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从圆叶花椒(芸香科)茎中提取的 O-prenylated acridone 生物碱。

O-prenylated acridone alkaloids from the stems of Balsamocitrus paniculata (Rutaceae).

机构信息

Department of Chemistry, University of Douala, Faculty of Science, Douala, Cameroon.

出版信息

Planta Med. 2011 Jun;77(9):934-8. doi: 10.1055/s-0030-1250692. Epub 2011 Jan 17.

DOI:10.1055/s-0030-1250692
PMID:21243586
Abstract

Two new O-prenylated acridone alkaloids, balsacridone A (1) and B (2), together with eighteen known compounds were isolated from the methanol extract from the stems of Balsamocitrus paniculata, a Cameroonian medicinal plant. The structures of all compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral (EI and ESI) data, and chemical reactions. N-methyl-6-methoxybenzoxazolinone (16) was isolated for the first time from a natural source while compounds 13, 14, and 15 for the first time from this genus. Pure compounds were tested for their activity against bacteria, fungi, and plant pathogen oomycetes, using the paper disk agar diffusion assay. The agar diffusion test delivered low to missing antimicrobial activities, corresponding to MICs > 1 mg/mL. However, compounds 1-15 exhibited a strong suppressive effect on phagocytosis response upon activation with serum opsonized zymosan in the range of IC50 = 0.5-7.2 μM, and the acridone alkaloids (1-5), N-trans-p-coumaroyltyramine (13), and N-trans-pcoumaroyloctopamine (14) displayed weak cytotoxic activity against the human Caucasian prostate adenocarcinoma cell line PC-3, with IC₅₀ values ranging from 69.8 to 99.0 μM.

摘要

从喀麦隆药用植物巴尔萨木属植物巴尔萨木的茎甲醇提取物中分离得到两个新的 O-烯丙基吖啶酮生物碱,巴尔萨酮 A(1)和 B(2),以及十八个已知化合物。所有化合物的结构均通过对其 1D 和 2D NMR、质谱(EI 和 ESI)数据和化学反应的综合分析确定。N-甲基-6-甲氧基苯并恶唑酮(16)首次从天然来源中分离出来,而化合物 13、14 和 15 则首次从该属中分离出来。用纸片琼脂扩散法测定了纯化合物对细菌、真菌和植物病原菌卵菌的活性。琼脂扩散试验的抗菌活性低至缺失,对应的 MICs > 1 mg/mL。然而,化合物 1-15 在与血清调理的酵母聚糖激活时对吞噬反应表现出强烈的抑制作用,IC50 = 0.5-7.2 μM,吖啶酮生物碱(1-5)、N-反式-对香豆酰基酪氨酸(13)和 N-反式-对香豆酰基辛胺(14)对人高加索前列腺腺癌 PC-3 细胞系表现出较弱的细胞毒性活性,IC₅₀ 值范围为 69.8 至 99.0 μM。

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