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

Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347

1,2email, 1email, 1email, 1email, 1email and 1,* email
Received: 9 January 2014; in revised form: 24 February 2014 / Accepted: 11 March 2014 / Published: 1 April 2014
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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
PDF Full-text Download PDF Full-Text [957 KB, uploaded 1 April 2014 11:18 CEST]

Export to BibTeX |

MDPI and ACS Style

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.

AMA Style

Wu B, Oesker V, Wiese J, Malien S, Schmaljohann R, Imhoff JF. Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347. Marine Drugs. 2014; 12(4):1924-1938.

Chicago/Turabian Style

Wu, Bin; Oesker, Vanessa; Wiese, Jutta; Malien, Susann; Schmaljohann, Rolf; Imhoff, Johannes F. 2014. "Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347." Mar. Drugs 12, no. 4: 1924-1938.

Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert