One-pot multicomponent synthesis of novel thiazolylhydrazone derivatives and their antimicrobial activity
A series of novel thiazolylhydrazone derivatives ( 4a – f , 6a – f ) were synthesized via one-pot multicomponent condensation of 1,3-indandione ( 1 ), thiosemicarbazide ( 2 ) and 3-(2-bromoacetyl)-2 H -chromen-2-ones ( 3a – f )/2-bromo-1-(4-substituted-phenyl)ethanone ( 5a – f ). All the synthesized...
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Published in | Research on chemical intermediates Vol. 41; no. 12; pp. 9703 - 9713 |
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Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
Published |
Dordrecht
Springer Netherlands
01.12.2015
|
Subjects | |
Online Access | Get full text |
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Summary: | A series of novel thiazolylhydrazone derivatives (
4a
–
f
,
6a
–
f
) were synthesized via one-pot multicomponent condensation of 1,3-indandione (
1
), thiosemicarbazide (
2
) and 3-(2-bromoacetyl)-2
H
-chromen-2-ones (
3a
–
f
)/2-bromo-1-(4-substituted-phenyl)ethanone (
5a
–
f
). All the synthesized compounds were characterized by spectral and elemental analyses. All the synthesized compounds were evaluated for their in vitro antimicrobial activity. Antibacterial activity results revealed that compound
6d
, possessing 4-methylphenyl on thiazole ring, has shown equipotent activity against
K. pneumoniae
(ZOI 22 mm, MIC 50 µg/ml) on comparing with the standard drug Streptomycin. Compounds
4a
–
f
,
6a
,
6b
, and
6d
against
P. aeruginosa
and compounds (
4a
–
d
) against
S. pyogenes
have shown promising antibacterial activity with ZOI ranging from 14 to 17 mm. Antifungal activity results revealed that, compound
6d
has shown maximum zone of inhibition against four fungal strains
C. albicans
,
C. glabrata
,
A. niger
, and
A. parasiticus
with ZOI 19, 16, 20, and 20 mm, respectively, on comparing with the standard drug clotrimazole. |
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ISSN: | 0922-6168 1568-5675 |
DOI: | 10.1007/s11164-015-1959-8 |