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Studies On Chemical Constituents From The Endophyte

Posted on:2011-05-18Degree:DoctorType:Dissertation
Country:ChinaCandidate:G Z DingFull Text:PDF
GTID:1220330401455883Subject:Medicinal chemistry
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The thesis included three parts of studies on the chemical constituents from the endophytes of Penicillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen.The term’endophyte’ is an all-encompassing topographical term which includes all organisms that, during a variable period of their life, symptomlessly colonise the living internal tissues of their hosts. This definition is broad enough to include virtually any organism residing inside a plant host.The compounds from endophyte were bioactivity of antitumor,antibiosis,antivirus and anthemintic.The genus Lysidice consists of two species, L. rhodostegia Hance and L. brevicalyx Wei. The chemical constituents from roots of L. rhodostegia has been studied previously, leading to the isolation of some phloroglucinols, stilbenes and flavanoids. Meanwhile, a series of endophytes were isolated from the roots of L. rhodostegia. According to the cytotoxic activity and chemical screening results, the bioactive strain Pencillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen were selected for scale-up fermentation, and the EtOAc extract of its broth was then chemically investigated, leading to the isolation of34compounds including4lactones,17diketopiperazines,4benzoic acids,3sterols,3caffeoylquinates,1adenosine,1ceramide and1monoglyceride.Though spect roscopic methods,their structures were respectively established as:Penicillactone-A(1), Penicillactone-B(2), Penicillactone-C(3), Penicillactone-D(4),3-hydroxy-benzoic acid-4-O-β-D-glucopyranosyl-(1â†'6)-β-D-ribbofuranoside(5),8-malonic acid-7-α-D-ribbofuranosyladenine(6), dipropylphthalate(7), diisobutylphthalate(8),3-dicaffeoyl quinate(9),4-dicaffeoylquinate(10),5-dicaffeoy lquinate(11),3-hydroxy-benzoic acid-4-O-β-D-glucopyranoside(12), ergosterol(13), peroxy-ergosterol(14), Ergosta-7,22-trien-3β,5a,6β-triol(15),2,3-dihydroxypropylstearate(16),2-hydroxy-N-(1,3,4-trihydroxydocosan-2-yl)icosanamide(17),8,20-doil-6-MethoxspirotryprostatinB(18), Cyclo-(S-Val-R-Leu)(19), Cyclo-(S-Pro-R-Val)(20), Cyclo-(S-Pro-R-Ile)(21), Cyclo-(S-Pro-R-Leu)(22), Spirotryprostain A(23), Tryprostatin B(24), fumitremorgin C(25), demethoxyfumitremorgin C(26), Cyclo-(R-Pro-R-Phe)(27),12R,13S-dihydroxyfumi tremorginC(28), Cyclo(trans-4-OH-D-Pro-D-Phe)(29), Cyclo-(R-Tyr-S-Ile)(30), Cyc lo-(R-pHE-S-Ile)(31),Cyclo-(R-Val-S-Val)(32), Cyclo-(R-Ala-S-Val)(33), Cyclo-(R- Val-S-Tyr)(34). There are8new compounds(1,2,3,4,5,6,18and19).The compounds of1,2,3and4are the novel skeleton. The novel compounds was assayed for cytotoxic activities, antiviral activities and antiinflammatory.
Keywords/Search Tags:Lysidice rhodostegia, Erthrophleum fordii Oliver, endophyte, lactones, diketopiperazines, cytotoxic
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