两株植物内生真菌的代谢产物及其生物活性研究

发布时间：2018-04-25 04:39

  本文选题：植物内生真菌 + 异海松烷型二萜　； 参考：《山东大学》2017年硕士论文

【摘要】：本文对一株苔藓内生真菌Botrysphaer laricina和一株脚骨脆内生真菌Leptosphaeriasp.L1201的代谢产物进行了系统研究。采用硅胶、SephadexLH-20凝胶、十八烷基键合硅胶柱色谱,以及半制备型高效液相色谱等技术分离得到了41个化合物,采用NMR,MS,IR,UV以及X-射线单晶衍射技术鉴定了其结构,其中包括新化合物11个。对部分化合物进行了体外细胞毒活性、NO生成抑制活性和醌还原酶诱导活性的筛选,发现多个化合物具有较强的活性。对从暖地大叶藓Rhodobryum umgiganteum正常组织中分离得到的内生真菌Botrysphaerialaricina在察氏培养基中培养产生的次级代谢产物进行了系统的研究,共分离获得了 21个化合物,其中有7个新化合物,鉴定为5个异海松烷型二贴botrysphaerins A-E(1-5)和 2 个混源萜类化合物 tricycloalternarenes K 和 L(6和7)。此外还获得了 14个已知化合物,包括3个二萜类化合物sphaeropsidinsA和 B(8 和 9)以及 aspergiloid B(10);2 个二倍半萜化合物 fusaproliferin(11)和(-)-terpestacin(12);3 个混源萜类化合物 tricycloalternarenes 3a,4b 和 1b(13-15);4 个甾体类化合物stigmasterol(16)、β-sitosterol(17)、(22E)-ergosta-6,9,22-tien-3β,5α,8α-triol(18)和(22E)-ergosta-4,6,8(14),22-tetraen-3-one(19),以及 2 个脂肪族化合物 hexadecanoic acid(20)和 l-O-pentadecanoyl-sn-glycerol(21)。对部分化合物进行了体外细胞毒活性、NO生成抑制活性和醌还原酶诱导活性的筛选,发现化合物3对MDA-MB-231、A549、Hep G2和Hela等肿瘤细胞株具有中等的细胞毒活性,化合物1、3-7、11和13可显著抑制NO的生成,化合物3、7和10-15具有很强的醌还原酶诱导活性。从脚骨脆Cosearia balansae Gagnep.的正常组织中分离得到了内生真菌菌株Leptosphaeriasp.L1201,对其在察氏培养基中培养产生的次级代谢产物进行了系统的研究,共分离得到了 20个化合物,其中包括4个新化合物,鉴定为2个氧杂蒽酮类化合物leptosphaerins H和I(22和23),1个芳香醚类化合物leptosphin A(24)和1个芳香化合物leptosphinB(25)。此外还得到了 16个已知化合物,包括1个triketide类化合物sphaeropsidone(26);13个芳香化合物2,5-dimethyl-7-hydroxychromone(27)、(R)-(-)-O-methylmellein(28)、6-hydroxymellein(29)、2,3-dihydro-5-hydroxy-1H-2-isoindol-1-one(30)、bis(2-ethylhepty1)phthalate(31)、bis(2-ethyldecyl).phthalate(32)、monomethylsulochrin(33)、alternariol(34)、n-butyl-2,4-dihydroxy-3,6-dimethylbenzoate(35)、orselinic acid(36)、vanillic acid(37)、4-hydroxybenzoic acid(38)、ethyl phenyl ether(39),以及 2 个脂肪族化合物(R)-2-ethylhexan-1-ol(40)和linoleic acid(41)。经活性筛选发现化合物34对Hep G2和Hela肿瘤细胞株具有中等的细胞毒活性,化合物24、34和35具有显著的NO生成抑制活性,化合物25和36具有较强的醌还原酶诱导活性。
[Abstract]:The metabolites of a moss endophytic fungus, Botrysphaer laricina, and a foot brittleness endophytic fungus, Leptosphaeriasp.L1201, were systematically studied in this paper. 41 compounds were isolated by silica gel Sephadex LH-20 gel, octadecyl bonded silica gel column chromatography and semi-synthetic high performance liquid chromatography. Their structures were identified by NMRM MS IR UV and X ray single crystal diffraction. These include 11 new compounds. Some of the compounds were screened for inhibition of no production and quinone reductase induction activity in vitro. It was found that many compounds had strong activity. The secondary metabolites of endophytic fungus Botrysphaerialaricina isolated from the normal tissue of Rhodobryum umgiganteum were systematically studied in Cha's medium. A total of 21 compounds were isolated, 7 of which were new compounds. It was identified as five isophoran type botrysphaerins A-EH1-5) and two mixed terpenoids, tricycloalternarenes K, LX 6 and 7 O. In addition, 14 known compounds were obtained. 鍖呮嫭3涓�浜岃悳绫诲寲鍚堢墿sphaeropsidinsA鍜，

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