睾丸苷 A-D,从巴西泰达尼亚中分离出来的睾丸微杆菌产生的甘油三酯。

IF 3.9 3区 生物学 Q2 BIOTECHNOLOGY & APPLIED MICROBIOLOGY Applied Microbiology and Biotechnology Pub Date : 2024-12-01 Epub Date: 2024-01-12 DOI:10.1007/s00253-023-12870-0
Jairo I Quintana-Bulla, Luciane A C Tonon, Lamonielli F Michaliski, Eduardo Hajdu, Antonio G Ferreira, Roberto G S Berlinck
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引用次数: 0

摘要

事实证明,与海洋海绵共生的海洋细菌是具有生物活性的次生代谢物的可靠来源。我们在此报告从巴西泰达尼亚(Tedania brasiliensis)海绵中分离出一株睾丸微杆菌(M. testaceum)。通过对从睾丸微杆菌培养基中提取的具有生物活性的预分馏提取物进行分子网络分析,发现了睾丸苷 A-D。通过光谱数据和化学衍生分析,鉴定出睾酮苷 A-D 为甘油脂类,其中睾酮苷 A (1)含有与 12-甲基十四烷酸相连的 1-[α-吡喃葡萄糖基-(1 → 3)-(α-吡喃甘露糖基)]-甘油分子、睾酮苷 B(2)为 14-甲基十五烷酸,睾酮苷 C(3)和 D(4)为 14-甲基十六烷酸。单糖残基的绝对构型是通过对各自的非对映噻唑烷衍生物进行 1H-NMR 分析确定的。这是首次报道从 M. testaceum 培养物中分离出的天然产物。要点:- 首次报道睾丸微杆菌产生的代谢产物。- 1-[α-吡喃葡萄糖基-(1 → 3)-(α-吡喃甘露糖基)]-甘油脂质的分离和鉴定。- 从巴西海绵(Tedania brasiliensis)中分离出的睾丸微细菌菌株。
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Testacosides A-D, glycoglycerolipids produced by Microbacterium testaceum isolated from Tedania brasiliensis.

Marine bacteria living in association with marine sponges have proven to be a reliable source of biologically active secondary metabolites. However, no studies have yet reported natural products from Microbacterium testaceum spp. We herein report the isolation of a M. testaceum strain from the sponge Tedania brasiliensis. Molecular networking analysis of bioactive pre-fractionated extracts from culture media of M. testaceum enabled the discovery of testacosides A-D. Analysis of spectroscopic data and chemical derivatizations allowed the identification of testacosides A-D as glycoglycerolipids bearing a 1-[α-glucopyranosyl-(1 → 3)-(α-mannopyranosyl)]-glycerol moiety connected to 12-methyltetradecanoic acid for testacoside A (1), 14-methylpentadecanoic acid for testacoside B (2), and 14-methylhexadecanoic acid for testacosides C (3) and D (4). The absolute configuration of the monosaccharide residues was determined by 1H-NMR analysis of the respective diastereomeric thiazolidine derivatives. This is the first report of natural products isolated from cultures of M. testaceum. KEY POINTS: • The first report of metabolites produced by Microbacterium testaceum. • 1-[α-Glucopyranosyl-(1 → 3)-(α-mannopyranosyl)]-glycerol lipids isolated and identified. • Microbacterium testaceum strain isolated from the sponge Tedania brasiliensis.

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来源期刊
Applied Microbiology and Biotechnology
Applied Microbiology and Biotechnology 工程技术-生物工程与应用微生物
CiteScore
10.00
自引率
4.00%
发文量
535
审稿时长
2 months
期刊介绍: Applied Microbiology and Biotechnology focusses on prokaryotic or eukaryotic cells, relevant enzymes and proteins; applied genetics and molecular biotechnology; genomics and proteomics; applied microbial and cell physiology; environmental biotechnology; process and products and more. The journal welcomes full-length papers and mini-reviews of new and emerging products, processes and technologies.
期刊最新文献
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