Bhat, K. Subrahmanya; Ashok, Mithun; Poojary, Boja.

In: Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, Vol. 44, No. 8, 08.2005, p. 1669-1673.

Research output: Contribution to journalArticle

TY - JOUR

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AU - Poojary, Boja

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AB - 2-Chloro-1,4-phenylenedioxy-bis-acetyl hydrazine 1 on reacting with aromatic carboxylic acids in the presence of phosphorus oxychloride affords 2-chloro-bis-1,3,4-oxadiazoles 3a-f and 4a-d. Aroyl hydrazine 1 on reacting with carbon disulphide under basic condition gives oxadiazole-2-thione 2. Three out of four tested compounds show anticancer activity in the primary anticancer assay. These compounds have been extensively screened against a panel of sixty cancer cell lines derived from leukemia, lung, colon, CNS, melanoma, ovarian, renal, prostate and breast cancer, respectively. It is interesting to note that compounds 3d and 3f show significant anticancer activity against most of the cell lines with GI50 values <100 μM concentrations.

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