New Synthetic Routes to Biologically Interesting Geranylated Flavanones and Geranylated Chalcones: First Total Synthesis of (+/-)-Prostratol F, Xanthoangelol, and (+/-)-Lespeol

Title
New Synthetic Routes to Biologically Interesting Geranylated Flavanones and Geranylated Chalcones: First Total Synthesis of (+/-)-Prostratol F, Xanthoangelol, and (+/-)-Lespeol
Author(s)
이용록정두환[정두환]김성홍[김성홍]
Keywords
ANGELICA-KEISKEI KOIDZUMI; ANTIMETASTATIC ACTIVITIES; LESPEDEZA-CYRTOBOTRYA; PAULOWNIA-TOMENTOSA; ARTOCARPUS-NOBILIS; ROOTS; DERIVATIVES; FLAVONOIDS; 4-HYDROXYDERRICIN; CONSTITUENTS
Issue Date
201004
Publisher
WILEY-BLACKWELL
Citation
HELVETICA CHIMICA ACTA, v.93, no.4, pp.635 - 647
Abstract
A new and efficient synthetic approach to biologically interesting geranylated flavanones and geranylated chalcones is described. Thus, the first total syntheses of the geranylated flavanones (+/-)-prostratol F (1), (+/-)-8-geranyl-3',4',7-trihydroxyflavanone (2), and (+/-)-6-geranyl-5,7-dihydroxy-3',4'-dimethoxyflavanone (3) were carried out starting from 2,4-dihydroxyacetophenone (10) and 2,4,6-trihydroxyacethophenone (17) in five to six steps (Schemes 2 and 3). The geranylated chalcones xanthoangelol (4), 3-geranyl-2,3',4,4'-tetrahydroxychalcone (5), (+/-)-lespeol (6), and lespeol derivatives (+/-)-7-9 were synthesized starting from 2,4-dihydroxyacetophenone (10) in three to four steps (Schemes 2 and 6).
URI
http://hdl.handle.net/YU.REPOSITORY/22589
ISSN
0018-019X
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공과대학 > 화학공학부 > Articles
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