Abstract
Three different types of 1,4-disubstituted anthracenes were synthesized, and their cytotoxicity in a panel of tumor cells was compared with that of the corresponding 9,10-disubstituted anthracenes. The panel contained human myeloma, melanoma, colon, and lung cancer cells and sensitive and multidrug- resistant murine L1210 leukemia cells. These compounds had [[(dimethylamino)ethyl]amino]methyl, N-[(dimethylamino)ethyl]carbamoyl, and carboxaldehyde (4,5-dihydro-1H-imidazol-2-yl)hydrazone side chains. The 1,4- diamide was more potent across the tumor panel than the corresponding 9,10- isomer, but the 1,4-diamine and the 1,4-hydrazone were less potent than their 9,10-isomers. Although the 1,4-hydrazone was active against P388 leukemia in mice, it was inactive against L1210 leukemia. Within each pair of compounds, the one with greater average potency against tumor cells gave a greater increase in the transition melt temperature of DNA.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3734-3738 |
| Number of pages | 5 |
| Journal | Journal of Medicinal Chemistry |
| Volume | 40 |
| Issue number | 23 |
| DOIs | |
| State | Published - 1997 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
1,4-disubstituted anthracene antitumor agents. / Iyengar, Bhashyam S.; Dorr, Robert T; Alberts, David S; Sólyom, Anikó M.; Krutzsch, Mary; Remers, William A.
In: Journal of Medicinal Chemistry, Vol. 40, No. 23, 1997, p. 3734-3738.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - 1,4-disubstituted anthracene antitumor agents
AU - Iyengar, Bhashyam S.
AU - Dorr, Robert T
AU - Alberts, David S
AU - Sólyom, Anikó M.
AU - Krutzsch, Mary
AU - Remers, William A.
PY - 1997
Y1 - 1997
N2 - Three different types of 1,4-disubstituted anthracenes were synthesized, and their cytotoxicity in a panel of tumor cells was compared with that of the corresponding 9,10-disubstituted anthracenes. The panel contained human myeloma, melanoma, colon, and lung cancer cells and sensitive and multidrug- resistant murine L1210 leukemia cells. These compounds had [[(dimethylamino)ethyl]amino]methyl, N-[(dimethylamino)ethyl]carbamoyl, and carboxaldehyde (4,5-dihydro-1H-imidazol-2-yl)hydrazone side chains. The 1,4- diamide was more potent across the tumor panel than the corresponding 9,10- isomer, but the 1,4-diamine and the 1,4-hydrazone were less potent than their 9,10-isomers. Although the 1,4-hydrazone was active against P388 leukemia in mice, it was inactive against L1210 leukemia. Within each pair of compounds, the one with greater average potency against tumor cells gave a greater increase in the transition melt temperature of DNA.
AB - Three different types of 1,4-disubstituted anthracenes were synthesized, and their cytotoxicity in a panel of tumor cells was compared with that of the corresponding 9,10-disubstituted anthracenes. The panel contained human myeloma, melanoma, colon, and lung cancer cells and sensitive and multidrug- resistant murine L1210 leukemia cells. These compounds had [[(dimethylamino)ethyl]amino]methyl, N-[(dimethylamino)ethyl]carbamoyl, and carboxaldehyde (4,5-dihydro-1H-imidazol-2-yl)hydrazone side chains. The 1,4- diamide was more potent across the tumor panel than the corresponding 9,10- isomer, but the 1,4-diamine and the 1,4-hydrazone were less potent than their 9,10-isomers. Although the 1,4-hydrazone was active against P388 leukemia in mice, it was inactive against L1210 leukemia. Within each pair of compounds, the one with greater average potency against tumor cells gave a greater increase in the transition melt temperature of DNA.
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UR - http://www.scopus.com/inward/citedby.url?scp=0030729479&partnerID=8YFLogxK
U2 - 10.1021/jm970308+
DO - 10.1021/jm970308+
M3 - Article
C2 - 9371238
AN - SCOPUS:0030729479
VL - 40
SP - 3734
EP - 3738
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
SN - 0022-2623
IS - 23
ER -