Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 24, Issue 22, Pages 5873-5883Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2016.09.044
Keywords
1,3-Dipolar cycloaddition; Dispiro heterocycles; Azomethine ylides; M. tuberculosis H(37)Rv; CCRF-CEM; AchE inhibition
Funding
- UGC, New Delhi
Ask authors/readers for more resources
A facile stereoselective synthesis of novel dispiro indeno pyrrolidine/pyrrolothiazole-thiochroman hybrids has been achieved by 1,3-dipolar cycloaddition of azomethine ylides, generated in situ from ninhydrin and sarcosine/thiaproline, on a series of 3-benzylidenethiochroman-4-ones. The synthesised compounds were screened for their antimycobacterial, anticancer and AchE inhibition activities. Compound 41 (IC50 1.07 mu M) has been found to exhibit the most potent antimycobacterial activity compared to cycloserine (12 times), pyrimethamine (37 times) and ethambutol (IC50 <1.56 mu M) and 61 (IC50 = 2.87 mu M) is more active than both cycloserine (4 times) and pyrimethamine (12 times). Three compounds, 4a, 6b and 6i, display good anticancer activity against CCRF-CEM cell lines. Compounds 6g and 4g display maximum AchE inhibitory activity with IC50 values of 1.10 and 1.16 mu mol/L respectively. (C) 2016 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available