118680-81-2Relevant articles and documents
Synthesis and biological evaluation of novel cytotoxic azanaphthoquinone annelated pyrrolo oximes
Shanab, Karem,Pongprom, Nipawan,Wulz, Eva,Holzer, Wolfgang,Spreitzer, Helmut,Schmidt, Peter,Aicher, Babette,Mueller, Gilbert,Guenther, Eckhard
, p. 6091 - 6095 (2007)
Two series of azanaphthoquinone annelated pyrrolo oximes have been synthesized. The antiproliferative activities of 10 compounds were evaluated on at least four different cell lines. One series of pyrrolo derivatives showed high cytotoxic activity. The effects on cell cycle and caspase activity were investigated. Compounds 9a and 9b showed an accumulation of cells in G2/M phase. Substantial and dose-dependent caspase activity was found after treatment of cells with 9a and 9b. This indicates an apoptosis inducing property of these compounds.
Fluorescent 1,4-Naphthoquinones to Visualize Diffuse and Dense-Core Amyloid Plaques in APP/PS1 Transgenic Mouse Brains
Neo Shin, Naewoo,Jeon, Hanna,Jung, Youngeun,Baek, Seungyeop,Lee, Sejin,Yoo, Hee Chan,Bae, Gi Hun,Park, Keunwan,Yang, Seung-Hoon,Han, Jung Min,Kim, Ikyon,Kim, Youngsoo
, p. 3031 - 3044 (2019/05/16)
Recent clinical approvals of brain imaging radiotracers targeting amyloid-β provided clinicians the tools to detect and confirm Alzheimer's disease pathology without autopsy or biopsy. While current imaging agents are effective in postsymptomatic Alzheimer's patients, there is much room for improvement in earlier diagnosis, hence prompting a need for new and improved amyloid imaging agents. Here we synthesized 41 novel 1,4-naphthoquinone derivatives and initially discovered 14 antiamyloidogenic compounds via in vitro amyloid-β aggregation assay; however, qualitative analyses of these compounds produced conflicting results and required further investigation. Follow-up docking and biophysical studies revealed that four of these compounds penetrate the blood-brain barrier, directly bind to amyloid-β aggregates, and enhance fluorescence properties upon interaction. These compounds specifically stain both diffuse and dense-core amyloid-β plaques in brain sections of APP/PS1 double transgenic Alzheimer's mouse models. Our findings suggest 1,4-naphthoquinones as a new scaffold for amyloid-β imaging agents for early stage Alzheimer's.
Synthesis and cytotoxicity studies of some new amino isoquinolin-5,8-dione and quinolin-5,8-dione derivatives
Abdelwahab, Ahmed B.,Shaaban, Mohamed,Ismail, Mohamed A.H.,Abouzid, Khaled A.M.,Hanna, Atef G.
, p. 1098 - 1109 (2014/10/15)
During the search for new cytotoxic drugs, a new series of 7-amino-isoquinoline-5,8-dione and 6-amino-quinoline-5,8-dione derivatives have been synthesised starting from isoquinoline, and 8-hydroxy-quinoline, respectively, through multistep reactions. The title compounds 7-amino-isoquinoline-5,8-diones have been prepared by treatment of 6-bromoisoquinoline-5,8-dione with some alkyl/heterocyclic/aromatic amines via nucleophilic tetrahedral mechanism. On the other hand, the corresponding 6-amino-quinoline-5,8-diones have been prepared by treating 7-bromo-quinoline-5, 8-dione with some alkyl/heterocyclic/aromatic amines. Rate of reactions depend on the electron availability on the served aminocompounds (i.e. alkyl/heterocyclic/aromatic amines) during their reactions with the corresponding isoquinoline and quinoline quinones. All synthesised compounds have been purified using a series of chromatographic techniques, and their structures have been characterized by NMR spectroscopy and high resolution EI mass spectrometry. The newly synthesised compounds have been evaluated for cytotoxicity using brine shrimps, demonstrating potent cytotoxic activity (95-100%).
Synthesis and biological evaluation of new cytotoxic azanaphthoquinone pyrrolo-annelated derivatives
Shanab, Karem,Schirmer, Eva,Knafl, Heike,Wulz, Eva,Holzer, Wolfgang,Spreitzer, Helmut,Schmidt, Peter,Aicher, Babette,Mueller, Gilbert,Guenther, Eckhard
scheme or table, p. 3950 - 3952 (2010/09/03)
A series of azanaphthoquinone pyrrolo-annelated derivatives attached to basic side chains have been synthesized. The antiproliferative activities of all compounds were evaluated on at least four different cell lines. The effects on cell cycle and intercalation were investigated.
Synthesis of 5,6-,5,8- and 7,8-isoquinolinediones from the corresponding isoquinolinols and di-methoxyisoquinolines
Kitahara,Nakai,Nakahara,Akazawa,Shimizu,Kubo
, p. 2256 - 2263 (2007/10/02)
5,8-Isoquinolinediones (12, 18, 25), 7,8-isoquinolinediones (14, 19) and 5,6-isoquinolinediones (26) were synthesized by oxidative demethylation of the corresponding dimethoxyisoquinolines with cerium(IV) ammonium nitrate or silver-(II) oxide. 8-Dialkylam
