Synthesis and biological activities of some indoline derivatives
Author(s) -
Milind Rode,
Sahebrao S. Rindhe,
B. K. Karale
Publication year - 2009
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc0912377r
Subject(s) - indoline , chemistry , benzoyl chloride , chloride , antifungal , dpph , nitro , organic chemistry , antibacterial activity , mycobacterium tuberculosis , medicinal chemistry , bacteria , nuclear chemistry , antioxidant , tuberculosis , microbiology and biotechnology , alkyl , medicine , genetics , pathology , biology
The reaction of indoline with a substituted benzoyl chloride in the presence of K 2 CO 3 in THF gave compound 4. Compound 4 was subjected to chlorosulphonation to obtain compound 5. Condensation of aromatic amines with compound 5 led to the synthesis of indoline derivatives 6(a-f). Similarly, 5-nitroindoline was treated with a substituted benzoyl chloride to obtain the nitro compound 9, which was reduced using stannous chloride and reacted further with aromatic sulphonyl chloride to obtain the indoline derivatives 11(a-e). These compounds were tested for antibacterial, anti-tuberculosis and antifungal activity. Some of them showed very good activity against some gram-positive and gram negative bacteria, fungal strains and also Mycobacterium tuberculosis. All of the synthesized compounds were subjected to antioxidant activity testing using the in vitro DPPH assay and most of them showed very good activity.
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