• Archives of Pharmacal Research
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• v.16 no.4
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• pp.283-288
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• 1993

Fourteen flavonoids were evaluated for their effects as potential bradykinin (BK) antagonists. The compounds were evaluatd in several in vitro and in vivo (oral administration) systems ; inhibition of BK induced contractions in isolated rat ileum and uterus, antagonistic effects of BK induced plasma extravasation, reduction of acetic acid induced withing nociception and protection from endotoxic shock. Skullcapflavone II (3), baicalein (5), 5-methoxyflavone (11), 6-methoxyflavone (12) and 2'-methoxyflavone (14) showed effects in all the tests although the order of potency were somewhat varied.

• Journal of the Korean Wood Science and Technology
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• v.31 no.5
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• pp.49-56
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• 2003

Two stilbenoids and five flavonoids were isolated from wood of Pinus koraiensis (Pinaceae). The chemical structures of isolated compounds were determined as : 5-hydroxy-7-methoxyflavone, chrysin, galangin, pinocembrin, pinobanksin, 3-hydroxy-5-methoxystilbene and pinosylvin on the basis of Mass and NMR spectroscopic data.

• Journal of the Korean Wood Science and Technology
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• v.31 no.1
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• pp.1-9
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• 2003

Antimicrobial activities of plant extractives were investigated to develop a natural fungicide. Two stilbenoids and five flavonoids were isolated from wood extractives of Hovenia dulcis (Rhamnaceae) which had been selected due to its high antifungal activity among the tested species. The chemical structures of isolated compounds were determinded as : 5-hydroxy-7-methoxyflavone, 5,7-dihydroxyflavone (chrysin), 5,7-dihydroxyflavanone (pinocembrin), 3,5,7-trihydroxyflavanone (pinobanksin), 3,4',5,7-tetrahydroxyflavanone (aromadendrin), 3-hydroxy-5-methoxystilbene and 3,5-dihydroxystilbene (pinosylvin) on the basis of Mass and NMR spectroscopic data. According to the results of antifungal test, 3-hydroxy-5-methoxystilbene was evaluated as the strongest antifungal compound among the tested compounds and next were pinocembrin and pinosylvin, but those also had high hyphal growth inhibition activities against C. parasitica, T. versicolor, T. palustris and T. viride. However, pinobanksin, 5-hydroxy-7-methoxyflavone, chrysin and aromadendrin showed very low antifungal activity. In this regard, it could inferred that high antifungal activity of wood extractives of H. dulcis were derived from 3-hydroxy-5-methoxystilbene, pinocembrin and pinosylvin, respectively.

• Archives of Pharmacal Research
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• v.26 no.5
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• pp.345-350
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• 2003

5,7-Dihydroxyflavones and their Ο-methylated flavone analogs were prepared and evaluated their anti-inflammatory activity to decipher the structure-activity relationships. Most of the analogs were achieved from 2,4,6-trihydroxyacetophenone in 4 steps. 5,7-Dihydroxy-4 -methoxyflavone (4c) and 7-hydroxy-4 ,5-dimethoxyflavone(6c) were prepared following a different synthetic pathway. Among the synthetic flavones tested, 5-hydroxy-7-methoxyflavone analogs (3a-3e) showed moderate inhibitory activities of $PGE_2$ production from LPS-induced RAW 264.7 cells.

• Proceedings of the Korean Society of Applied Pharmacology
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• 1994.04a
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• pp.293-293
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• 1994

