Benzodiazepine Alkaloids from Marine‐Derived Endophytic Fungus  Aspergillus ochraceus | Zendy

Cui ChuanMing | Zendy; Li XiaoMing | Zendy; Li ChunShun | Zendy; Sun HaoFen | Zendy; Gao ShuShan | Zendy; Wang BinGui | Zendy

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Benzodiazepine Alkaloids from Marine‐Derived Endophytic Fungus Aspergillus ochraceus

Author(s) -

Cui ChuanMing,

Li XiaoMing,

Li ChunShun,

Sun HaoFen,

Gao ShuShan,

Wang BinGui

Publication year - 2009

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200900084

Subject(s) - chemistry , aspergillus ochraceus , fungus , butylated hydroxytoluene , stereochemistry , dpph , aspergillus , alkaloid , botany , organic chemistry , antioxidant , food science , mycotoxin , ochratoxin a , biology

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 μ M , which is 8.9‐fold more potent than that of butylated hydroxytoluene (BHT), a well‐known synthetic positive control.

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