海洋放线菌Streptomyces sp.MDW-06中1个新的聚酮类化合物
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摘要
分离鉴定海洋放线菌Streptomyces sp.MDW-06的次级代谢产物。利用柱色谱等方法对发酵产物进行分离、纯化,运用质谱、核磁共振和比旋光等手段鉴定化合物的结构,采用药敏纸片法和DPPH法评价了化合物的抗菌活性和抗氧化活性。从海洋放线菌Streptomyces sp.MDW-06的发酵产物中分离鉴定了6个化合物(1～6):streptopentanoic acid(1),germicidin A(2),germicidin B(3),isogermicidin A(4),isogermicidin B(5)以及oxohygrolidin(6)。其中化合物1为新化合物。化合物1在100 mg·L~(-1)下显示有弱的DPPH自由基清除活性,清除率为36. 4%。
To isolate and identify secondary metabolites of marine-derived Streptomyces sp.MDW-06,the isolations and purifications of compounds were performed by means of column chromatography over silica gel. And their structures were elucidated through the spectroscopic analysis of MS,NMR and specific rotations. The bioactivities were assayed by paper diffusion and DPPH method. From the fermentation broth of marine-derived Streptomyces sp.MDW-06,five compounds( 1-5) were isolated and identified as streptopentanoic acid( 1),germicidin A( 2),germicidin B( 3),isogermicidin A( 4),isogermicidin B( 5) and oxohygrolidin( 6),respectively. Compound 1 is a new compound. Compound 1 shows DPPH radical scavenging activity with 36. 4% at 100 mg·L~(-1).
To isolate and identify secondary metabolites of marine-derived Streptomyces sp.MDW-06,the isolations and purifications of compounds were performed by means of column chromatography over silica gel. And their structures were elucidated through the spectroscopic analysis of MS,NMR and specific rotations. The bioactivities were assayed by paper diffusion and DPPH method. From the fermentation broth of marine-derived Streptomyces sp.MDW-06,five compounds( 1-5) were isolated and identified as streptopentanoic acid( 1),germicidin A( 2),germicidin B( 3),isogermicidin A( 4),isogermicidin B( 5) and oxohygrolidin( 6),respectively. Compound 1 is a new compound. Compound 1 shows DPPH radical scavenging activity with 36. 4% at 100 mg·L~(-1).
引文
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[3]王聪,梅显贵,朱伟明.海洋链霉菌来源的天然产物[J].海洋科学集刊,2016,51:86.
[4]于清武.北部湾(广西海域)海洋微生物多样性研究现状与对策[J].南方农业学报,2014,45(12):2293.
[5]黄大林,戴支凯,莫刚,等.广西北部湾红树林土壤放线菌的筛选和抗菌活性研究[J].时珍国医国药,2013,24(4):857.
[6]周中流.红树林底泥放线菌(N2010-37)发酵液的化学成分[J].中国实验方剂学杂志,2011,17(23):98.
[7]冯鹭,孟繁超.海绵附生放线菌抗结核分枝杆菌活性物质的筛选及分离[J].山东大学学报:医学版,2016,54(5):29.
[8]王聪,刘培培,王乂,等.海洋来源放线菌Streptomyces parvulus OUCMDZ-2554产放线菌素D的发酵条件优化[J].中国海洋药物,2014,33(3):34.
[9] Zupancic B,Mohar B,Stephan M. Impact on hydrogenation catalytic cycle of the R groups'cyclic feature in"R-SMS-Phos"[J].Org lett,2010,12(13):3022.
[10]王聪,王立平,范杰,等.深海链霉菌Streptomyces malaysiensis OUCMDZ-2167来源的细胞毒性产物[J].有机化学,2017,37(3):658.
[11]崔萌纳,袭蕊,李德海,等.海洋放线菌分离及菌株Streptomyces sp. AH17-3的次级代谢产物研究[J].中国海洋药物,2012,31(3):1.
[12] Du Y,Sun J,Gong Q,et al. Newα-pyridones with quorumsensing inhibitory activity from diversity-enhanced extracts of a Streptomyces sp. derived from marine algae[J]. J Agric Food Chem,2018,66(8):1807.
[13] Song L,Barona-Gomez F,Corre C,et al. TypeⅢpolyketide synthaseβ-ketoacyl-ACP starter unit and ethylmalonyl-CoA extender unit selectivity discovered by Streptomyces coelicolor genome mining[J]. J Am Chem Soc,2006,128(46):14754.
[14] Yu Z,Wang L,Yang J,et al. A new antifungal macrolide from Streptomyces sp. KIB-H869 and structure revision of halichomycin[J]. Tetrahedron Lett,2016,57(12):1375.
[15]王聪,刘春娟,雷福厚,等.海洋真菌Penicillium sp.H1中1个新的二萜糖苷类化合物[J].中草药,2018,49(24):5746.
[16] Liu P,Wang C,Lu Z,et al. New isochromane derivatives from the mangrove fungus Aspergillus ustus 094102[J]. Nat Prod Commun,2015,10(12):2123.
[17] Wang W L,Lu Z Y,Tao H W,et al. Isoechinulin-type alkaloids,variecolorins A-L,from halotolerant Aspergillus variecolor[J]. J Nat Prod,2007,70(10):1558.
[18]黄大林,戴支凯,莫刚,等.广西北部湾红树林土壤放线菌的筛选和抗菌活性研究[J].时珍国医国药,2013,24(4):857.
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