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波罗蜜中的类黄酮及其生物活性。

Flavonoids from Artocarpus anisophyllus and their bioactivities.

作者信息

Lathiff Siti Mariam Abdul, Jemaon Noraini, Abdullah Siti Awanis, Jamil Shajarahtunnur

出版信息

Nat Prod Commun. 2015 Mar;10(3):393-6.

PMID:25924513
Abstract

Two new prenylated flavonoids, 4',5-dihydroxy-6,7-(2,2-dimethylpyrano)-2'-methoxy-8-γ,γ-dimethylallylflavone 1 and 3'-hydroxycycloartocarpin 2 along with six known flavonoids, 5,7-dihydroxy-4'-methoxy-8-prenylflavanone 3, isobavachalcone 4, pyranocycloartobiloxanthone A 5, artocarpin 6, chaplashin 7 and cycloartocarpin 8 were isolated for the first time from the leaves and the heartwoods of Artocarpus anisophyllus Miq. The structures of isolated flavonoids were elucidated spectroscopically using 1D and 2D NMR, FTIR, MS, UV and also by comparison with literature data. These flavonoids were screened for their antioxidant and tyrosinase inhibitory activities. The dichloromethane and ethyl acetate crude extracts together with 3'-hydroxycycloartocarpin 2, pyranocycloartobiloxanthone A 5 and artocarpin 6 showed DPPH (2,2-diphenyl-l-picrylhydrazyl) radical scavenging activity with SC50 values of 80.2, 40.0, 152.9, 20.2 and 140.0 μg/mL in 30 min, respectively. Pyranocycloartobiloxanthone A 5 exhibited significant tyrosinase inhibitory activity against tyrosinase from mushroom with IC50 values of 60.5 μg/mL.

摘要

从异叶波罗蜜(Artocarpus anisophyllus Miq.)的叶子和心材中首次分离出两种新的异戊烯基黄酮类化合物,4',5-二羟基-6,7-(2,2-二甲基吡喃)-2'-甲氧基-8-γ,γ-二甲基烯丙基黄酮1和3'-羟基环桂木黄酮2,以及六种已知的黄酮类化合物,5,7-二羟基-4'-甲氧基-8-异戊烯基黄烷酮3、异补骨脂查耳酮4、吡喃环桂木双黄酮A 5、桂木黄酮6、查普拉斯因7和环桂木黄酮8。通过一维和二维核磁共振、傅里叶变换红外光谱、质谱、紫外光谱并与文献数据比较,对分离得到的黄酮类化合物的结构进行了光谱解析。对这些黄酮类化合物进行了抗氧化和酪氨酸酶抑制活性筛选。二氯甲烷和乙酸乙酯粗提物以及3'-羟基环桂木黄酮2、吡喃环桂木双黄酮A 5和桂木黄酮6在30分钟内对DPPH(2,2-二苯基-1-苦基肼)自由基具有清除活性,SC50值分别为80.2、40.0、152.9、20.2和140.0 μg/mL。吡喃环桂木双黄酮A 5对蘑菇酪氨酸酶表现出显著的酪氨酸酶抑制活性,IC50值为60.5 μg/mL。

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