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Mar. Drugs 2014, 12(4), 1924-1938; doi:10.3390/md12041924

Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347

1 Kieler Wirkstoff-Zentrum am GEOMAR Helmholtz Zentrum für Ozeanforschung Kiel, Kiel 24105, Germany 2 Ocean College, Zhejiang University, Hangzhou 310058, China
* Author to whom correspondence should be addressed.
Received: 9 January 2014 / Revised: 24 February 2014 / Accepted: 11 March 2014 / Published: 1 April 2014
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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).
Keywords: spirocyclic drimane; antibiotic; Stachybotrys; marine fungus spirocyclic drimane; antibiotic; Stachybotrys; marine fungus
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Wu, B.; Oesker, V.; Wiese, J.; Malien, S.; Schmaljohann, R.; Imhoff, J.F. Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347. Mar. Drugs 2014, 12, 1924-1938.

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