Synthesis and biological evaluation on novel analogs of 9-methylstreptimidone, an inhibitor of NF-κB

Ishikawa, Yuichi; Tachibana, Miyuki; Matsui, Chino; Obata, Rika; Umezawa, Kazuo; Nishiyama, Shigeru

doi:10.1016/j.bmcl.2009.01.107

Cited by 24 publications

(15 citation statements)

References 13 publications

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“…Materials DTCM-glutarimide (3-[(dodecylthiocarbonyl)methyl]glutarimide) was synthesized by us as described earlier [9]. Mouse monoclonal anti-COX-2 antibody was purchased from BD Bioscience Pharmingen, Franklin Lakes, NJ, USA.…”

Section: Methodsmentioning

confidence: 99%

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Inhibition of macrophage activation and suppression of graft rejection by DTCM-glutarimide, a novel piperidine derived from the antibiotic 9-methylstreptimidone

et al. 2011

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Section: Methodsmentioning

confidence: 99%

“…Among them, we found 3-[(dodecylthiocarbonyl)methyl]glutarimide (DTCM-glutarimide, Fig. 1) to inhibit LPS-induced NO production strongly in mouse macrophage RAW264.7 cells [9].…”

Section: Introductionmentioning

confidence: 99%

Inhibition of macrophage activation and suppression of graft rejection by DTCM-glutarimide, a novel piperidine derived from the antibiotic 9-methylstreptimidone

et al. 2011

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“…DTCM-glutarimide (3-[(dodecylthiocarbonyl)methyl]glutarimide or DTCM-G) is a derivative of 9-methylstreptimidone, a known piperidine compound from Streptomyces [10]. It inhibits NF-jB, but its mechanism of inhibition has not been elucidated.…”

Section: Introductionmentioning

confidence: 99%

Activation of apoptosis by caspase-3-dependent specific RelB cleavage in anticancer agent-treated cancer cells: Involvement of positive feedback mechanism

Kuboki

Ito

Simizu

et al. 2015

Biochemical and Biophysical Research Communications

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“…Initially, cycloheximide 9 and streptimidone [10][11][12] were examined as antibiotics, but later it was found that they acted as very potent cytotoxic agents 13,14 . The structurally related streptimidone derivative, 9-methylstreptimidone, exerts a significant inhibitory activity toward nuclear factor-kB (N-kB) 15 . N-kB is involved in cancer and inflammations.…”

Section: Introductionmentioning

confidence: 99%

Antiproliferative and antibacterial activity of some glutarimide derivatives

Popović‐Djordjević¹,

Klaus

Žižak

et al. 2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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Antiproliferative and antibacterial activities of nine glutarimide derivatives (1-9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11]heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC 50 ¼ 9-27 mM). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6-8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl)butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 Â 10 À3 mol/L). Distinction between more and less active/ inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.

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Synthesis and biological evaluation on novel analogs of 9-methylstreptimidone, an inhibitor of NF-κB

Cited by 24 publications

References 13 publications

Inhibition of macrophage activation and suppression of graft rejection by DTCM-glutarimide, a novel piperidine derived from the antibiotic 9-methylstreptimidone

Inhibition of macrophage activation and suppression of graft rejection by DTCM-glutarimide, a novel piperidine derived from the antibiotic 9-methylstreptimidone

Activation of apoptosis by caspase-3-dependent specific RelB cleavage in anticancer agent-treated cancer cells: Involvement of positive feedback mechanism

Antiproliferative and antibacterial activity of some glutarimide derivatives

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