期刊文献+

雷斯青霉菌中的1个新萘醌类化合物

A new naphthoquinone derivative isolated from Penicillium raistrickii
原文传递
导出
摘要 目的基于OSMAC策略指导下研究雷斯青霉菌Penicillium raistrickii次级代谢产物的多样性及抗肿瘤活性。方法采用大米作为培养基,静置发酵获得粗提物。对粗提物采用硅胶柱层析、LH20凝胶色谱、半制备高效液相色谱(PHPLC)和半制备薄层色谱(PTLC)等方法,对总浸膏进行分离纯化;利用波谱技术包括核磁共振(NMR)和质谱(MS)等技术结合文献报道数据,确定所得化合物结构;利用CCK8法评价所得化合物对HepG2肿瘤细胞增殖抑制活性。结果从雷斯青霉菌中共分离鉴定了10个化合物,包括2个萘醌类化合物(1~2),4个色原酮类化合物(3~6)和4个(口山)酮类化合物(7~10),其结构分别鉴定为7-甲酯-2,8-二甲氧基-5-羟基-l,4-萘醌(1)、2,7-二甲氧基-5-羟基-1,4-萘醌(2)、5-甲基-2-乙基-7-羟基色原酮(3)、2,5-二甲基-7-羟基色原酮(4)、2-甲基-5-羧甲基-7-羟基色原酮(5)、4,6,9-三羟基-7-甲基-1H,3H-萘并[1,8-cd]吡喃-1,3-二酮(6)、1,3,6-三羟基-8-甲基-(口山)酮(7)、1,6-二羟基-3-甲氧基-8-甲基-(口山)酮(8)、1,5,6-三羟基-3-甲氧基-8-甲基-(口山)酮(9)和1,3,5,6-四羟基-8-甲基-(口山)酮(10)。结论从雷斯青霉菌大米静置发酵物中分离得到了10个聚酮类化合物,其中化合物1为新萘醌衍生物,化合物3为新色原酮类天然产物。所得化合物对HepG2细胞无增殖抑制活性。 Objective To explore the secondary metabolites chemical diversity of the talent fungus Penicillium raistrickii derived from saline soil based on the strategy of one strain,many compounds(OSMAC),and to evaluate the proliferation inhibition effect of the secondary metabolites towards HepG2 cell lines.Methods Rice was applied as the culture medium for the fungus with incubation period of 30 days at static station,followed by extraction with ethyl acetate three times to get the crude extract.The isolation and purification process were carried out with silica gel column chromatography,LH20 column chromatography,semipreparative HPLC or semi-preparative TLC techniques.The structures of the isolated compounds were elucidated by extensive NMR and HR-ESI-MS analyses,as well as comparisons with the data reported.The proliferation inhibition effects of the isolated compounds against HepG2 cell line were evaluated by CCK8 method.Results Ten polyketides,including two naphthoquinone derivatives(1-2),four chromones(3-6)and four xanthones(7-10)were obtained and identified as 7-carbomethoxy-2,8-dimethoxy-5-hydroxy-1,4-naphthoquinone(1),2,7-dimethoxy-5-hydroxy-1,4-naphthoquinone(2),2-ethyl-7-hydroxy-5-methyl chromone(3),2,5-dimethyl-7-hydroxy chromone(4),5-carboxymethyl-7-hydroxy-2-methyl chromone(5),lamellicolic anhydride(6),1,3,6-trihydroxy-8-methyl xanthone(7),1,6-dihydroxy-3-methoxy-8-methyl xanthone(8),1,5,6-trihydroxy-3-methoxy-8-methyl xanthone(9)and 1,3,5,6-tetrhydroxy-8-methyl xanthone(10).Conclusion The chemical diversity of P.raistrickii was investigated based OSMAC strategy,and ten polyketides were isolated and identified.Among them,compound 1 was a new naphthoquinone derivative and compound 3 was a new natural chromone product.None of the isolated compounds exhibited proliferation inhibition effect towards HepG2cell line.
作者 荣先国 马丽英 刘为忠 刘德胜 RONG Xianguo;MA Liying;LIU Weizhong;LIU Desheng(College of Pharmacy,Binzhou Medical University,Yantai 264003,China)
出处 《中国海洋药物》 CAS CSCD 2024年第1期10-16,共7页 Chinese Journal of Marine Drugs
基金 国家自然科学基金项目(31270082)资助。
关键词 OSMAC 雷斯青霉菌 萘醌 色原酮 (口山)酮 HEPG2 OSMAC penicillium raistricki naphthoquinones chromones xanthones HepG2
  • 相关文献

参考文献1

二级参考文献13

  • 1陈艳,张国刚,余仲平.蛇床子的化学成分及药理作用的研究进展[J].沈阳药科大学学报,2006,23(4):256-260. 被引量:74
  • 2姜艳艳,刘斌,石任兵,涂光忠.防风化学成分的分离与结构鉴定[J].药学学报,2007,42(5):505-510. 被引量:37
  • 3中国药典[S].2010年版.一部.39-40,189,32.
  • 4何进,何艳,张建强,魏玉辉.欧地笋化学成分研究[J].解放军药学学报,2007,23(6):432-433. 被引量:5
  • 5Kimiye B, Hiromu K, Masahiko T, et al. Chromone glucosides from Cnidium japonicum[J]. Phytochemistry, 1994, 35(1): 221-225.
  • 6Kimiye B, Hiromu K, Masahiko T, et al. Chromones from Cnidium monnieri [J]. Phytochemistry, 1992, 31(4): 1367-1370.
  • 7Waight E S, Razdan T K, Qadri B, et al. Chromones and coumarins from Skimmia laureola[J]. Phytochemistry, 1987, 26(7): 2063-2069.
  • 8Torres-Valencia J M, Chávez-Ríos O E, Cerda-García-Rojas C M, et al. Dihydrofurochromones from Prionosciadium thapsoides [J]. J Nat Prod,2008, 71(11): 1956-1960.
  • 9Moseley J M, Suva L J. Molecular characterization of the EGF receptor and involvement of glycosyl moieties in the binding of EGF to its receptor on a clonal osteosarcoma cell line, UMR 106-06[J]. Calcif Tissue Int, 1986, 38(2): 109-114.
  • 10Bankson D D, Rifai N, Williams M E, et al. Biochemical effects of 17β-estradiol on UMR106 cells[J]. Bone Mineral, 1989, 6(1): 55-63.

共引文献4

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部