• 제목/요약/키워드: Isoginkgetin

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은행잎 추출물 유래 Ginkgetin 및 Isoginkgetin의 융복합 특성 연구 (Physicochemical properties of Ginkgetin and Isoginkgetin extracted from Ginko leaves)

  • 민경남
    • 한국융합학회논문지
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    • 제9권6호
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    • pp.89-98
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    • 2018
  • 은행잎의 Biflavonoid인 ginkgetin과 isoginkgetin을 화장품 소재로 이용 가능성 여부를 확인하기 위해 이를 분리하여 화학 구조 및 물리화학적 특성을 규명하고자 하였다. 음건한 은행나무 단풍잎 1 kg을 순차적으로 ethanol, n-hexane, ethylacetate 및 normal butyl alcohol로 분획 추출하여 최종 ginkgetin과 isoginkgetin을 확보하였다. 두 화합물은 모두 HPLC를 통해 99% 이상 고 순도로 나타났고 MS spectrum을 통한 분자량은 566, 분자식은 $C_{32}H_{22}O_{10}$로 동일한 이성질체적 구조를 나타냈다. UV spectrum으로 flavonoid의 골격과 NMR로 aromatic proton의 존재와 탄소 수 및 구성비를 측정한 결과 문헌에 보고된 flavonoid 화합물의 정보와 일치하였다.

은행잎의 Flavonoid 성분에 관한 연구 (Flavonoids from the Leaves of Ginkgo biloba)

  • 강삼식;김주선;곽의종;김기협
    • 생약학회지
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    • 제21권2호
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    • pp.111-120
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    • 1990
  • Five biflavones and sevenflavonolglycosideswereisolatedfromtheleaves of Ginkgo biloba. They were sciadopitysin(1), ginkgetin(2), isoginkgetin(3), bilobetin(4), amentoflavone(5), kaempferol 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](6), quercetin 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](8), rutinosides of kaempferol(7), isorhamnetin(9), quercetin(10), laricitrin(11), and kaempferol 3-O-($2',6'-{\alpha}-_L-dirhamnopyranosyl-{\beta}-_{D}-glucopyranoside$)(12). The structures were established by spectroscopic and chemical methods.

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낙우송(Metasequoia glyptostroboides)으로부터 분리한 flavonoid의 금속단백분해효소-9 발현 억제 활성 (Suppression of Matrix Metalloproteinase-9 Expression of Flavonoids from Metasequoia glyptostroboides)

  • 양재영;이호재;고영희;권병목;전효곤
    • 생명과학회지
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    • 제15권2호
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    • pp.231-235
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    • 2005
  • 기질 금속단백분해효소(MMP)는 기저막이나 간질성 조직 등에 있는 세포외기질 성분을 분해하여 상처 치유, 태아의 발생, 종양세포의 침윤과 전이 등을 포함하여 조직이 재구성되는 과정에서 생리학적 및 병리학적인 과정 양쪽 모두에 매우 중요한 역할을 한다. 본 연구에서는 MMP-9 유전자의 발현을 억제하는 물질을 천연물에서 탐색하였고, 탐색된 시료 중에서 높은 역가를 가진 낙우송과의 Metasequoia glyptostroboides가 선택되었다. 여러 가지 flavonoid 성분을 가지고 있는 Metasequoia glyptostroboides를 이용하여 4개의 biflavonoid와 2개의 monoflavonoid 구조의 물질을 분리하였고, 이 flavonoid들은 sciadopitysin, isoginkgetin, bilobetin, 2, 3-dihydrohino-kiflavone, luteolin, apigenin으로 정제하여 구조를 밝히고 zymography, WST-1을 이용한 세포독성시험, northern blot 등의 실험을 통하여 각 화합물의 구조적인 특성과 함께 MMP-9 유전자 발현을 억제하는 효과가 있는 것을 확인하였다.

Inhibition of Arachidonate Release From Rat Peritoneal Macrophage by Biflavonoids

