Total Synthesis of (-)-Neoechinulin A

Aoki, Toshiaki; Kamisuki, Shinji; Kimoto, Masaaki; Ohnishi, Kensuke; Takakusagi, Yoichi; Kuramochi, Kouji; Takeda, Yasuharu; Nakazaki, Atsuo; Kuroiwa, Kenji; Ohuchi, Takashi; Sugawara, Fumio; Arai, Takao; Kobayashi, Susumu

doi:10.1055/s-2006-933113

Cited by 2 publications

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“…Four known indole-containing diketopiperazine analogs, (-)-neoechinulin A ( 2 ) [ 32 ], neoechinulin D ( 3 ) [ 33 ], variecolorin G ( 4 ) [ 34 ] and echinulin ( 5 ) [ 35 ] were also isolated and characterized by comparing their molecular weight and NMR data with those reported in the literature. The HPLC peaks of these four compounds as well as compound 1 are labeled in Figure 1 .…”

Section: Resultsmentioning

confidence: 99%

The Hypolipidemic Characteristics of a Methanol Extract of Fermented Green Tea and Spore of Eurotium cristatum SXHBTBU1934 in Golden Hamsters

et al. 2023

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Fuzhuan brick tea (FBT), a distinctive Chinese dark tea with the predominant fungus of Eurotium cristatum, offered significant health benefits to Chinese people. In the current study, the in vivo bioactivities of E. cristatum (SXHBTBU1934) fermented green tea and spores of E. cristatum fermented on wheat were investigated, respectively. The methanol extract of fermented green tea and spore of E. cristatum both showed potent lipid-lowering activity in the blood of a high-fat diet induced hyperlipidemia model in golden hamsters and significantly reduced the accumulation of fat granules in the liver. These results indicated that the key active components were produced by E. cristatum. Chemical investigations suggested similar components in the two extracts and led to the identification of a new alkaloid, namely variecolorin P (1), along with four known structurally related compounds, (-)-neoechinulin A (2), neoechinulin D (3), variecolorin G (4), and echinulin (5). The structure of the new alkaloid was elucidated by HRESIMS, 1H, 13C, and 2D NMR analysis. The lipid-lowering activity of these compounds was evaluated using an oleic acid-induced HepG2 cell line model. Compound 1 significantly reduced the lipid accumulation in the HepG2 cell line with an IC50 value of 0.127 μM.

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