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Cytotoxic and anti-HIV-1 activities of triterpenoids and flavonoids isolated from leaves and twigs of Gardenia sessiliflora
Phytochemistry Letters ( IF 1.7 ) Pub Date : 2019-11-15 , DOI: 10.1016/j.phytol.2019.10.007
Sariyarach Thanasansurapong , Patoomratana Tuchinda , Vichai Reutrakul , Manat Pohmakotr , Pawinee Piyachaturawat , Arthit Chairoungdua , Kanoknetr Suksen , Radeekorn Akkarawongsapat , Jitra Limthongkul , Chanita Napaswad , Narong Nuntasaen

A new cycloartane triterpenoid, sessiliflorin (1), together with two new flavanones, 5,3′,5′-trihydroxy-6,7,4′-trimethoxyflavanone (10) and 5-hydroxy-6,7,3′,4′,5′-pentamethoxyflavanone (11) were isolated from a methanol extract of leaves and twigs of Gardenia sessiliflora. In addition, the known cycloartane triterpenoids 29 and flavonoids 1221 were also obtained from the same source. All structures were determined based on their spectroscopic data. Most of the tested compounds including the new compounds, 1, 10, and 11 showed anti-HIV-1 activity in the syncytium reduction assay with EC50 values of <8.02‒171.61 μM and SI values of 1.12–9.72 except compound 7 which was found toxic. In the anti-HIV-1 RT assay, compound 5, 10, 13, and 14 displayed weak activities with 30.00–46.40% inhibition at 200 μg/mL, while 16 showed moderate activity with 52.50% inhibition at 200 μg/mL. For cytotoxic assay, 7 displayed cytotoxic activity in all tested cell lines except A549 cell line with IC50 values of 0.6–4.8 μM, whereas 35 and 14 were found active in P-388 cell line with IC50 values of 1.2–7.5 μM. However, compounds 5 and 7 were also found toxic to HEK 293 cell line.



中文翻译:

细胞毒性和抗HIV-1和三萜类化合物类黄酮从树叶和树枝分离活动栀子sessiliflora

一种新的环烷三萜类化合物,sessiliflorin(1),以及两个新的黄烷酮,5,3',5'-三羟基-6,7,4'-三甲氧基黄酮(10)和5-羟基-6,7,3',4从Garden子叶和嫩枝的甲醇提取物中分离出',5'-五甲氧基黄酮(11此外,已知的环戊烷三萜29和黄酮1221也从同一来源获得。所有结构都是根据其光谱数据确定的。大多数所测试的化合物,包括新的化合物,110,和11在合胞体减少试验中显示出抗HIV-1活性,EC 50值<8.02×171.61μM,SI值1.12-9.72,除了发现有毒的化合物7外。在抗HIV-1 RT测定中,化合物51013,和14显示微弱活动以200微克/毫升30.00-46.40%抑制,而16表明在200微克/毫升52.50%的抑制中等活性。细胞毒性测定法中,7显示细胞毒活性在所有测试的细胞系中除与IC的A549细胞系50 0.6-4.8μM的值,而3 - 514被发现在P-388细胞系中有活性,IC 50值为1.2–7.5μM。然而,还发现化合物57对HEK 293细胞系有毒。

更新日期:2019-11-15
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