Structure Elucidation of the spiro-Polyketide Svalbardine B from the Arctic Fungal Endophyte Poaceicola sp. E1PB with Support from Extensive ESI-MS n Interpretation

M Hussain FB 1 , Al-Khdhairawi AAQ 2 , Kok Sing H 3 , Muhammad Low AL 1 , Anouar EH 4 , Thomas NF 5 Show all authors , Alias SA 6 , Manshoor N 1 , Weber JF 1

Affiliations 

  • 1 Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA Selangor Branch, 42300 Puncak Alam, Selangor, Malaysia
  • 2 School of Pharmacy, Faculty of Health & Medical Sciences, Taylor's University Lakeside Campus, 47500 Subang Jaya, Selangor, Malaysia
  • 3 Analisa Resources (M) Sdn. Bhd, Kawasan Perindustrian Temasya, 40150 Shah Alam, Selangor, Malaysia
  • 4 Department of Chemistry, College of Sciences and Humanities in Al-Kharj, Prince Sattam bin Abdulaziz University, Al Kharj 11942, Saudi Arabia
  • 5 Methodist College Kuala Lumpur, Brickfields, 50470 Kuala Lumpur, Malaysia
  • 6 Institute of Ocean and Earth Sciences, University of Malaya, 50603 Kuala Lumpur, Malaysia
J Nat Prod, 2020 12 24;83(12):3493-3501.
PMID: 33233893 DOI: 10.1021/acs.jnatprod.9b01105

Abstract

Svalbardines A and B (1 and 2) and annularin K (3) were isolated from cultures of Poaceicola sp. E1PB, an endophyte isolated from the petals of Papaver dahlianum from Svalbard, Norway. Svalbardine A (1) is a pyrano[3,2-c]chromen-4-one, a new analogue of citromycetin. Svalbardine B (2) displays an unprecedented carbon skeleton based on a 5'-benzyl-spiro[chroman-3,7'-isochromene]-4,8'-dione core. Annularin K (3) is a hydroxylated derivative of annularin D. The structure of these new polyketides, along with those of known compounds 4-6, was established by spectrometric analysis, including extensive ESI-CID-MS
n
processing in the case of svalbardine B (2).

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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