Structure-activity relationship study of anthraquinones: 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethoxy)ethyl]amino]-9,10-anthracenedione, an analog of an established antineoplastic agent.

doi:10.1002/JPS.2600710626

Paper

Structure-activity relationship study of anthraquinones: 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethoxy)ethyl]amino]-9,10-anthracenedione, an analog of an established antineoplastic agent.

Published Jun 1, 1982 · R. K. Zee-Cheng, C. Cheng

Journal of pharmaceutical sciences

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17

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Abstract

An oxygen analog of the antineoplastic anthraquinone, 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethyl)amino]ethyl]amino - 9,10-anthracenedione, was synthesized. This compound, 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethoxy)ethyl]amino] - 9,10-anthracenedione, was found to be inactive against P-388 lymphocytic leukemia. A comparative structure-activity study of these two anthraquinones in terms of previously postulated N--O--O triangulation hypothesis was discussed.

In Vitro Study

Study Snapshot

The oxygen analog of an established antineoplastic agent, 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethoxy)ethyl]amino]-9,10-anthracenedione, was found to be inactive against P-388 lymphocytic leuk

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Structure-activity relationship study of anthraquinones: 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethoxy)ethyl]amino]-9,10-anthracenedione, an analog of an established antineoplastic agent.

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References

Antineoplastic agents. Structure-activity relationship study of bis(substituted aminoalkylamino)anthraquinones.

DHAQ shows potent inhibitory activity against P-388 leukemia and B-16 melanoma systems, with the center nitrogen atom of the side chain being crucial for antineoplastic activity.

Synthesis of episilon-rhodomycinone glycosides.

Episilon-rhodomycinone glycosides show potential as a promising anti-tumor agent, with 2-deoxy-di-O-acetyl-D-ribopyranosyl-episilon-rhodomycinone showing 125 T

Common receptor-complement feature among some antileukemic compounds.

A common structural feature found among some antileukemic compounds may contribute to their binding to relevant receptor sites involved in leukemia gene expression.

Synthesis of 2'-deoxy-L-fucopyranosylcarminomycinone and -epsilon-pyrromycinone as well as 2'-deoxy-D-erythro-pentopyranosyldaunomycinone, -carminomycinone, and -epsilon-pyrromycinone.

2'-deoxy-L-fucopyranosylcarminomycinone shows potential as a more active drug than carminomycin at higher dosages on L1210, suggesting its potential as a new anti-inflammatory agent.

Effect of dihydroxyanthraquinone and radiation on G2 progression.

Dihydroxyanthraquinone (DHAQ) can prolong the division delay induced by ionizing radiation, requiring caution when combining it with radiation for clinical use.

Citations

An efficient synthesis and biological evaluation of novel analogues of natural product Cephalandole A: A new class of antimicrobial and antiplatelet agents.

Cephalandole A 2 and its novel analogues 21a-o show potential antimicrobial and antiplatelet activity, offering a new class of antimicrobial and antiplatelet agents.

DNA TARGETED ANTHRAQUINONE DERIVATIVES: AN IMPORTANT ANTICANCER AGENTS

Anthraquinone-based compounds show potential in anticancer activity by targeting DNA damage and molecular imaging.

Facile and Promising Method for Michael Addition of Indole and Pyrrole to Electron-Deficient trans-β-Nitroolefins Catalyzed by a Hydrogen Bond Donor Catalyst Feist's Acid and Preliminary Study of Antimicrobial Activity

Feist's acid (FA) effectively catalyzes the Michael addition of indoles and pyrrole to trans--nitrostyrene derivatives, providing excellent yields and regioselectivities, with potential antimicrobial activity.

Antitumor Anthraquinone Analogues for Multidrug Resistant Tumor Cells

Anthraquinone analogues show potential as anticancer agents, with a focus on their structure-activity relationship, to combat multidrug resistance in cancer therapy.

Inhibitory effects of a benz[f]indole-4,9-dione analog on cancer cell metastasis mediated by the down-regulation of matrix metalloproteinase expression in human HT1080 fibrosarcoma cells.

SME-6 shows potential as an antitumor agent by inhibiting metastatic and invasive capacity of malignant cells by down-regulating matrix metalloproteinase expression in human fibrosarcoma cells.