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Benzodiazepine Alkaloids from Marine-Derived Endophytic Fungus Aspergillus ochraceus

✍ Scribed by Chuan-Ming Cui; Xiao-Ming Li; Chun-Shun Li; Hao-Fen Sun; Shu-Shan Gao; Bin-Gui Wang

Book ID
102253673
Publisher
John Wiley and Sons
Year
2009
Tongue
German
Weight
151 KB
Volume
92
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

A new fungus‐derived benzodiazepine analogue, 2‐hydroxycircumdatin C (1), and a compound which has been isolated from a natural resource for the first time, but has been previously synthesized, namely (11a__S__)‐2,3‐dihydro‐7‐methoxy‐1__H__‐pyrrolo[2,1‐c][1,4]benzodiazepine‐5,11(10__H__,11a__H__)‐dione (2), along with five structurally related known alkaloids (3–7), were isolated from Aspergillus ochraceus, an endophytic fungus derived from the marine brown alga Sargassum kjellmanianum. Their structures were established on the basis of spectroscopic methods. The absolute configuration of 1 was determined through CD evidence. Compound 1 displayed significant DPPH radical‐scavenging activity with an IC~50~ value of 9.9 μM, which is 8.9‐fold more potent than that of butylated hydroxytoluene (BHT), a well‐known synthetic positive control.

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Single-crystal X-ray study T = 298 K Mean '(C±C) = 0.011 A Ê R factor = 0.064 wR factor = 0.209 Data-to-parameter ratio = 13.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.