Literature DB >> 25167470

The first synthesis of the antiangiogenic homoisoflavanone, cremastranone.

Bit Lee1, Halesha D Basavarajappa, Rania S Sulaiman, Xiang Fei, Seung-Yong Seo, Timothy W Corson.   

Abstract

An antiangiogenic homoisoflavanone, cremastranone, was synthesized for the first time. This scalable synthesis, which includes selective demethylation, could be used to develop lead molecules to treat angiogenesis-induced eye diseases. Synthetic cremastranone inhibited the proliferation, migration and tube formation ability of human retinal microvascular endothelial cells, important steps in pathological angiogenesis.

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Year:  2014        PMID: 25167470      PMCID: PMC4167916          DOI: 10.1039/c4ob01604a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  15 in total

Review 1.  The chemical structures, plant origins, ethnobotany and biological activities of homoisoflavanones.

Authors:  Karen du Toit; Siegfried E Drewes; Johannes Bodenstein
Journal:  Nat Prod Res       Date:  2010-03       Impact factor: 2.861

2.  Anti-inflammatory activity and QSAR studies of compounds isolated from Hyacinthaceae species and Tachiadenus longiflorus Griseb. (Gentianaceae).

Authors:  Karen du Toit; Esameldin E Elgorashi; Sarel F Malan; Siegfried E Drewes; Johannes van Staden; Neil R Crouch; Dulcie A Mulholland
Journal:  Bioorg Med Chem       Date:  2005-04-01       Impact factor: 3.641

Review 3.  Pharmacologic management of neovascular age-related macular degeneration: systematic review of economic evidence and primary economic evaluation.

Authors:  William Hodge; Allan Brown; Steve Kymes; Alan Cruess; Gord Blackhouse; Robert Hopkins; Lynda McGahan; Sanjay Sharma; Irene Pan; Jason Blair; David Vollman; Andra Morrison
Journal:  Can J Ophthalmol       Date:  2010-06       Impact factor: 1.882

4.  Novel synthesis of flavonoids of Scutellaria baicalensis Georgi.

Authors:  Wen-Hsin Huang; Pei-Yu Chien; Ching-Huey Yang; An-Rong Lee
Journal:  Chem Pharm Bull (Tokyo)       Date:  2003-03       Impact factor: 1.645

5.  Homoisoflavanone inhibits retinal neovascularization through cell cycle arrest with decrease of cdc2 expression.

Authors:  Jeong Hun Kim; Ki Hyun Kim; Jin Hyoung Kim; Young Suk Yu; Young-Myeong Kim; Kyu-Won Kim; Ho Jeong Kwon
Journal:  Biochem Biophys Res Commun       Date:  2007-08-28       Impact factor: 3.575

6.  The flavone hispidulin, a benzodiazepine receptor ligand with positive allosteric properties, traverses the blood-brain barrier and exhibits anticonvulsive effects.

Authors:  Dominique Kavvadias; Philipp Sand; Kuresh A Youdim; M Zeeshan Qaiser; Catherine Rice-Evans; Roland Baur; Erwin Sigel; Wolf-Dieter Rausch; Peter Riederer; Peter Schreier
Journal:  Br J Pharmacol       Date:  2004-07       Impact factor: 8.739

7.  Anti-angiogenic activity of a homoisoflavanone from Cremastra appendiculata.

Authors:  Joong Sup Shim; Jin Hee Kim; Jiyong Lee; Si Na Kim; Ho Jeong Kwon
Journal:  Planta Med       Date:  2004-02       Impact factor: 3.352

8.  Non-responders to bevacizumab (Avastin) therapy of choroidal neovascular lesions.

Authors:  Anja Lux; Helene Llacer; Florian M A Heussen; Antonia M Joussen
Journal:  Br J Ophthalmol       Date:  2007-05-30       Impact factor: 4.638

Review 9.  Vascular endothelial growth factor in eye disease.

