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土槿皮中的土槿烷三萜和麦角甾烷甾体及其细胞毒性。

Lanostane Triterpenoids and Ergostane Steroids from and Their Cytotoxicity.

机构信息

Haikou Key Laboratory for Research and Utilization of Tropical Natural Products, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Hainan Key Laboratory for Protection and Utilization of Tropical Bioresources, Hainan Academy of Tropical Agricultural Resource, Haikou 571101, China.

Jiangsu Food&Pharmaceutical Science College, Huaian 223003, China.

出版信息

Molecules. 2022 Oct 18;27(20):6989. doi: 10.3390/molecules27206989.

Abstract

Macrofungus is one of the main species of fungi distributed in Hainan province of China, the fruiting bodies of which have been widely used in folk as a healthy food to prevent tumors. To explore the potential cytotoxic constituents from . , the phytochemical investigation on the ethyl acetate soluble fraction of 95% ethanolic extract from the fruiting bodies of this fungus led to the isolation of twenty-six lanostane triterpenoids (-), including three undescribed ones (-), together with eight ergostane steroids (-). The structures of three new lanostane triterpenoids were elucidated as lanosta-7,9(11)-dien-3β-acetyloxy-24,25-diol (), lanosta-7,9(11)-dien-3-oxo-24,26-diol-25-methoxy (), and lanosta-8,20(22)-dien-3,11,23-trioxo-7β,15β-diol-26-oic acid methyl ester () by the analysis of 1D, 2D NMR, and HRESIMS spectroscopic data. All isolates were assayed for their cytotoxic activities using three human cancer cell lines (K562, BEL-7402, and SGC-7901) and seven lanostane triterpenoids (, , , , , , and ), and one ergostane steroid () showed definite cytotoxicity with IC values that ranged from 6.64 to 47.63 μg/mL. Among these cytotoxic lanostane triterpenoids, compounds and showed general cytotoxicity against three human cancer cell lines, while compounds and exhibited significant selective cytotoxicity against K562 cells with IC values of 8.59 and 8.82 μg/mL, respectively. Furthermore, the preliminary structure-cytotoxicity relationships was proposed.

摘要

大型真菌是中国海南省分布的主要真菌物种之一,其子实体已广泛应用于民间作为预防肿瘤的健康食品。为了探索潜在的细胞毒性成分,从该真菌子实体的 95%乙醇提取物的乙酸乙酯可溶部分进行了植物化学研究,导致分离出二十六种羊毛甾烷三萜(-),包括三种未描述的(-),以及八种麦角甾烷甾体(-)。三种新的羊毛甾烷三萜的结构通过 1D、2D NMR 和 HRESIMS 光谱数据分析阐明为羊毛甾-7,9(11)-二烯-3β-乙酰氧基-24,25-二醇()、羊毛甾-7,9(11)-二烯-3-酮-24,26-二醇-25-甲氧基()和羊毛甾-8,20(22)-二烯-3,11,23-三酮-7β,15β-二醇-26-羧酸甲酯()。所有分离物均通过三种人类癌细胞系(K562、BEL-7402 和 SGC-7901)和七种羊毛甾烷三萜(、、、、、、和)进行细胞毒性测定,一种麦角甾烷甾体()表现出明确的细胞毒性,IC 值范围为 6.64 至 47.63μg/mL。在这些具有细胞毒性的羊毛甾烷三萜中,化合物和对三种人类癌细胞系表现出一般的细胞毒性,而化合物和对 K562 细胞表现出显著的选择性细胞毒性,IC 值分别为 8.59 和 8.82μg/mL。此外,提出了初步的结构-细胞毒性关系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc2a/9611895/4a2c05ffd056/molecules-27-06989-g001.jpg

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