간보호 효과를 나타내는 Isowogonin의 전합성 및 Wogonin 합성을 위한 반응조건 탐색 = Total Synthesis of Hepatoprotective Isowogonin and a Synthetic Approach to Wogonin

다국어 초록 (Multilingual Abstract)

Isowogonin, 5,8-dihydroxy-7-methoxyflavone, is a flavonoid isolated from the root of Scutellaria baicalensis Georgi, a medicinal plant traditionally used since the ancient time. It was thought to possess a variety of biological activities, such as antioxidation, anti-inflammation and hepatoprotective effect. But a quantity of isowogonin obtained from Scutellaria baicalensis Georgi is not that enough for in vivo test. There have been no appropriate approaches available for a facile synthesis of isowogonin. So we describe a concise and efficient scheme for synthesis of isowogonin from a commercial available 2,4,6-trimethoxyphenol, which includes the Fries rearrangement and selective demethylation as key steps.

참고문헌 (Reference)

1 김석창, "황금으로부터 항산화 활성 성분의 분리" 한국약용작물학회 14 (14): 212-216, 2006

2 Pinto, D. C. G. A., "Syntheses of 5-hydroxy-2(phenyl or styryl)chromones and of some halo derivatives" 33 (33): 1887-, 1996

3 Jinhee Jang, "Structure and Antiinflammatory Activity Relationships of Wogonin Derivatives" 대한약학회 28 (28): 877-884, 2005

4 Huang, W. H, "Novel synthesis of flavonoids of Scutellaris baicalensis Georgi" 51 (51): 339-, 2003

5 Sanghee Kim, "Fine Tuning of A Reported Synthetic Route for Biologically Active Flavonoid, Baicalein" 대한약학회 30 (30): 18-21, 2007

6 Levene, P. A, "Derivatives of monoacetonexylose" 102 : 317-, 1933

7 Bae, J. H, "Antimicrobial effect of Scutellaria baicalensis Georgi extracts on food-borne pathogens" 33 : 35-, 2005

8 Guo, Q, "Anti-hepatitis B virus activity of wogonin in vitro and in vivo" 74 : 16-, 2007

9 Wilhelm, H, "An efficient synthesis of phytoestrogen 8-prenylnaringenin from xanthohumol by novel demethylation process" 62 : 6961-, 2006