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尖叶山桂花的化学成分及其对尿素酶和α-糜蛋白酶的抑制作用。

Chemical constituents of Stereospermum acuminatissimum and their urease and α-chymotrypsin inhibitions.

机构信息

Department of Organic Chemistry, Higher Teachers Training College, University of Yaounde I, P. O. Box 47, Yaounde, Cameroon.

出版信息

Fitoterapia. 2012 Jan;83(1):204-8. doi: 10.1016/j.fitote.2011.10.014. Epub 2011 Oct 28.

DOI:10.1016/j.fitote.2011.10.014
PMID:22062354
Abstract

Phytochemical investigation of the stem bark of Stereospermum acuminatissimum K. Schum. resulted in the isolation of 21 compounds, including two new guanine derivatives, 1,3,7-trimethylguanin-1/3-ium (1) and 3,7-dimethylguanin-1/3-ium (2), and one new phenolic long chain ester, 2-(4-hydroxyphenyl)ethyl hentriacontanoate (3). The known compounds were identified as sterequinones A, F, and H (4, 5, and 6), zenkequinones A-B (7-8), p-coumaric acid (9), methyl caffeate (10), caffeic acid (11), psilalic acid (12), syringaldehyde (13), norviburtinal (14), specioside (15), verminoside (16), tyrosol (17), eutigoside A (18), ellagic acid (19), atranorin (20), and ursolic acid (21). The metabolites were screened for their potential against urease and α-chymotrypsin enzymes, as urease is targeted in peptic ulcer while α-chymotrypsin is used to remove protein debris in ulcer. Compound 20 was found to be excellent urease inhibitor with IC(50) value of 18.2 ± 0.03 μM. Compounds 13 and 18-20 are reported for the first time from the genus Stereospermum. The chemotaxonomic significance of the isolated compounds was also described.

摘要

从 Stereospermum acuminatissimum K. Schum. 的茎皮中进行植物化学研究,分离得到了 21 种化合物,包括两种新的鸟嘌呤衍生物,1,3,7-三甲基鸟嘌呤-1/3-鎓(1)和 3,7-二甲基鸟嘌呤-1/3-鎓(2),以及一种新的酚类长链酯,2-(4-羟基苯基)乙基 hentriacontanoate(3)。已知化合物分别鉴定为 sterequinones A、F 和 H(4、5 和 6)、zenkequinones A-B(7-8)、对羟基苯甲酸(9)、甲基咖啡酸(10)、咖啡酸(11)、 psilalic 酸(12)、丁香醛(13)、norviburtinal(14)、specioside(15)、verminoside(16)、tyrosol(17)、eutigoside A(18)、鞣花酸(19)、atranorin(20)和熊果酸(21)。这些代谢物被筛选出对尿素酶和 α-糜蛋白酶的潜在抑制作用,因为尿素酶是治疗消化性溃疡的靶点,而 α-糜蛋白酶用于清除溃疡中的蛋白质碎片。化合物 20 被发现是一种优秀的尿素酶抑制剂,IC50 值为 18.2±0.03μM。化合物 13 和 18-20 是首次从 Stereospermum 属中分离得到的。还描述了分离化合物的化学生态学意义。

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