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从弯曲贝母鳞茎中分离得到的细胞毒性异黄酮。

Cytotoxic homoisoflavonoids from the bulbs of Bellevalia flexuosa.

机构信息

Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, Irbid 22110, Jordan.

Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, North, Carolina, 27402, United States.

出版信息

Fitoterapia. 2018 Jun;127:201-206. doi: 10.1016/j.fitote.2018.02.022. Epub 2018 Feb 20.

DOI:10.1016/j.fitote.2018.02.022
PMID:29471027
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5984119/
Abstract

Four new homoisoflavonoids, 7-O-methyl-8-demethoxy-3'-hydroxy-3,9-dihydropunctatin (4), 6-hydroxy-8-demethoxy-4'-O-methyl-3,9-dihydropunctatin (8), 7,4'-O-dimethyl-8-demethoxy-3,3'-dihydroxy-3,9-dihydropunctatin (13), and 7-O-methyl-3-hyroxy-3,9-dihydropunctatin (14) were identified from a chloroform extract of the bulbs of Bellevalia flexuosa, along with 13 known analogues. The structures were determined by analysis of HRMS and NMR data, while ECD spectroscopy enabled the assignment of the absolute configurations of the new compounds 4, 8, 13 and 16. The cytotoxic activities of the isolated compounds (1-17) were evaluated using a panel of human cancer cell lines. Compounds 2 and 7 were the most potent against the MDA-MB-435 (melanoma) cancer cell line with IC values of 1.6 and 2.0 μM, respectively, and were essentially equipotent against the OVCAR3 (ovarian) cancer cell line with IC values of 9.5 and 10.8 μM, respectively. However, compound 7, with an IC value of 3.6 μM, was the most potent against the MDA-MB-231 (breast) cancer cell line.

摘要

从贝拉维亚 flexuosa 的鳞茎的氯仿提取物中分离得到了 4 种新的异黄酮类化合物，7-O-甲基-8-去甲氧基-3'-羟基-3,9-二氢角鲨烯（4）、6-羟基-8-去甲氧基-4'-O-甲基-3,9-二氢角鲨烯（8）、7,4'-O-二甲基-8-去甲氧基-3,3'-二羟基-3,9-二氢角鲨烯（13）和 7-O-甲基-3-羟基-3,9-二氢角鲨烯（14），以及 13 种已知的类似物。通过 HRMS 和 NMR 数据分析确定了结构，而 ECD 光谱学则能够确定新化合物 4、8、13 和 16 的绝对构型。通过一组人类癌细胞系评估了分离得到的化合物（1-17）的细胞毒性活性。化合物 2 和 7 对 MDA-MB-435（黑色素瘤）癌细胞系的活性最强，IC 值分别为 1.6 和 2.0 μM，对 OVCAR3（卵巢）癌细胞系的活性基本相同，IC 值分别为 9.5 和 10.8 μM。然而，化合物 7 对 MDA-MB-231（乳腺癌）癌细胞系的活性最强，IC 值为 3.6 μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/2e5f202c76c0/nihms946034f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/a66d4853d8e2/nihms946034f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/ef6a5a56746d/nihms946034f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/2e5f202c76c0/nihms946034f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/a66d4853d8e2/nihms946034f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/ef6a5a56746d/nihms946034f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd48/5984119/2e5f202c76c0/nihms946034f3.jpg

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