Evaluation of Amonafide in Cervical Cancer, Phase II

Malviya, Vinay K.; Liu, P. Y.; Alberts, David S.; Surwit, Earl A.; Craig, Jesse C.; Hannigan, Edward V.

doi:10.1097/00000421-199202000-00009

Cited by 57 publications

(29 citation statements)

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“…During our search for anticancer drugs appended to excellent polyamine carriers according to the established structure-activity relationships, we found 1,8-naphthalimide architectures, which have been evaluated extensively as antitumor agents, were attractive for their marked structural similarity to anthracene, the model cargo in prior work [5,7]. Preliminary results confirmed that the naphthalimide conjugated with both native spermidine (Spd) and synthetic homospermidine have enhanced cytotoxicity to cancer cells (e.g., Bel-7402 cells) over their normal cell counterparts (QSG7701 cells) in vitro, and induced B16 cell apoptosis [8].…”

Section: Introductionmentioning

confidence: 99%

RETRACTED ARTICLE: NPC-16, a novel naphthalimide–polyamine conjugate, induced apoptosis and autophagy in human hepatoma HepG2 cells and Bel-7402 cells

Xie

Zhang

et al. 2010

Apoptosis

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The antitumor effects and molecular mechanism of NPC-16, a novel naphthalimide-polyamine conjugate, were evaluated in HepG2 cells and Bel-7402 cells. Apoptosis and necrosis were evaluated by Annexin V-FITC detection kit, and autophagy by acridine orange and Lyso-Tracker Red staining. The change of mitochondrial transmembrane potential was measured using rhodamine 123 staining. The protein expression of Beclin 1, LC3 II and mTOR, p70S6 K, 14-3-3, caspase, and Bcl-2 family members was detected by immunofluorescence assays and Western Blot. Here, we elucidated the nature of cellular response of HepG2 cells and Bel-7402 cells to NPC-16 at IC(50). NPC-16 induced caspase-dependent apoptosis via the mitochondrial pathway and death receptor pathway in Bel-7402 cells. Differently, NPC-16 triggered HepG2 cells both apoptosis and autophagy, further autophagy facilitated cellular apoptosis. Furthermore, mTOR signal pathway was involved in NPC-16-mediated autophagy in HepG2 cells. Thus, NPC-16 may be useful as a potential template for investigation the molecular mechanism of naphthalimide-polyamine conjugate against hepatocellular carcinoma.

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Section: Introductionmentioning

confidence: 99%

RETRACTED ARTICLE: NPC-16, a novel naphthalimide–polyamine conjugate, induced apoptosis and autophagy in human hepatoma HepG2 cells and Bel-7402 cells

Xie

Zhang

et al. 2010

Apoptosis

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“…Therefore, numerous naphthalimide derivatives have been synthesized and evaluated as antitumor agents (6–8). The continuing success of naphthalimide‐based anticancer drugs (9) and recent introduction of its several derivatives into clinical trials [Amonafide 1 (10), Azonafide 2 (11), and DMP‐840 3 (12), Figure 1] demonstrated that naphthalimide derivatives represented a group of promising anticancer drugs.…”

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confidence: 99%

Novel Naphthalimide–Benzoic Acid Conjugates as Potential Apoptosis‐Inducing Agents: Design, Synthesis, and Biological Activity

Mei

et al. 2011

Chem Biol Drug Des

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A series of novel naphthalimide derivatives with 4-[4-(3,3-diphenylallyl)piperazin-1-yl]benzoic acid as side chain were designed and synthesized. Their antitumor activities were evaluated against a variety of cancer cell lines in vitro. Preliminary results showed that most of the derivatives had cytotoxic activity comparable with that of amonafide, with IC₅₀ values of 10⁻⁶-10⁻⁵ M. Interestingly, compound 12e had the unique antitumor activity against MCF-7 among the cancer cell lines tested. More importantly, flow cytometric analysis indicated that compared with amonafide, the target compounds could effectively induce G₂/M arrest and progress to apoptosis in HL-60 cells after double staining with annexin V-FITC and propidium iodide. The present work provided a novel class of naphthalimide-based derivatives with potential apoptosis-inducing and improved antitumor activity for further optimization.

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“…Naphthalimides, which are characterized by the presence of a coplanar chromophore and, usually, a p-deficient aromatic system, as well as one or two basic side chains, constitute an important class of prodrugs in anticancer therapy (Kamal et al, 2002;Braña et al, 2003;Malviya et al, 1992). They display high levels of antitumor activity toward multifarious murine and human tumor cells (Malviya et al, 1992;Braña and Ramos, 2001).…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…They display high levels of antitumor activity toward multifarious murine and human tumor cells (Malviya et al, 1992;Braña and Ramos, 2001). Two members of this class of compounds, amonifide and mitonafide, are undergoing clinical trials (Malviya et al, 1992). Although the synthesis of 1,8-naphthalimide derivatives has been the object of numerous efforts, to the best of our knowledge, no 1,8-naphthalimide derivatives have been reported as free radical scavengers.…”

Section: Introductionmentioning

confidence: 99%

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Microwave-assisted synthesis and evaluation of naphthalimides derivatives as free radical scavengers

Zhang

Feng

et al. 2010

Med Chem Res

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A facile and efficient microwave-assisted reaction of 1,8-naphthalic anhydride derivatives with primary amines, leading to the synthesis of 1,8-naphthalimides, has been developed. Subsequently, the free radical scavenging properties of the 1,8-naphthalimide derivatives were evaluated against 2,2-diphenyl-1-picrylhydrazyl (DPPH • ). The results showed that the scavenging activities of compounds 2a, NBNA, 3b, and 3c were more efficient than that of the common synthetic antioxidant 2,6-diterbutyl-4-methylphenol (BHT), with IC 50 values of 61.9, 54.0, 42.2, and 43.1 lM, respectively. The imide groups introduced at position 4 as well as the nitro functionality at position 3 of the naphthalene moiety were the major contributors to the free radical scavenging activities.

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Evaluation of Amonafide in Cervical Cancer, Phase II

Cited by 57 publications

References 0 publications

RETRACTED ARTICLE: NPC-16, a novel naphthalimide–polyamine conjugate, induced apoptosis and autophagy in human hepatoma HepG2 cells and Bel-7402 cells

RETRACTED ARTICLE: NPC-16, a novel naphthalimide–polyamine conjugate, induced apoptosis and autophagy in human hepatoma HepG2 cells and Bel-7402 cells

Novel Naphthalimide–Benzoic Acid Conjugates as Potential Apoptosis‐Inducing Agents: Design, Synthesis, and Biological Activity

Microwave-assisted synthesis and evaluation of naphthalimides derivatives as free radical scavengers

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