Next Article in Journal
Magnetic, Fluorescence and Transition Metal Ion Response Properties of 2,6-Diaminopyridine Modified Silica-Coated Fe3O4 Nanoparticles
Next Article in Special Issue
Rapid Isolation and Determination of Flavones in Biological Samples Using Zinc Complexation Coupled with High-Performance Liquid Chromatography
Previous Article in Journal
Biological Activities of the Essential Oil from Erigeron floribundus
Previous Article in Special Issue
Nobiletin Induces Protective Autophagy Accompanied by ER-Stress Mediated Apoptosis in Human Gastric Cancer SNU-16 Cells
Article Menu
Issue 8 (August) cover image

Export Article

Open AccessArticle
Molecules 2016, 21(8), 1058;

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

College of Pharmacy and Gachon Institute of Pharmaceutical Sciences, Gachon University, Incheon 21936, Korea
Department of Bioscience and Biotechnology, Sejong University, Seoul 05006, Korea
Departments of Ophthalmology, Eugene and Marilyn Glick Eye Institute, Biochemistry and Molecular Biology, and Pharmacology and Toxicology, Indiana University School of Medicine, Indianapolis, IN 46202, USA
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 14 July 2016 / Revised: 8 August 2016 / Accepted: 9 August 2016 / Published: 13 August 2016
(This article belongs to the Special Issue Flavonoids: From Structure to Health Issues)
Full-Text   |   PDF [1142 KB, uploaded 13 August 2016]   |  


Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group. View Full-Text
Keywords: homoisoflavanone; cremastranone; 4-chromanone; 4-chromenone 1,4-reduction homoisoflavanone; cremastranone; 4-chromanone; 4-chromenone 1,4-reduction

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material


Share & Cite This Article

MDPI and ACS Style

Lee, H.; Yuan, Y.; Rhee, I.; Corson, T.W.; Seo, S.-Y. Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups. Molecules 2016, 21, 1058.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top