Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347

Wu, Bin, Oesker, Vanessa, Wiese, Jutta, Malien, Susann, Schmaljohann, Rolf and Imhoff, Johannes F. (2014) Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347 Marine Drugs, 12 (4). pp. 1924-1938. DOI 10.3390/md12041924.

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A novel spirocyclic drimane coupled by two drimane fragment building blocks 2 and a new drimane 1 were identified in mycelia and culture broth of Stachybotrys sp. MF347. Their structures were established by spectroscopic means. This is the first example of spirocyclic drimane coupled by a spirodihydrobenzofuranlactam unit and a spirodihydroisobenzofuran unit; and the connecting position being N-C instead of an N and N connecting unit. Strain MF347 produced also the known spirocyclic drimanes stachybocin A (12) and stachybocin B (11) featured by two sesquiterpene-spirobenzofuran structural units connected by a lysine residue; the known spirocyclic drimanes chartarlactam O (5); chartarlactam K (6); F1839A (7); stachybotrylactam (8); stachybotramide (9); and 2α-acetoxystachybotrylactam acetate (10); as well as ilicicolin B (13), a known sesquiterpene. The relative configuration of two known spirobenzofuranlactams (3 and 4) was determined. All compounds were subjected to biological activity tests. The spirocyclic drimane 2, 11, and 12, as well as the sesquiterpene 13, exhibited antibacterial activity against the clinically relevant methicillin-resistant Staphylococcus aureus (MRSA).

Document Type: Article
Additional Information: WOS:000335759500013
Keywords: spirocyclic drimane; antibiotic; Stachybotrys; marine fungus
Research affiliation: OceanRep > GEOMAR > FB3 Marine Ecology > FB3-MI Marine Microbiology
OceanRep > GEOMAR > Applied R&D > Centre for Marine Substances (KiWiZ)
Refereed: Yes
DOI etc.: 10.3390/md12041924
ISSN: 1660-3397
Projects: KIWIZ, Future Ocean
Date Deposited: 24 Apr 2014 08:30
Last Modified: 02 Mar 2018 12:47
URI: http://eprints.uni-kiel.de/id/eprint/24370

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