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Archive > Volume 16 Issue 2 > 2024,16(2):231-234. DOI:https://doi.org/10.1016/j.chmed.2022.10.007 Prev Next

從內(nèi)生真菌Fusarium sporotrichioide中得到一個(gè)新的四環(huán)三萜

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A new tetracyclic triterpenoid from endophytic fungus Fusarium sporotrichioides

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    摘要:
    目的：為了從內(nèi)生真菌Fusarium sporotrichioide中得到具有生物活性的化合物，并研究化合物的藥理活性。 方法：采用ODS柱層析、硅膠柱層析和半制備高效液相色譜等方法對(duì)菌株次級(jí)代謝產(chǎn)物進(jìn)行分離純化。通過(guò)1D NMR (1H-NMR和13C-NMR)、2D NMR (1H-1H COSY，HSQC，HMBC和NOESY)、HRESIMS譜以及文獻(xiàn)數(shù)據(jù)比較，確定化合物的結(jié)構(gòu)。此外，通過(guò)計(jì)算ECD方法，確定化合物1的絕對(duì)構(gòu)型。 結(jié)果：從云南蘿芙木內(nèi)生真菌Fusarium sporotrichioide中分離得到一個(gè)四環(huán)三萜integracide L (1)和4個(gè)已知化合物2?5。其中，化合物1為少見(jiàn)的C-4位去甲基四環(huán)三萜。 結(jié)論：從內(nèi)生真菌Fusarium sporotrichioide中分離得到一個(gè)新的四環(huán)三萜類(lèi)化合物。其中，化合物2對(duì)三種不同的人癌細(xì)胞有強(qiáng)的抑制作用。化合物3和5在HepG-2肝癌細(xì)胞中表現(xiàn)較好的細(xì)胞毒活性，IC50值分別為2.8±0.1 μmol/L和6.3±0.3 μmol/L。

    Abstract:
    Objective: To isolate bioactive compounds from the endophytic fungus Fusarium sporotrichioides isolated from Rauwolfia yunnanensis, and investigate their pharmacological activities. Methods: The chemical constituents were isolated and purified by combining with ODS column chromatography, silica gel column chromatography and by performing semipreparative HPLC. Their structures were established on the basis of 1D NMR (1H NMR and 13C NMR) and 2D NMR (1H–1H COSY, HSQC, HMBC and NOESY), as well as HRESIMS and comparison with literature data. In addition, the absolute configuration of compound 1 was determined by calculated ECD data. Results: One previously undescribed tetracyclic triterpenoid derivative, named as integracide L (1), 12α-acetoxy-4,4-dimethyl-24-methylene-5α-cholesta-8,14-diene-2α,3β,11β-triol (2), 12α-acetoxy-4,4-dimethyl-24-methylene-5α-cholesta-8-momoene-2α,3β,11β-triol (3), 12α-acetoxy-4,4-dimethyl-24-methylene-5α-cholesta-8,14-diene-3β,11β-triol (4), and 12α-acetoxy-4,4-dimethyl-24-methylene-5α-cholesta-8-momoene-3β,11β-triol (5) were isolated from F. sporotrichioide. Moreover, compound 1 was rare tetracyclic triterpenoid with single methyl replacement at C-4 position. Conclusion: Compound 1 was a new tetracyclic triterpenoid isolated from the endophytic fungus F. sporotrichioides. In addition, compound 2 could inhibit the growth of three different human cancer cells significantly. Compounds 3 and 5 were found to possess better cytotoxic activities on HepG-2 cells than the other compounds, with IC50 values of (2.8 ± 0.1) and (6.3 0.3)μmol/L respectively.

    關(guān)鍵詞:
    抗腫瘤;Fusarium sporotrichioide;integracide L;四環(huán)三萜

    Keywords:


    Project Supported:
    This study was funded by Outstanding Youth Foundation of Heilongjiang province (NO. YQ2021H009).

    Clc Number:

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