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南海软珊瑚共附生真菌Aspergillus sp. EGF15-0-3苯甲醛类化合物研究*
引用本文:刘炳新,韦霞,肖细姬,张琪,张翠仙.南海软珊瑚共附生真菌Aspergillus sp. EGF15-0-3苯甲醛类化合物研究*[J].热带海洋学报,2021,40(4):63-69.
作者姓名:刘炳新  韦霞  肖细姬  张琪  张翠仙
作者单位:1.广州中医药大学中药学院, 广东 广州 5100062.康美药业股份有限公司, 广东 广州 510627
基金项目:广东省自然资源厅广东省海洋经济发展(海洋六大产业)专项资金(粤自然资合)([2020]039);广东省科技计划(2017A020217008);广东省科技计划(2015A020216017);广州中医药大学薪火计划重点项目(XH20170110);国家自然科学基金(81741160);广东省自然科学基金(2014A030313411)
摘    要:本文研究了具有克服肿瘤耐药活性的软珊瑚共附生真菌Aspergillus sp. EGF 15-0-3苯甲醛类化学成分。采用硅胶柱层析、十八烷基硅烷键合硅胶层析、Sephadex LH-20层析、高效液相色谱(high performance liquid chromatography, HPLC)等多种方法进行分离纯化; 通过核磁共振波谱(nuclear magnetic resonance, NMR)、质谱(mass spectrometry, MS)等现代波谱分析及物理常数对照等方法进行结构鉴定; 采用MTT法对苯甲醛部位和单体化合物进行克服肿瘤耐药活性研究。从EGF15-0-3的苯甲醛部位共得到9个苯甲醛类化合物, 结构依次为flavoglaucin (1)、tetrahydroauroglaucin (2)、isoaspergin (3)、 isotetrahydroauro-glaucin (4)、dihydroauroglaucin (5)、isodihydroauroglaucin (6)、2-(1',5'-heptadienyl)-3, 6-dihydroxy-5-(3'-methyl-2'-butenyl) benzaldehyde (7)、auro-glaucin (8)和2-(2',3-epoxy-1'-heptenyl)-6-hydroxy-5- (3'methyl-2'-butenyl) benzaldehyde (9)。体外克服肿瘤耐药活性研究表明, 苯甲醛类化合物9具有较强的克服肿瘤耐药活性, 可能是由于其结构2位烷基侧链与3羟基形成吡喃环所致。

关 键 词:软珊瑚共附生真菌  Aspergillus  sp.EGF15-0-3  苯甲醛  克服肿瘤耐药活性  
收稿时间:2020-08-01
修稿时间:2020-10-16

Research on benzaldehydes from the soft coral-associated symbiotic fungus Aspergillus sp. EGF15-0-3
LIU Bingxin,WEI Xia,XIAO Xiji,ZHANG Qi,ZHANG Cuixian.Research on benzaldehydes from the soft coral-associated symbiotic fungus Aspergillus sp. EGF15-0-3[J].Journal of Tropical Oceanography,2021,40(4):63-69.
Authors:LIU Bingxin  WEI Xia  XIAO Xiji  ZHANG Qi  ZHANG Cuixian
Institution:1. School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China2. Kangmei Pharmaceutical Co., Ltd, Guangzhou 510627, China
Abstract:To research the benzaldehydes of the soft coral-associated symbiotic fungus Aspergillus sp. EGF 15-0-3 with the activity of overcoming tumor resistance, the secondary metabolites were isolated by silica gel column chromatography, ODS, Sephadex LH-20, thin layer chromatography, and high performance liquid chromatography (HPLC). The structures of compounds were identified by nuclear magnetic resonance (NMR), mass spectrometry(MS), and literature analysis. Nine benzaldehydes were obtained and elucidated as follows: flavoglaucin (1), tetrahydroauroglaucin (2), isoaspergin (3), isotetrahydroauroglaucin (4), dihydroauroglaucin (5), isodihydroauroglaucin (6), 2-(1',5'-heptadienyl)-3,6-dihydroxy-5- (3'-methyl-2'-butenyl) benzaldehyde (7), auro- glaucin (8), and 2-(2',3-epoxy-1'-heptenyl)-6- hydroxy-5-(3'methyl-2'-butenyl) benzal-dehyde (9). Using the MTT 3-(4, 5)-dimethylthiahiazo (-z-y1)-3, 5-di-phenytetrazoliumromide] method, compound 9 showed strong activity to drug-resistant tumor cell lines H1975/GR. This may be due to the structure of a pyran ring between the 2-position side chain and 3-hydroxyl group.
Keywords:Soft coral-associated symbiotic epiphytic fungus  Aspergillus sp  EGF15-0-3  benzaldehydes  overcoming tumor resistance activity  
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