Ayers S, Zink DL, Mohn K, Powell JS, Brown CM, Bills G, Grund A, Thompson D, Singh SB Anthelmintic constituents of Clonostachys candelabrum The Journal of Antibiotics63(3) (2010)
119-122
Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota) Organ / tissue:mycelium
The structure was elucidated in this paper NCBI PubMed ID:20075977 Publication DOI:10.1038/ja.2009.131 Journal NLM ID:0151115 Publisher: London: Nature Publishing Group Correspondence: sheo_singhmerck.com Institutions: Natural Products Chemistry, Merck Research Laboratories, Rahway, USA, Merck and Co. Inc., Branchburg Farm, Somerville, NJ, USA, CIBE, Merck, Sharp & Dohme de Espanã, Madrid, Spain, Bio-Technical Resources, Manitowoc, USA
Five diastereomeric polyketide glycosides, roselipins 3A-3E (1-5), have been isolated from the acetone extract of Clonostachys candelabrum on the basis of their positive anthelmintic activity. The structures of these compounds were elucidated by comparison of their NMR and MS data to those of previously reported roselipins and related structures, and were confirmed by 2D-NMR spectral analysis. Known compounds linoleic acid (6) and aurantiogliocladin (7) were also isolated as active anthelmintic components, although much less potent than the roselipins.
Methods: 13C NMR, 1H NMR, IR, MS, HPLC, UV, extraction, CC, HMBC, HPLC-ESIHRFTMS, antihelmintic activity assay Biological activity: Roselipin 2A and 2B inhibited HIV-1 integrase with an IC50 value of 8.5 mM Comments, role: arabitol is connected to Subst by C-1(Roselipins 3A) or by C-5(Roselipins 3B)
Ayers S, Zink DL, Mohn K, Powell JS, Brown CM, Bills G, Grund A, Thompson D, Singh SB Anthelmintic constituents of Clonostachys candelabrum The Journal of Antibiotics63(3) (2010)
119-122
The structure was elucidated in this paper NCBI PubMed ID:20075977 Publication DOI:10.1038/ja.2009.131 Journal NLM ID:0151115 Publisher: London: Nature Publishing Group Correspondence: sheo_singhmerck.com Institutions: Natural Products Chemistry, Merck Research Laboratories, Rahway, USA, Merck and Co. Inc., Branchburg Farm, Somerville, NJ, USA, CIBE, Merck, Sharp & Dohme de Espanã, Madrid, Spain, Bio-Technical Resources, Manitowoc, USA
Five diastereomeric polyketide glycosides, roselipins 3A-3E (1-5), have been isolated from the acetone extract of Clonostachys candelabrum on the basis of their positive anthelmintic activity. The structures of these compounds were elucidated by comparison of their NMR and MS data to those of previously reported roselipins and related structures, and were confirmed by 2D-NMR spectral analysis. Known compounds linoleic acid (6) and aurantiogliocladin (7) were also isolated as active anthelmintic components, although much less potent than the roselipins.
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(later renamed to: Clonostachys rosea f. catenulata F-146 319)
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