Authors:  J S Penn; A Madan; R B Caldwell; M Bartoli; R W Caldwell; M E Hartnett
Journal:  Prog Retin Eye Res       Date:  2008-05-28       Impact factor: 21.198

10.  Inhibition of choroidal neovascularization by homoisoflavanone, a new angiogenesis inhibitor.

Authors:  Jeong Hun Kim; Jin Hyoung Kim; Young Suk Yu; Hyoung-Oh Jun; Ho Jeong Kwon; Kyu Hyung Park; Kyu-Won Kim
Journal:  Mol Vis       Date:  2008-03-18       Impact factor: 2.367

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  13 in total

1.  Ferrochelatase regulates retinal neovascularization.

Authors:  Sardar Pasha Sheik Pran Babu; Darcy White; Timothy W Corson
Journal:  FASEB J       Date:  2020-07-27       Impact factor: 5.191

2.  Small molecule target identification using photo-affinity chromatography.

Authors:  Seung-Yong Seo; Timothy W Corson
Journal:  Methods Enzymol       Date:  2019-03-15       Impact factor: 1.600

3.  Synthesis and Biological Evaluation of Novel Homoisoflavonoids for Retinal Neovascularization.

Authors:  Halesha D Basavarajappa; Bit Lee; Seung-Yong Seo; Timothy W Corson; Hyungjun Lee; Rania S Sulaiman; Hongchan An; Carlos Magaña; Mehdi Shadmand; Alexandra Vayl; Gangaraju Rajashekhar; Eun-Yeong Kim; Young-Ger Suh; Kiho Lee
Journal:  J Med Chem       Date:  2015-06-16       Impact factor: 7.446

4.  Bufadienolides and anti-angiogenic homoisoflavonoids from Rhodocodon cryptopodus, Rhodocodon rotundus and Rhodocodon cyathiformis.

Authors:  Hannah Whitmore; Kamakshi Sishtla; Walter Knirsch; Jacky L Andriantiana; Sianne Schwikkard; Eduard Mas-Claret; Sarah M Nassief; Sani M Isyaka; Timothy W Corson; Dulcie A Mulholland
Journal:  Fitoterapia       Date:  2020-01-09       Impact factor: 2.882

5.  Design, synthesis and biological evaluation of photoaffinity probes of antiangiogenic homoisoflavonoids.

Authors:  Bit Lee; Wei Sun; Hyungjun Lee; Halesha Basavarajappa; Rania S Sulaiman; Kamakshi Sishtla; Xiang Fei; Timothy W Corson; Seung-Yong Seo
Journal:  Bioorg Med Chem Lett       Date:  2016-07-21       Impact factor: 2.823

6.  The Antiangiogenic Activity of Naturally Occurring and Synthetic Homoisoflavonoids from the Hyacinthaceae ( sensu APGII).

Authors:  Sianne Schwikkard; Hannah Whitmore; Kamakshi Sishtla; Rania S Sulaiman; Trupti Shetty; Halesha D Basavarajappa; Catherine Waller; Alaa Alqahtani; Lennart Frankemoelle; Andy Chapman; Neil Crouch; Wolfgang Wetschnig; Walter Knirsch; Jacky Andriantiana; Eduard Mas-Claret; Moses K Langat; Dulcie Mulholland; Timothy W Corson
Journal:  J Nat Prod       Date:  2019-04-05       Impact factor: 4.050

7.  Enantioselective Synthesis of Homoisoflavanones by Asymmetric Transfer Hydrogenation and Their Biological Evaluation for Antiangiogenic Activity.

Authors:  Myunghoe Heo; Bit Lee; Kamakshi Sishtla; Xiang Fei; Sanha Lee; Soojun Park; Yue Yuan; Seul Lee; Sangil Kwon; Jungeun Lee; Sanghee Kim; Timothy W Corson; Seung-Yong Seo
Journal:  J Org Chem       Date:  2019-08-05       Impact factor: 4.354

Review 8.  Natural product inhibitors of ocular angiogenesis.

Authors:  Rania S Sulaiman; Halesha D Basavarajappa; Timothy W Corson
Journal:  Exp Eye Res       Date:  2014-10-07       Impact factor: 3.467

9.  A novel small molecule ameliorates ocular neovascularisation and synergises with anti-VEGF therapy.

Authors:  Rania S Sulaiman; Stephanie Merrigan; Judith Quigley; Xiaoping Qi; Bit Lee; Michael E Boulton; Breandán Kennedy; Seung-Yong Seo; Timothy W Corson
Journal:  Sci Rep       Date:  2016-05-05       Impact factor: 4.379

10.  Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups.

Authors:  Hyungjun Lee; Yue Yuan; Inmoo Rhee; Timothy W Corson; Seung-Yong Seo
Journal:  Molecules       Date:  2016-08-13       Impact factor: 4.411

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