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Mar. Drugs 2018, 16(11), 440; https://doi.org/10.3390/md16110440

20-Nor-Isopimarane Epimers Produced by Aspergillus wentii SD-310, a Fungal Strain Obtained from Deep Sea Sediment

1
,
1,2,3
,
1,2,3
,
1,3
,
1
and
1,2,3,*
1
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China
2
Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Wenhai Road 1, Qingdao 266237, China
3
Center for Ocean Mega-Science, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China
*
Author to whom correspondence should be addressed.
Received: 9 October 2018 / Revised: 4 November 2018 / Accepted: 5 November 2018 / Published: 9 November 2018
(This article belongs to the Special Issue Marine Antimicrobial Agents)
Full-Text   |   PDF [1755 KB, uploaded 9 November 2018]   |  

Abstract

Four new uncommon 20-nor-isopimarane diterpenoid epimers, aspewentins I−L (14), together with a new methylated derivative of 3, aspewentin M (5), were isolated from the deep sea sediment-derived fungus Aspergillus wentii SD-310. The very similar structures of these epimers made the separation and purification procedures difficult. The structures of compounds 15 were illustrated based on spectroscopic analysis, and the absolute configurations of compounds 15 were unambiguously determined by the combination of NOESY, time-dependent density functional (TDDFT)-ECD calculations, and X-ray crystallographic analysis. These metabolites represented the rare examples of 20-nor-isopimarane analogues possessing a cyclohexa-2,5-dien-1-one moiety. These compounds were tested for antimicrobial activities against human and aquatic pathogenic bacteria, as well as plant-pathogenic fungi. While compounds 1 and 2 exhibited inhibitory activities against zoonotic pathogenic bacteria such as Escherichia coli, Edwardsiella tarda, Vibrio harveyi, and V. parahaemolyticus, compound 5 showed potent activity against the plant pathogen Fusarium graminearum. View Full-Text
Keywords: sediment-derived fungus; Aspergillus wentii; 20-nor-isopimarane epimers; antimicrobial activity sediment-derived fungus; Aspergillus wentii; 20-nor-isopimarane epimers; antimicrobial activity
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Li, X.-D.; Li, X.; Li, X.-M.; Xu, G.-M.; Liu, Y.; Wang, B.-G. 20-Nor-Isopimarane Epimers Produced by Aspergillus wentii SD-310, a Fungal Strain Obtained from Deep Sea Sediment. Mar. Drugs 2018, 16, 440.

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