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

Molecules

Seung-Yong Seo¹  Yue Yuan¹  Hyungjun Lee¹  Inmoo Rhee²  Timothy W. Corson³ 

[1] 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;

关键词: homoisoflavanone;    cremastranone;    4-chromanone;    4-chromenone 1,4-reduction;   

DOI  :  10.3390/molecules21081058

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown