印度尼西亚大叶芝麻植物中的两种新天然二聚体成分及其生物活性

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pure and Applied Chemistry Pub Date : 2024-02-20 DOI:10.1515/pac-2023-1112
Noviany Noviany, Hasnah Osman, Suriyati Mohamad, Bambang Irawan, Wisnu Ananta Kusuma, Jhons F. Suwandi, Sutopo Hadi, Nanik S. Aminah
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引用次数: 0

摘要

利用乙酸乙酯萃取法成功地从印度尼西亚大叶芝麻植物的根部分离出了一种新的天然异黄酮二聚体和一些已知的黄酮类化合物。分离出的新化合物是具有 (4→6) 异黄烷间连接的天然双异黄酮,以及四种已知的黄酮类化合物 xenognosin B、liquiritigenin、7,2′4′-三羟基异黄酮、demethylvestitol 和 1,1′-bi-2-naphthol ,并对这些化合物的抗结核活性进行了研究。利用一维和二维核磁共振、紫外光谱和 HRESI 质谱分析法阐明了所有化合物的结构。获得的数据还与之前发表的数据进行了比较。在这些化合物中,1,1′-bi-2-萘酚对结核分枝杆菌 H37Rv 的活性最高,其 MIC 值为 10.9 µM,而具有 (4→6) 间异黄酮连接的生物黄酮类化合物则表现出中等活性,其 MIC 值为 92.2 nM,而异嗪酸作为阳性对照,其 MIC 值为 0.569 nM。值得注意的是,1,1′-bi-2-萘酚和具有(4→6)间异黄烷酰基连接的生物黄酮类化合物是首次从天然来源中分离出来。这两种化合物以前都曾被报道为合成化合物,分别与 3,4-反式-4-[(3S)-7,2′-二羟基-4′-甲氧基异黄烷-6-基]-7,2′-二羟基-4′-甲氧基异黄烷和 1,1′-双-2-萘酚同义。因此,本研究的结果表明,大花茜草的根是新天然产物化合物的潜在来源,具有良好的生物活性。
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Two new naturally dimers constituent from Indonesian Sesbania grandiflora plant and their bioactivity
A new dimer of natural isoflavonoid along with some known flavonoid compounds was successfully isolated from the roots of Indonesian Sesbania grandiflora plant using ethyl acetate extraction. The new compound specified as naturally bi-isoflavonoid with (4→6) inter-isoflavanyl linkage and four known flavonoids xenognosin B, liquiritigenin, 7,2′4′-trihydroxyisoflavone, demethylvestitol, and 1,1′-bi-2-naphthol was isolated and the antituberculosis activity of the compounds was studied. The structure of all compounds was elucidated with the aid of 1D and 2D NMR, UV spectroscopy, and HRESI mass spectrometry. The data obtained were also compared with the previous published data. Among compounds, 1,1′-bi-2-naphthol was found to exhibit the highest activity against Mycobacterium tuberculosis H37Rv with the MIC’s value of 10.9 µM while the biisoflavonoid with (4→6) inter-isoflavanyl linkage showed moderate activity with the MIC’s value of 92.2 nM, compared with isozianid as a positive control with the MIC’s value of 0.569 nM. It is worth to note that 1,1′-bi-2-naphthol and biisoflavonoid with (4→6) inter-isoflavanyl linkage were isolated for the first time from a natural source. Both compounds have been previously reported as synthetic compounds, which is synonymous with 3,4- trans-4-[(3S)-7,2′-dihydroxy-4′-methoxyisoflavan-6-yl]-7,2′-dihydroxy-4′-methoxyisoflavan and 1,1′-bi-2-naphthol, respectively. In this respect, the results of this study suggest that the roots of S. grandiflora is a potential source of new natural product compounds, with promising bioactivities.
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来源期刊
Pure and Applied Chemistry
Pure and Applied Chemistry 化学-化学综合
CiteScore
4.00
自引率
0.00%
发文量
60
审稿时长
3-8 weeks
期刊介绍: Pure and Applied Chemistry is the official monthly Journal of IUPAC, with responsibility for publishing works arising from those international scientific events and projects that are sponsored and undertaken by the Union. The policy is to publish highly topical and credible works at the forefront of all aspects of pure and applied chemistry, and the attendant goal is to promote widespread acceptance of the Journal as an authoritative and indispensable holding in academic and institutional libraries.
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