Microwave-assisted synthesis of benzenesulfonohydrazide and benzenesulfonamide cyclic imide hybrid molecules and their evaluation for anticancer activity
4-Methyl benzenesulfonohydrazide ( 1a ) and 4-methoxy benzenesulfonohydrazide ( 1b ) on condensation with furan-2,5-dione, hexahydroisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione and isochroman-1,3-dione under microwave irradiation condition gave corresponding condensation prod...
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Veröffentlicht in: | Medicinal chemistry research 2015-10, Vol.24 (10), p.3760-3771 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 4-Methyl benzenesulfonohydrazide (
1a
) and 4-methoxy benzenesulfonohydrazide (
1b
) on condensation with furan-2,5-dione, hexahydroisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione and isochroman-1,3-dione under microwave irradiation condition gave corresponding condensation products
2a
,
b
;
3a
,
b
;
4a
,
b
and
5a
,
b
, respectively, in good yields. Microwave-assisted condensation of 4-amino-
N
-(thiazol-2-yl)benzenesulfonamide (
6a
), 4-amino-
N
-(pyrimidin-2-yl)benzenesulfonamide (
6b
) and 4-amino-
N
-(4-methyl pyrimidin-2-yl)benzenesulfonamide (
6c
) with furan-2,5-dione, hexahydroisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione and isochroman-1,3-dione gave corresponding condensation products
7a
–
c
,
8a
–
c
,
9a
–
c
and
10a
–
c
, respectively, in good yields. All these compounds, i.e.,
2a
,
b
;
3a
,
b
;
4a
,
b
;
5a
,
b
;
7a
–
c
;
8a
–
c
;
9a
–
c
and
10a
–
c
, were screened for
in vitro
anticancer activity against five human cancer cell lines, i.e., breast (T47D), lung (NCl H-522), colon (HCT-15), ovary (PA-1) and liver (Hep G2). Compounds
7c
and
9c
exhibited good anticancer activity against ovary (PA-1) (IC
50
value
8.12 ± 1.83
µM) and liver (Hep G2) (IC
50
value
4 ± 1.9
µM) cancer cell lines, respectively. |
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ISSN: | 1054-2523 1554-8120 |
DOI: | 10.1007/s00044-015-1414-9 |