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Literature DB >> 11212128

Cytotoxic Michael-type amine adducts of alpha-methylene lactones alantolactone and isoalantolactone.

N J Lawrence¹, A T McGown, J Nduka, J A Hadfield, R G Pritchard.

Abstract

Two series of cytotoxic (IC50, K562 cell line, 1-24 microM) alpha-aminomethyl substituted lactones 3 and 4 were prepared by stereoselective Michael-type addition of amines to alantolactone (1) and isoalantolactone (2). The lactones 1 and 2 and their amine adducts induce apoptosis and act as alkylating agents.

Entities: Chemical Disease

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Year: 2001 PMID： 11212128 DOI： 10.1016/s0960-894x(00)00686-7

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

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Cited

18 in total

1. MMB triazole analogs are potent NF-κB inhibitors and anti-cancer agents against both hematological and solid tumor cells.

Authors: Venumadhav Janganati; Jessica Ponder; Meenakshisundaram Balasubramaniam; Poornima Bhat-Nakshatri; Eli E Bar; Harikrishna Nakshatri; Craig T Jordan; Peter A Crooks
Journal: Eur J Med Chem Date: 2018-08-10 Impact factor: 6.514

2. Fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, as (19)f NMR probes in deuterium-free environments.

Authors: James R Woods; Huaping Mo; Andrew A Bieberich; Tanja Alavanja; David A Colby
Journal: J Med Chem Date: 2011-10-27 Impact factor: 7.446

Cytotoxic Michael-type amine adducts of alpha-methylene lactones alantolactone and isoalantolactone.

1. MMB triazole analogs are potent NF-κB inhibitors and anti-cancer agents against both hematological and solid tumor cells.

2. Fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, as (19)f NMR probes in deuterium-free environments.

3. Design, Synthesis, and Biological Evaluation of Novel Tomentosin Derivatives in NMDA-Induced Excitotoxicity.

4. Ultrasound-assisted extraction of alantolactone and isoalantolactone from Inula helenium roots.

5. An IDH1 mutation inhibits growth of glioma cells via GSH depletion and ROS generation.

6. Isoalantolactone induces reactive oxygen species mediated apoptosis in pancreatic carcinoma PANC-1 cells.

Review 7. Natural and Synthetic Lactones Possessing Antitumor Activities.

8. Triggering of programmed erythrocyte death by alantolactone.

9. Isoalantolactone inhibits UM-SCC-10A cell growth via cell cycle arrest and apoptosis induction.

Review 10. Targeting apoptosis pathways in cancer with alantolactone and isoalantolactone.