Abstract
The novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties were designed and synthesized, and their DNA photocleaving abilities were evaluated in order to examine the effect of the disaccharide structures. The configurations of the glycosidic bonds in the disaccharide strongly affected the DNA photocleaving ability, and two β-glycosidic bond linkages were very effective for the DNA photocleavage. Furthermore, the quinoxaline-disaccharide hybrids exhibited selective cytotoxicity against cancer cells with photoirradiation.
| Original language | English |
|---|---|
| Pages (from-to) | 2777-2779 |
| Number of pages | 3 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 14 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2004 Jun 7 |
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Keywords
- Carbohydrate
- Cytotoxicity
- DNA photocleavage
- Oligosaccharide
- Quinoxaline
ASJC Scopus subject areas
- Biochemistry
- Molecular Biology
- Organic Chemistry
- Drug Discovery
- Pharmaceutical Science
Cite this
The significant effect of the carbohydrate structures on the DNA photocleavage of the quinoxaline-carbohydrate hybrids. / Toshima, Kazunobu; Ozawa, Tomohiro; Kimura, Tomonori; Matsumura, Shuichi.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 11, 07.06.2004, p. 2777-2779.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - The significant effect of the carbohydrate structures on the DNA photocleavage of the quinoxaline-carbohydrate hybrids
AU - Toshima, Kazunobu
AU - Ozawa, Tomohiro
AU - Kimura, Tomonori
AU - Matsumura, Shuichi
PY - 2004/6/7
Y1 - 2004/6/7
N2 - The novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties were designed and synthesized, and their DNA photocleaving abilities were evaluated in order to examine the effect of the disaccharide structures. The configurations of the glycosidic bonds in the disaccharide strongly affected the DNA photocleaving ability, and two β-glycosidic bond linkages were very effective for the DNA photocleavage. Furthermore, the quinoxaline-disaccharide hybrids exhibited selective cytotoxicity against cancer cells with photoirradiation.
AB - The novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties were designed and synthesized, and their DNA photocleaving abilities were evaluated in order to examine the effect of the disaccharide structures. The configurations of the glycosidic bonds in the disaccharide strongly affected the DNA photocleaving ability, and two β-glycosidic bond linkages were very effective for the DNA photocleavage. Furthermore, the quinoxaline-disaccharide hybrids exhibited selective cytotoxicity against cancer cells with photoirradiation.
KW - Carbohydrate
KW - Cytotoxicity
KW - DNA photocleavage
KW - Oligosaccharide
KW - Quinoxaline
UR - http://www.scopus.com/inward/record.url?scp=2342632050&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=2342632050&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2004.03.065
DO - 10.1016/j.bmcl.2004.03.065
M3 - Article
C2 - 15125931
AN - SCOPUS:2342632050
VL - 14
SP - 2777
EP - 2779
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 11
ER -