{"title":"异变色链霉菌的一种新的抗真菌化合物。","authors":"Ming-Yun Wang, Ke-Qi Ye, Dan-Ting Li, Chun-Li Guo, Jia-Cheng Ge, Xiao-Ping Yu, Xu-Ping Shentu","doi":"10.1186/s12896-025-01012-1","DOIUrl":null,"url":null,"abstract":"<p><p>Novel antifungal compounds effective against phytopathogenic fungiwere identified by evaluating an n-butanol extract obtained from the fermentation broth of Streptomyces diastatochromogenes strain No.1628. The extract exhibited had strong antifungal activity against Botrytis cinerea, Fusarium oxysporum, and Rhizoctonia solani, markedly reducing the spore germination rates of F. oxysporum and B. cinerea to 25.65% and 28.23%, respectively, at a concentration of 35 mg/L. In vivo efficacy assays further demonstated that the extract achieved disease control efficiencies of 53.42% and 55.68% against Rhizoctonia rot following irrigation at 10 mg/L for 14 and 21 days, respectively. Subsequent chemical investigation led to the isolation of five antifungal compounds from the n-butanol extract: the novel tetraene macrolide, which was structurally elucidated through spectroscopic analysis as (7E,12Z,13E,15E,17E,19E)-21- ((4-amino-3,5-dihydroxy-6-methyltetrahydro-2 H-pyran-2-yl)oxy -)-12-ethylidene-1,5,6,25-tetrahydroxy-11-methyl-9-oxo-10,27-dioxabi-cyclo[21.3.1] -heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid (compound 1), and four other already known antifungal agents, namely tetrin B (2), tetramycin A (3), toyocamycin (4) and anisomycin (5). Compound 1 exhibited potent inhibitory activity against the hyphal growth of R. solani, F. oxysporum, and B. cinerea, with IC<sub>50</sub> values of 0.20, 1.28, and 1.53 µg/mL, respectively. These fundings underscore S. diastatochromogenes as a promising microbial source for the discovery of natural antifungal agents.</p>","PeriodicalId":8905,"journal":{"name":"BMC Biotechnology","volume":"25 1","pages":"82"},"PeriodicalIF":3.4000,"publicationDate":"2025-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12341306/pdf/","citationCount":"0","resultStr":"{\"title\":\"A new antifungal compound from Streptomyces diastatochromogenes.\",\"authors\":\"Ming-Yun Wang, Ke-Qi Ye, Dan-Ting Li, Chun-Li Guo, Jia-Cheng Ge, Xiao-Ping Yu, Xu-Ping Shentu\",\"doi\":\"10.1186/s12896-025-01012-1\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Novel antifungal compounds effective against phytopathogenic fungiwere identified by evaluating an n-butanol extract obtained from the fermentation broth of Streptomyces diastatochromogenes strain No.1628. The extract exhibited had strong antifungal activity against Botrytis cinerea, Fusarium oxysporum, and Rhizoctonia solani, markedly reducing the spore germination rates of F. oxysporum and B. cinerea to 25.65% and 28.23%, respectively, at a concentration of 35 mg/L. In vivo efficacy assays further demonstated that the extract achieved disease control efficiencies of 53.42% and 55.68% against Rhizoctonia rot following irrigation at 10 mg/L for 14 and 21 days, respectively. Subsequent chemical investigation led to the isolation of five antifungal compounds from the n-butanol extract: the novel tetraene macrolide, which was structurally elucidated through spectroscopic analysis as (7E,12Z,13E,15E,17E,19E)-21- ((4-amino-3,5-dihydroxy-6-methyltetrahydro-2 H-pyran-2-yl)oxy -)-12-ethylidene-1,5,6,25-tetrahydroxy-11-methyl-9-oxo-10,27-dioxabi-cyclo[21.3.1] -heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid (compound 1), and four other already known antifungal agents, namely tetrin B (2), tetramycin A (3), toyocamycin (4) and anisomycin (5). Compound 1 exhibited potent inhibitory activity against the hyphal growth of R. solani, F. oxysporum, and B. cinerea, with IC<sub>50</sub> values of 0.20, 1.28, and 1.53 µg/mL, respectively. 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引用次数: 0
摘要
通过对异变色链霉菌(Streptomyces disastatochromogenes)菌株1628发酵液中提取的正丁醇提取物的评价,鉴定出了具有抗植物病原菌活性的新型抗真菌化合物。提取物对灰霉菌、尖孢镰刀菌和番茄根丝核菌具有较强的抑菌活性,在浓度为35 mg/L时,可使尖孢镰刀菌和番茄根丝核菌的孢子萌发率分别降至25.65%和28.23%。体内药效试验进一步表明,10 mg/L灌养14 d和21 d后,提取物对腐根丝核菌的防治效果分别为53.42%和55.68%。随后的化学研究导致从正丁醇提取物中分离出五种抗真菌化合物:新的四烯大环内酯,通过光谱分析结构鉴定为(7E,12Z,13E,15E,17E,19E)-21-((4-氨基-3,5-二羟基-6-甲基四氢-2 h -吡喃-2-基)氧-)-12-乙基-1,5,6,25-四羟基-11-甲基-9-氧-10,27-二氧沙比环[21.3.1]-七烷-7,13,15,17,19-戊烯-24-羧酸(化合物1),以及其他四种已知的抗真菌药物,即tetrin B (2), tetramycin A (3), toyocamycin(4)和anisomycin(5)。化合物1对番茄枯萎菌、尖孢镰刀菌和灰霉菌的菌丝生长具有较强的抑制活性,IC50值分别为0.20、1.28和1.53µg/mL。这些发现强调了异变色素梭菌是发现天然抗真菌药物的一个有前途的微生物来源。
A new antifungal compound from Streptomyces diastatochromogenes.
Novel antifungal compounds effective against phytopathogenic fungiwere identified by evaluating an n-butanol extract obtained from the fermentation broth of Streptomyces diastatochromogenes strain No.1628. The extract exhibited had strong antifungal activity against Botrytis cinerea, Fusarium oxysporum, and Rhizoctonia solani, markedly reducing the spore germination rates of F. oxysporum and B. cinerea to 25.65% and 28.23%, respectively, at a concentration of 35 mg/L. In vivo efficacy assays further demonstated that the extract achieved disease control efficiencies of 53.42% and 55.68% against Rhizoctonia rot following irrigation at 10 mg/L for 14 and 21 days, respectively. Subsequent chemical investigation led to the isolation of five antifungal compounds from the n-butanol extract: the novel tetraene macrolide, which was structurally elucidated through spectroscopic analysis as (7E,12Z,13E,15E,17E,19E)-21- ((4-amino-3,5-dihydroxy-6-methyltetrahydro-2 H-pyran-2-yl)oxy -)-12-ethylidene-1,5,6,25-tetrahydroxy-11-methyl-9-oxo-10,27-dioxabi-cyclo[21.3.1] -heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid (compound 1), and four other already known antifungal agents, namely tetrin B (2), tetramycin A (3), toyocamycin (4) and anisomycin (5). Compound 1 exhibited potent inhibitory activity against the hyphal growth of R. solani, F. oxysporum, and B. cinerea, with IC50 values of 0.20, 1.28, and 1.53 µg/mL, respectively. These fundings underscore S. diastatochromogenes as a promising microbial source for the discovery of natural antifungal agents.
期刊介绍:
BMC Biotechnology is an open access, peer-reviewed journal that considers articles on the manipulation of biological macromolecules or organisms for use in experimental procedures, cellular and tissue engineering or in the pharmaceutical, agricultural biotechnology and allied industries.