2002
DOI: 10.1055/s-2002-20055
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Evaluation of Antimycobacterial, Antiplasmodial and Cytotoxic Activities of Preussomerins Isolated from the Lichenicolous Fungus Microsphaeropsis sp. BCC 3050

Abstract: A new preussomerin isomer, 3'-O-demethylpreussomerin I, five known preussomerins E - I, and two known deoxypreussomerins, deoxypreussomerin A and bipendensin (palmarumycin C11), were isolated from a lichenicolous fungus Microsphaeropsis sp. BCC 3050. These structures were elucidated by spectroscopic methods, especially 1D- and 2D-NMR. The preussomerins were evaluated for their antimycobacterial and antiplasmodial activities as well as cytotoxicity against KB, BC-1 and vero cell lines.

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Cited by 47 publications
(40 citation statements)
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“…The H-6 at d 7.02 showed strong correlations ( 3 J CH ) to C-5, -8, and -9a, and weaker correlations ( 2 J CH or 4 J CH ) to C-7 and -9 in the HMBC spectrum. The H-5 at d 7.37 on the other hand displayed strong correlations ( 3 J CH ) to C-4, -6, -9a, and -10a, and weaker correlations ( 2 J CH or 4 J CH ) to C-1, -4a, -5a, -9, and -10. The 13 C NMR chemical shift data of the carbonyl and the aromatic carbons in 1 were almost identical to those in semivioxanthin (3), except that the methine C-8 signal at d 99.1 in 3 [8] was replaced by a quaternary carbon signal at 109.02 in 1.…”
Section: Resultsmentioning
confidence: 95%
“…The H-6 at d 7.02 showed strong correlations ( 3 J CH ) to C-5, -8, and -9a, and weaker correlations ( 2 J CH or 4 J CH ) to C-7 and -9 in the HMBC spectrum. The H-5 at d 7.37 on the other hand displayed strong correlations ( 3 J CH ) to C-4, -6, -9a, and -10a, and weaker correlations ( 2 J CH or 4 J CH ) to C-1, -4a, -5a, -9, and -10. The 13 C NMR chemical shift data of the carbonyl and the aromatic carbons in 1 were almost identical to those in semivioxanthin (3), except that the methine C-8 signal at d 99.1 in 3 [8] was replaced by a quaternary carbon signal at 109.02 in 1.…”
Section: Resultsmentioning
confidence: 95%
“…They were originally detected in the lichenicolous fungus Microsphaeropsis sp. (Seephonkai et al 2002). Gonzales et al (2005) studied the biosynthetic potential of actinomycetes associated with lichens by DNA fingerprinting.…”
Section: Secondary Compounds From Microbial Associates Of Lichensmentioning
confidence: 99%
“…This fungus has previously been isolated from the peduncle bark and xylem of Eucalyptus globulus (Lupo et al 2001); lichens (Seephonkai et al 2002); marine sponges including Agelus sp., collected from Sombrero Key East, Florida; Myxila incrustans, from the island of Helgoland, Germany; and Aplysina aerophoba from the Mediterranean Sea. This fungus has been reported to produce several biologically active compounds including cerebrosides (Keusgen et al 1996), unusual fatty acids and their glycerides , microsphaeropsisin, (R)-mellein, (3R, 4S)-hydroxymellein, (3R, 4R)-hydroxymellein, and 4,8-dihydroxy-3,4-dihydro-2H-naphthalen-1-one (Höller et al 1999), microsphaerones A and B (Wang et al 2002), preussomerins (Seephonkai et al 2002), anthraquinones, and betaenone derivatives (Brauers et al 2000). The second fungus with biological activity was the sterile mycelia E-3, with effect against Microsporum canis, M. gypseum, Epidermophyton floccosum, Trichophyton rubrum, and T. mentagrophytes with MICs of 125, 250, 100, 100, and 125 lg/ml, respectively.…”
Section: E-19mentioning
confidence: 99%