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Marilines A-C: Novel phthalimidines from the sponge-derived fungus Stachylidium sp

dc.creatorAlmeida, C.en
dc.creatorHemberger, Y.en
dc.creatorSchmitt, S. M.en
dc.creatorBouhired, S.en
dc.creatorNatesan, L.en
dc.creatorKehraus, S.en
dc.creatorDimas, K.en
dc.creatorGütschow, M.en
dc.creatorBringmann, G.en
dc.creatorKönig, G. M.en
dc.date.accessioned2015-11-23T10:22:02Z
dc.date.available2015-11-23T10:22:02Z
dc.date.issued2012
dc.identifier10.1002/chem.201103278
dc.identifier.issn9476539
dc.identifier.urihttp://hdl.handle.net/11615/25477
dc.description.abstractA marine-derived fungus of the genus Stachylidium was isolated from the sponge Callyspongia cf. C. flammea. Chemical investigation of the bioactive fungal extract led to the isolation of the novel phthalimidine derivatives marilines A 1 (1 a), A 2 (1 b), B (2), and C (3). The absolute configurations of the enantiomeric compounds 1 a and 1 b were assigned by a combination of experimental circular dichroism (CD) investigations and quantum chemical CD calculations. The skeleton of marilines is most unusual, and its biosynthesis is suggested to require uncommon biochemical reactions in fungal secondary metabolism. Both enantiomers, marilines A 1 (1 a) and A 2 (1 b), inhibited human leukocyte elastase (HLE) with an IC 50 value of 0.86 μM. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en
dc.sourceChemistry - A European Journalen
dc.source.urihttp://www.scopus.com/inward/record.url?eid=2-s2.0-84863468188&partnerID=40&md5=4d0018fb89d61c9df61f838a39bf4ca8
dc.subjectCD spectroscopyen
dc.subjecthuman leukocyte elastaseen
dc.subjectmarine fungusen
dc.subjectphthalimidineen
dc.subjectStachylidiumen
dc.subjectElastaseen
dc.subjectBiochemistryen
dc.subjectCircular dichroism spectroscopyen
dc.subjectEnantiomersen
dc.subjectQuantum chemistryen
dc.subjectChemical compoundsen
dc.subjectleukocyte elastaseen
dc.subjectmariline Aen
dc.subjectmariline Ben
dc.subjectmariline Cen
dc.subjectphthalimide derivativeen
dc.subjectanimalen
dc.subjectarticleen
dc.subjectAscomycetesen
dc.subjectchemical structureen
dc.subjectchemistryen
dc.subjectdrug antagonismen
dc.subjecthumanen
dc.subjectisolation and purificationen
dc.subjectmicrobiologyen
dc.subjectnuclear magnetic resonanceen
dc.subjectsponge (Porifera)en
dc.subjectAnimalsen
dc.subjectAscomycotaen
dc.subjectHumansen
dc.subjectMolecular Structureen
dc.subjectNuclear Magnetic Resonance, Biomolecularen
dc.subjectPhthalimidesen
dc.subjectPoriferaen
dc.titleMarilines A-C: Novel phthalimidines from the sponge-derived fungus Stachylidium spen
dc.typejournalArticleen


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