摘要
【目的】以红树林内生拟盘多毛孢(Pestalotiopsis microspora)为对象挖掘结构特殊的甾体类化合物,分析其化学结构和抗肿瘤活性,为生物活性先导化合物提供模式结构。【方法】对课题组前期发现的活性显著的拟盘多毛孢(KX631718)添加海盐培养发酵,获得粗提物。采用柱层析结合高效液相,分离得到代谢产物;利用核磁共振波谱(NMR)、质谱(MS)等波谱解析方法以及与文献数据对照,鉴定化合物结构;对化合物进行抗肿瘤活性评价。【结果与结论】分离得到8个已知甾体类化合物,经鉴定化合物Ⅰ~Ⅷ分别为3-乙酰基-β-谷甾醇(3-O-acetyl-β-sitosterol)、7β-hydroxysitosterol、3β-hydroxy-5α-stigmastan-6-one、citreoanthrasteroid B、stigmast-4-en-6-ol-3-one、5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol、β-谷甾醇(β-sitosterol)、7-ketositosterol,其中Ⅰ~Ⅳ为首次分离自拟盘多毛孢属真菌。生物合成途径推测拟盘多毛孢以常见的甾醇为前体,通过氧化、还原和重排反应,可代谢产生抗肿瘤先导物Sdy-1和结构特殊的甾醇化合物Ⅳ。生物活性评价发现,化合物Ⅰ、Ⅱ、Ⅴ和Ⅶ具有微弱的抗肿瘤活性。生物合成途径推测拟盘多毛孢菌可利用传统甾体类为前体代谢产生抗肿瘤先导化合物Sdy-1。
【Objective】Pestalotiopsis microspora from the mangrove was used to create steroidal compounds with special structures,to analyze their anti-tumor activity for providing model structures for biologically active pre-compounds.【Method】Based on the previous study of our group,the sea salt was added to cultural condition to obtain the crude extract of Pestalotiopsis microspora(KX631718)with significant fermentation activity.Column chromatography and high performance liquid phase were used to separate metabolites.【Result and Conclusion】8 known steroidal compounds(3-O-acetylβ-sitosterol,7β-hydroxysitosterol,3β-hydroxy-5α-stigmastan-6-one,citreoanthrasteroid B,stigmast-4-en-6-ol-3-one,5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol,β-sitosterol,7-ketositosterol)were found;compoundsⅠtoⅣwere isolated for the first time from P.microspora(KX631718);we used traditional sterols as precursors to produce sterol compoundⅣwith special structures and antitumor leading compound Sdy-1 through oxidation,reduction and rearrangement.Biological activity evaluation of the isolated steroids showed that compoundsⅠ,Ⅱ,ⅤandⅦweakly displayed antitumor activity.The biosynthetic pathway speculates that P.microspora can be metabolized using traditional steroids as precursors to produce the antitumor leading compound Sdy-1.
作者
周婧
徐静
ZHOU Jing;XU Jing(Collaborative Innovation Center of Ecological Civilization,School of Chemical Engineering and Technology,Hainan University,Haikou 570228,China;]School of Life Sciences,Hainan University,Haikou 570228,China;]School of Hai De,Hainan University,Haikou 570228,China)
出处
《广东海洋大学学报》
CAS
CSCD
北大核心
2023年第4期34-40,共7页
Journal of Guangdong Ocean University
基金
2022年度海南大学协同创新中心项目(XTCX2022STB01)
海南省自然科学基金资助(822RC650/221RC453)
国家自然科学基金(81973229/82160675)
海南省重点研发项目(ZDYF2021108)
海南省重大科技项目(ZDKJ202018)。
关键词
拟盘多毛孢
次级代谢产物
生物合成途径
抗肿瘤
Pestalotiopsis microspore
secondary metabolites
biosynthetic pathways
antitumor
