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Identification of Bioactive Flavonoids isolated from Sicyos angulatus

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213 -P3-24

가시박의 생물활성 플라보노이드 나채선1, 이용호1, 강병화1, 김태완2, 홍선희1*

1고려대학교 야생자원식물종자은행, 2한경대학교 식물생명환경과학과

Identification of Bioactive Flavonoids isolated fromSicyos angulatus

Seed Bank of Wild Resource Plants, Korea University1, Department of Plant Life and

Environmental Science, Hankyong National University2

Chae Sun Na1, Yong Ho Lee1, Byeong Hoa Kang1, Tae Wan Kim2, Sun Hee Hong1* 실험목적 (Objectives)

Sicyos angulatus is one of the many plants, which cause troubles on the ecosystem in Korea. This rapid growth allows S. angulatus to quickly cover the soil and to eliminate other plants almost completely. S. angulatus is also considered a very harmful weed in field crops, decreasing productivity. So, recently this plant has received the attention of public in Korea. However, a few is conducted researches on the S. angulatus in terms of chemical constituents. Therefore, We searched chemical constituents of this plant and further studies using these compounds are needed in terms of biological activities.

재료 및 방법 (Materials and Methods) ◦ 실험재료

The aerial parts of Sicyos angulatus were collected at Duk-so, Namyang-ju, Gyeonggi province, Korea in September 2009.

◦ 실험방법

Aerial parts of S. angulatus (500.3g) were extracted with MeOH. The extract was applied to preparative paper chromatography using solvent systems: BAW (n-BuOH/HOAc/H2O=4:1:5) and 15% HOAc, and then Sephadex LH-20 column

chromatography using the solvent system: 70% MeOH. Finally, flavonoids were seperated by prep. HPLC using a Pegasil ODS (I.D. 10 x 250 mm, Senshu Scientific Co. Ltd.), at flow-rate: 3ml/min, detection wavelength: 350nm, and eluent: MeOH/H2O/H3PO4(20:80:0.2).

The chemical structures of isolated 7 flavonoids were identified based on the MS and UV spectra, 1D-NMR, complete and mild acid hydrolysis, and direct PC and HPLC comparisons with authentic specimens.

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214 -실험결과 (Results)

Seven flavonoids, quercetin 3-O-galactoside 7-O-rhamnoside (F1), quercetin 3-O-rutinoside 7-O-rhamnoside (F2), quercetin 3-O-glucoside 7-O-rhamnoside (F3), kaempferol 3-O-robinobioside 7-O-rhamnoside (robinin, F4), kaempferol 3-O-rhamnoside 7-O-glucoside (F5), kaempferol 3-O-rutinoside 7-O-rhamnoside (F6) and kaempferol 3-O-glucoside 7-O-rhamnoside (F7), were isolated from the aerial parts of S. angulatus. These flavonoids (F1-F7) were first time isolated from the genus Sicyos.

In the previous reports, it has been demonstrated that among these isolated compounds, F3, F4, F5 and F6 have antioxidant, anti-viral, anti-allergic, and anti-inflammatory activity, respectively. As a result, S. angulatus showed a potential as a resource plant in terms of researches and development of novel nature origin agents.

* 시험성적

Fig. 1. The chemical structures of the isolated flavonoids from Sicyos angulatus. F1: Quercetin 3-O-galactoside 7-O-rhamnoside (R1=rhamnosyl, R2=galactosyl, R3=OH),

F2: Quercetin 3-O-rutinoside 7-O-rhamnoside (R1=rhamnosyl, R2=rutinosyl, R3=OH),

F3: Quercetin 3-O-glucoside 7-O-rhamnoside (R1=rhamnosyl, R2=glucosyl, R3=OH),

F4: Robinin (R1=rhamnosyl, R2=robinobiosyl, R3=H), F5: Kaempferol 3-O-rhamnoside

7-O-glucoside (R1=glucosyl, R2=rhamnosyl, R3=H), F6: Kaempferol 3-O-rutinoside

7-O-rhamnoside (R1=rhamnosyl, R2=rutinosyl, R3=H), F7: Kaempferol 3-O-glucoside

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