Synthesis and antineoplastic evaluations of 5,8-bis[(aminoalkyl)amino]-1-azaanthracene-9,10-diones

Ap, Krapcho; Jj, Landi; Mp, Hacker; Jj, McCormack

doi:10.1021/jm00146a029

Cited by 32 publications

(7 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…PIX, an analogue of MX, was designed to reduce cardiotoxicity by removing the OH groups that are likely responsible for free-radical production and cardiotoxicity, while retaining and enhancing the molecules that provide the cytotoxicity action [54]. The absence of severe cardiotoxicity and a better efficacy of PIX compared with other anthracyclines have been confirmed in patients with aggressive or indolent non-Hodgkin's lymphomas.…”

Section: Pixantronementioning

confidence: 99%

Compared benefit of approved and experimental immunosuppressive therapeutic approaches in multiple sclerosis

Gonsette¹

2007

Expert Opinion on Pharmacotherapy

View full text Add to dashboard Cite

An important amount has been learnt about the mechanisms of action, efficacy and long-term toxicities of mitoxantrone. Importantly, recent observations strongly suggest that early administration of potent immunosuppressants (mitoxantrone and alemtuzumab) is definitely more effective than approved immunomodulators to delay or even reverse disability progression. Given the cardiotoxicity of mitoxantrone, restricting exposure to the drug to 2 or 3 years, the benefits and risks of immunosuppressants previously used as off-label treatments (cyclophosphamide and cladribine) have been revisited, and the potential efficacy in multiple sclerosis of recent immunosuppressants used in other autoimmune diseases, organ transplantation and cancer therapy has received increasing attention. Those immunosuppressants comprise monoclonal antibodies targeting B cells, lymphocytes and monocytes, IL-2 receptor and alpha4 integrin, as well as new molecules (pixantrone and isoxazole derivatives) and a new generation of immunosuppressants (fingolimod), which modulate lymphocyte re-circulation. This review addresses the most recent data concerning the efficacy and safety of mitoxantrone and of new experimental therapies that are presently in progress.

show abstract

Section: Pixantronementioning

confidence: 99%

Compared benefit of approved and experimental immunosuppressive therapeutic approaches in multiple sclerosis

Gonsette¹

2007

Expert Opinion on Pharmacotherapy

View full text Add to dashboard Cite

show abstract

“…Aza- and diaza-anthraquinones such as those depicted in Figure 1 , represent an important class of antitumor agents that exhibit promising in vitro and in vivo activity on tumor cell lines [ 9 , 10 , 11 , 12 , 13 ]. The antitumor activity of these agents seem to be mediated by DNA intercalation and redox cycling processes that are improved by the basic and electron-withdrawing properties of the N -heterocyclic ring [ 12 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antitumor Evaluation of 6-Aryl-substituted benzo[j]phenanthridine- and Benzo[g]pyrimido[4,5-c]isoquinolinequinones

et al. 2012

View full text Add to dashboard Cite

A variety of novel 6-arylsubstituted benzo[j]phenanthridine- and benzo[g]-pyrimido[4,5-c]isoquinolinequinones were synthesized from 1,4-naphthoquinone, aryl-aldehydes and enaminones via a two-step synthetic approach. The cytotoxic activity of the aminoquinone derivatives was evaluated in vitro against one normal cell line (MRC-5 lung fibroblasts) and three human cancer cell lines (AGS human gastric adenocarcinoma; SK-MES-1 human lung cancer cells, and J82 human bladder carcinoma) in 72-h drug exposure assays using the MTT colorimetric method. Structure–activity relationships within the series of angular quinones reveal that the insertion of pyrrol-2-yl and furan-2-yl groups at the 6-position is more significant for the increase of the potency and selectivity index of the pharmacophores.

show abstract

“…To overcome the drawback of cardiotoxic effects, a pyrazole ring is fused to the anthraquinone moiety, giving a tetracyclic system in an attempt to reduce toxicity or modify the activity of the lead compound, and may alter the metabolism of the lead (Krapcho et al 1985;Krapcho et al 1994;Gandolfi et al 1995). Losoxantrone , is an anthrapyrazole derivative and found that sharing similar pharmacokinetics (Graham et al 1992), behaving almost similarly in the in vitro National Cancer Institute (NCI) cell screen and exhibiting the same anticancer spectrum of activity as MX with reduced cardiotoxicity (Leteurtre et al 1994).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of anthra[1,9-cd]pyrazol-6(2H)-one scaffold derivatives as potential anticancer agents

Chen

Guh

Hsu

et al. 2019

Arabian Journal of Chemistry

View full text Add to dashboard Cite

Severalanthrapyrazolone derivatives derived from 7-chloroanthra [1,9-cd]pyrazol-6(2H)-one and 7-chloro-2-(2-hydroxyethyl)anthra [1,9-cd] pyrazol-6(2H)-one have been prepared by addition or substitution nucleophylic reactions and further transformed into extended tetracyclic systems and fused to different nitrogenheterocyclic rings into the pharmacophore structure moiety. The compounds synthesized were evaluated for their cytotoxic activity and telomerase activity in prostate cancer cell line by SRB assay and in human non-small cell lung carcinoma cell line by TRAP assay, respectively. Compounds 1-6, 13, 14, 16, 17, 19, 21, 23, 28 and 31 were selected by the NCI and only 1, 4, and 16 represent the GI 50 , TGI and LC 50 , respectively. Among them, 1 and 16 exhibited distinctive selectivity of GI 50 of 10.498 μ M and 4.542 μ M over 60 cell lines which better than the average GI 50 (20.3 μ M) for SP600125 (NSC75890). Overall, the test compounds exhibited different telomerase and cytotoxic activities and only few compounds displayed antitumor activity in the low range.

show abstract

Synthesis and antineoplastic evaluations of 5,8-bis[(aminoalkyl)amino]-1-azaanthracene-9,10-diones

Cited by 32 publications

References 0 publications

Compared benefit of approved and experimental immunosuppressive therapeutic approaches in multiple sclerosis

Compared benefit of approved and experimental immunosuppressive therapeutic approaches in multiple sclerosis

Synthesis and Antitumor Evaluation of 6-Aryl-substituted benzo[j]phenanthridine- and Benzo[g]pyrimido[4,5-c]isoquinolinequinones

Synthesis and biological evaluation of anthra[1,9-cd]pyrazol-6(2H)-one scaffold derivatives as potential anticancer agents

Contact Info

Product

Resources

About