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来自脓疱锦枣儿和双叶锦枣儿的三萜类化合物和高异黄酮类化合物的抗血管生成活性及细胞毒性

Antiangiogenic Activity and Cytotoxicity of Triterpenoids and Homoisoflavonoids from Massonia pustulata and Massonia bifolia.

作者信息

Schwikkard Sianne L, Whitmore Hannah, Corson Timothy W, Sishtla Kamakshi, Langat Moses K, Carew Mark, Mulholland Dulcie A

机构信息

School of Life Sciences, Pharmacy and Chemistry, Kingston University, Kingston-upon-Thames, United Kingdom.

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, United Kingdom.

出版信息

Planta Med. 2018 Jul;84(9-10):638-644. doi: 10.1055/a-0577-5322. Epub 2018 Feb 28.

DOI:10.1055/a-0577-5322
PMID:29490386
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6467464/
Abstract

The Hyacinthaceae family ( APGII), with approximately 900 species in around 70 genera, plays a significant role in traditional medicine in Africa as well as across Europe and the Middle and Far East. The dichloromethane extract of the bulbs of (Hyacinthaceae APGII) yielded two known homoisoflavonoids, ()-5-hydroxy-3-(4-hydroxybenzyl)-7-methoxy-4-chromanone 1: and 5-hydroxy-3-(4-hydroxybenzyl)-7-methoxy-4-chromone 2: and four spirocyclic nortriterpenoids, eucosterol 3: , 28-hydroxyeucosterol 4: and two previously unreported triterpenoid derivatives, ()-17,23-epoxy-3,22,29-trihydroxylanost-8-en-27,23-olide 5: , and ()-17,23-epoxy-28,29-dihydroxylanost-8-en-3-on-27,23-olide 6: . Compounds 1, 2, 3: , and 5: were assessed for cytotoxicity against CaCo-2 cells using a neutral red uptake assay. Compounds 1, 2: , and 5: reduced cell viability by 70% at concentrations of 30, 100, and 100 µM, respectively. yielded three known homoisoflavonoids, ()(4'-hydroxy)-5-hydroxy-7-methoxy-4-chromanone 1: , ()-(4'-hydroxy)-5,7-dihydroxy-4-chromanone 7: and ()(3'-hydroxy-4'-methoxy)-5,7-dihydroxy-4-chromanone 9: , two previously unreported homoisoflavonoids, ()3-benzylidene-(3',4'-dihydroxy)-5-hydroxy-7-methoxy-4-chromanone 8: and ()(3',4'-dihydroxy)-5-hydroxy-7-methoxy-4-chromanone 10,: and a spirocyclic nortriterpenoid, 15-deoxoeucosterol 11: . Compounds 1, 1AC, 7, 8, 9,: and 10: were screened for antiangiogenic activity against human retinal microvascular endothelial cells. Some compounds showed dose-dependent antiproliferative activity and blocked endothelial tube formation, suggestive of antiangiogenic activity.

摘要

风信子科(APGII分类法)约有70个属,近900种植物,在非洲以及欧洲、中东和远东地区的传统医学中发挥着重要作用。(风信子科,APGII分类法)鳞茎的二氯甲烷提取物产生了两种已知的高异黄酮类化合物,()-5-羟基-3-(4-羟基苄基)-7-甲氧基-4-色满酮1和5-羟基-3-(4-羟基苄基)-7-甲氧基-4-色酮2,以及四种螺环降三萜类化合物,真甾醇3、28-羟基真甾醇4,还有两种之前未报道的三萜类衍生物,()-17,23-环氧-3,22,29-三羟基羊毛甾-8-烯-27,23-内酯5和()-17,23-环氧-28,29-二羟基羊毛甾-8-烯-3-酮-27,23-内酯6。使用中性红摄取试验评估了化合物1、2、3和5对CaCo-2细胞的细胞毒性。化合物1、2和5在浓度分别为30、100和100µM时,使细胞活力降低了70%。(某种植物)产生了三种已知的高异黄酮类化合物,()(4'-羟基)-5-羟基-7-甲氧基-4-色满酮1、()-(4'-羟基)-5,7-二羟基-4-色满酮7和()(3'-羟基-4'-甲氧基)-5,7-二羟基-4-色满酮9,两种之前未报道的高异黄酮类化合物,()3-亚苄基-(3',4'-二羟基)-5-羟基-7-甲氧基-4-色满酮8和()(3',4'-二羟基)-5-羟基-7-甲氧基-4-色满酮10,以及一种螺环降三萜类化合物,15-脱氧真甾醇11。对化合物1、1AC、7、8、9和10进行了针对人视网膜微血管内皮细胞的抗血管生成活性筛选。一些化合物表现出剂量依赖性的抗增殖活性,并阻断内皮管形成,提示具有抗血管生成活性。

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