본 연구에서는 Scutellariae Radix (黃芩)으로부터 분리한 다섯종의 플라보노이드와 그외 구조면에서 관심이 있는 아홉가지 관련 플라보노이드 물질들에 대한 브라디키닌 길항활성물 적출장관 및 여러 in vivo 실험을 통하여 검색하였다. 적출회장 및 자궁실험에 서는 검체들이 거의 모두 BK 길항효과를 나타내었고 특히 적출 자궁실험에서 skullcalflavone 11 와 2'-methoxyflavone이 40 $\mu\textrm{g}$/ml 농도에서 각각 90 및 87%의 억제율을 나타내어 가장 억제적이었다. in vivo 검색에서는 플라보노이드들과 양성대조약물로 사용된 마스피린은 각 실험개시 24시간 및 1시간전에 200 mg/kg의 용량으로 생쥐에게 경구투여하여 BK 길항활성을 비교하였다. 혈장일출, 초산으로 인한 신전반응 및 LPS-유도 septic shock 유발억제 실험에서 특히 2'-methoxyflavone은 신전반응 및 내독소 실험에서 거의 완전하게 억제효과를 나타내었다. 이러한 플라보노이드들은 펩타이드구조를 가진 BK길항제와 비교하여 효력을 낮으나 non-peptide구조로 인해 생리적조건에서 보다 안정한 물질로 연구될 가치가 있다. 본 실험에서는 또한 체내에서 BK와 그 생리작용이 아주 유사한 히스타민에 대한 길항제들중 피페라진핵을 지니고 있는 약물들에 대한 BK 억제효과를 검토해본 결과 homochlorcyclizine이 가장 큰 억제효과를 나타냈으며 이 물질의 해리함수는 6.25 이었고 correlation coefficient는 0.984 로 경쟁적 길항제 이었다. 반면 수용체 결합실험에서는 이 약물은 25%의 수용체결합 억제활성을 나타내었다.

• Korean Journal of Pharmacognosy
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• v.33 no.3 s.130
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• pp.173-176
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• 2002

In search for the plant-derived antioxidant compound, it was found that the EtOAc, BuOH extracts obtained from the leaves parts of Oryza sativa L. which exhibited a significant antioxidant activity from 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical cleavage. Activity-guided fractionation on the basis of the inhibitory activity upon the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical cleavage. and repeated column chromatography afforded several antioxidant compounds from Oryza sativa L. The structures and stereochemistry of these compounds were established on the basis of analysis of spectra and some chemical transformations as follows: 5,7-dihydroxy- 8-methoxyflavone, $acacetin-7-O-{\beta}-rutinoside$, $pectolinarigenin-7-O-{\beta}-rutinoside$. At antioxidant activity test for isolated three compounds, antioxidant activity was showed too.

• Natural Product Sciences
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• v.4 no.1
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• pp.38-41
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• 1998

From the dried leaves of Isodon eriocalyx (Labiatae) six flavonoids were isolated and two of them were elucidated to be novel ones named 5,7,8,4'-tetrahydroxy-6-methoxyflavone (1), and $isothymusin-8-O-{\beta}-D-glucoside$ (2).

• Proceedings of the Korean Society of Applied Pharmacology
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• 1994.04a
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• pp.245-245
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• 1994

From the active fraction, cytotoxic constituents 1-5 were isolated and identified to be 2(S)-5,7-dihydroxy-8,2'-dimethoxyflavanone (1), wogonin (5,7-dihydroxy-8-methoxyflavone, 2), 5,7-dihydruxy-8,2'-dimethoxyflavone (3), 2(5) -5,7,2'-trihydroxy-8-methoxyflavanone (4), 2(S) - 5,2',5'-trihydroxy-7,8-dimethoxyflavanone (5), respectively, with those of specimens$\^$1-2)/

• Proceedings of the Korea Environmental Mutagen Society Conference
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• 2004.11a
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• pp.107-107
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• 2004

• Proceedings of the PSK Conference
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• 2003.04a
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• pp.245.1-245.1
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• 2003

As part of our research to discover novel synthetic flavonoids which can be applied to chronic inflammation diseases, many structurally modified flavone analogs have been synthesized to obtain information concerning the relationships between structures and the anti-inflammatory activities. We previously reported that 7-methoxyflavone analogs generally exhibited strong inhibitory activities against cyclooxygenase-2 catalyzed prostaglandin production. (omitted)