  • Lee, Song-Jin;Son, Kun-Ho;Chang, Hyeun-Wook;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • 제20권6호
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    • pp.533-538
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    • 1997
  • Biflavonoid is one of unique classes of naturally-occurring bioflavonoid. Previously, certain biflavonoids were found to possess the inhibitory effects on phospholipase $A_2$ activity and lymphocytes $ proliferation^1$ suggesting their anti-inflammatory/immunoregulatory potential. In this study, effects of several biflavonoids on arachidonic acid release from rat peritoneal macrophages were investigated, because arachidonic acid released from the activated macrophages is one of the indices of inflammatory conditions. When resident peritoneal macrophages labeled with $[^{3}H]$arachidonic acid were activated by phorbol 12-myristate 13-acetate(PMA) or calcium ionophore, A23187, radioactivity released in the medium was increased approximately 4.1-7.3 fold after 120 min incubation compared to the spontaneous release in the control incubation. In this condition, biflavonoids (10 uM) such as ochnaflavone, ginkgetin and isoginkgetin, showed inhibition of arachidonate release from macrophages activated by PMA (32.5-40.0% inhibition) or A23187 (21.7-41.7% inhibition). Amentoflavone showed protection only against PMA-induced arachidonate release, while apigenin, a monomer of these biflavonoids, did not show the significant inhibition up to 10 uM. Staurosporin (1 uM), a protein kinase C inhibitor, showed an inhibitory effect only against PMA-induced arachidonate release (96.8% inhibition). Inhibition of arachidonate release from the activated macrophages may contribute to an anti-inflammatory potential of biflavonoids in vivo.

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Phytochemical Constituents from Metasequoia glyptostroboids Leaves

  • Duan, Chao Hui;Lee, Jung-Noh;Lee, Chung-Mong;Lee, Ghang-Tai;Lee, Kun-Kook
    • Natural Product Sciences
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    • 제15권1호
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    • pp.12-16
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    • 2009
  • Phytochemical investigation of Metasequoia glyptostroboids leaves resulted in the isolation of ten compounds. The structures were determined to be isoquercitrin (1), quercitrin (2), myricitrin (3), amentoflavone (4), sciadopitysin (5), isoginkgetin (6), 2,3-dihydrosciadopitysin (7), 2,3-dihydroisoginkgetin (8), $3{\beta}$-acetoxy-8(17),13E-labdadien-15-oic acid (9) and $\beta$-sitosterol (10) by spectroscopic analyses. Isoquercitrin (1) was isolated from this plant for the first time.

은행잎 중 Biflavone의 계절별 함량 변화에 관한 연구 (Seasonl Variations of Biflavone Content from Ginkgo biloba Leaves)

  • 장수경;염정록;강삼식
    • 생약학회지
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    • 제24권1호
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    • pp.54-57
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    • 1993
  • The seasonal variations of five biflavones from Ginkgo biloba leaves from May to November were investigated by a reversed phase HPLC method. The total amount of biflavones was increased with time to reach its maximum in yellow autumnal leaves. Each biflavone showed a similar tendency. It increased rapidly about 3.1-fold from May to June and thereafter gradually increased about 2.5-fold. The ratio of each biflavone content to the total amount of biflavones was in the order of as follows: isoginkgetin>sciadopitysin>bilobetin>ginkgetin>amentoflavone.

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In Vitro Peroxynitrite Scavenging Activity of 6-Hydroxykynurenic Acid and Other Flavonoids from Gingko biloba Yellow Leaves

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • 제29권12호
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    • pp.1074-1079
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    • 2006
  • As part of our research on phytochemicals that exert protective effects against diseases related to reactive nitrogen species, we have evaluated the scavenging activity of the yellow leaves of Ginkgo biloba on $ONOO^{-}$. The methanol extract and ethyl acetate fraction obtained from yellow leaves of G. biloba evidenced a marked scavenging activity on authentic $ONOO^{-}$. Repeated column chromatography of the active ethyl acetate soluble fraction on silica gel, Sephadex LH-20, and RP-18, resulted in the purification of 15 known compounds, including sciadopitysin (1), ginkgolide B (2), bilobalide (3), isoginkgetin (4), kaempferol (5), luteolin (6), protocatechuic acid (7), bilobetin (8), amentoflavone (9), ${\beta}-sitosterol$ glucopyranoside (10), kaempferol 3-O-rhamnopyranoside (11), kaempferol 3-O-glucopyranoside (12), kaempferol $3-O-[{6^{'}-O-p-coumaroyl-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-L-rhamnopyranoside]$ (13), kaempferol 3-O-rutinoside (14), and 6-hydroxykynurenic acid (15). Among the compounds isolated, flavonoids (5, 6 and 11-14), protocatechuic acid (7), and 6-hydroxykynurenic acid (15) all exhibited marked scavenging activities on authentic $ONOO^{-}$. The $IC_{50}$ values of 5-7, 11-14 and 15 were as follows: $2.86{\pm}0.70,\;2.30{\pm}0.04,\;2.85{\pm}0.10,\;5.60{\pm}0.47,\;4.16{\pm}1.65,\;2.47{\pm}0.15,\;3.02{\pm}0.48,\;and\;6.24{\pm}0.27\;{\mu}M$, respectively. DL-Penicillamine ($IC_{50}=4.98{\pm}0.27\;{\mu}M$) was utilized as a positive control. However, the other compounds (1-4, 8-10) exerted no effects against $ONOO^{-}$.