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Archive > Volume 17 Issue 2 > 2025,17(2):404-408. DOI:https://doi.org/10.1016/j.chmed.2024.06.004 Prev Next

紅景天內(nèi)生真菌HJT-A-6 中的兩個(gè)新聚酮類化合物

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Two new polyketides from Rhodiola tibetica endophytic fungus Penicillium sp. HJT-A-6

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    摘要:
    目的：對(duì)從西藏紅景天莖中分離的內(nèi)生真菌HJT-A-6中的生物活性化合物進(jìn)行研究，并評(píng)估其化感活性。 方法：采用硅膠、凝膠柱色譜和半制備高效液相色譜進(jìn)行分離純化。通過(guò)綜合波譜分析和計(jì)算圓二色譜（ECD）鑒定化合物的結(jié)構(gòu)。此外，通過(guò)研究紅景天種子的萌發(fā)率，對(duì)化合物1的化感作用進(jìn)行了評(píng)價(jià)。 結(jié)果：從青霉菌HJT-A-6 中分離得到兩個(gè)新的聚酮類化合物4-hydroxy-3,6-dimethyl-2H-pyran-2-one (1)和penilactone E (2)，以及六個(gè)已知化合物：walterolactone A (3), 5-hydroxyhexan-4-olide (4), 3-methyl-2-penten-5-olide (5), chaetoquadrin F (6), (Z)-6-acetyl-3-(1,2-dihydroxypropylidene)-5-hydroxy-8-methylchroman-2-one (7), 4-hydroxy-3-(4-hydroxyhexanoyl)-5-methylfuran-2(5H)-one (8)?；衔?在濃度為 0.001 mg/mL 時(shí)對(duì)紅景天種子萌發(fā)起促進(jìn)作用，但在0.01 mg/mL和0.1 mg/mL濃度下抑制紅景天種子的萌發(fā)。與陽(yáng)性藥物 6-芐氨基嘌呤（6-BA）相比，化合物1能夠延長(zhǎng)紅景天的種子的發(fā)芽周期，發(fā)芽周期延長(zhǎng)至11天。 結(jié)論：從紅景天內(nèi)生真菌HJT-A-6 中分離得到兩個(gè)新化合物?；衔?表現(xiàn)出類植物激素樣活性，在高濃度時(shí)抑制宿主植物的種子萌發(fā)，在低濃度時(shí)促進(jìn)宿主植物的種子萌發(fā)。這些結(jié)果不僅豐富了紅景天內(nèi)生真菌代謝產(chǎn)物的化學(xué)成分，還為理解紅景天內(nèi)生真菌與宿主植物之間的相互作用機(jī)制提供了理論基礎(chǔ)。

    Abstract:
    Objective: To study bioactive compounds from the endophytic fungus Penicillium sp. HJT-A-6 isolated from stem of Rhodiola tibetica, and evaluate its allelopathic activity. Methods: The chemical constituents were isolated and purified by silica gel, Sephadex LH-20 column chromatography and semi-preparative HPLC. Their structures were elucidated by extensive spectroscopic analysis and electronic circular dichroism (ECD) calculations. In addition, the allelopathic activity of compound 1 was evaluated by measuring the seed germination rate of R. tibetica. Results: Two new polyketides 4-hydroxy-3,6-dimethyl-2H-pyran-2-one (1) and penilactone E (2), together with six known compounds walterolactone A (3), 5-hydroxyhexan-4-olide (4), 3-methyl-2-penten-5-olide (5), chaetoquadrin F (6), (Z)-6-acetyl-3-(1,2 -dihydroxypropylidene)-5-hydroxy-8-methylchroman-2-one (7) and 4-hydroxy-3-(4-hydroxyhexanoyl)-5-methylfuran-2(5H)-one (8) were isolated from Penicillium sp. HJT-A-6. Compound 1 showed moderate seed-germination-promoting activity at a concentration of 0.001 mg/mL while inhibiting the seed germination at concentrations of 0.1 and 0.01 mg/mL. Compared with the positive drug 6-benzyladenine (6-BA), compound 1 could extend the seed-germination period of R. tibetica (up to 11 d). Conclusion: Two new compounds were isolated from R. tibetica endophytic fungus Penicillium sp. HJT-A-6. Compound 1 displayed plant hormone-like activity, which inhibited the seed germination of the host plant at high concentrations and promoted the seed germination of the host plant at low concentrations. The results not only enrich the chemical constituents of the endophytic fungi isolated from Rhodiola tibetica, but also provide a theoretical basis for understanding the interaction mechanism between Rhodiola tibetica endophytic fungi and the host plant.

    關(guān)鍵詞:
    紅景天;青霉菌;聚酮化合物;種子發(fā)芽促進(jìn)活性;結(jié)構(gòu)表征

    Keywords:


    Project Supported:
    This work was supported by Central Government Guided Local Science and Technology Development Fund Project (No. XZ202101YD0017C) and International Science and Technology Cooperation Project of Dalian Science and Technology Innovation Fund (No. 2022JJ12WZ059).

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