Prorocentin-5: A Cytotoxic Polyketide from the Benthic Marine Dinoflagellate Prorocentrum lima.

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-10-08 DOI:10.1021/acs.jnatprod.4c00851
Yunseok Choi, Eun Ju Jeong, Yeong Du Yoo, Jaeyeon Park, Jung-Rae Rho
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Abstract

Prorocentrin-5 (1) was isolated from the benthic marine dinoflagellate Prorocentrum lima. A combination of NMR spectroscopy, quantum chemical calculations, and chemical reactions was then employed to elucidate its molecular structure, including the configurations of all stereogenic centers. In cytotoxicity assays, prorocentin-5 exhibited potent activity against the HCT-116 and Neuro2a cell lines, with IC50 values of 4.4 and 2.8 μM, respectively. Furthermore, 1 increased the apoptotic cell population and induced cell cycle arrest, leading to the accumulation of cells in the S or G2/M phase and an accompanying decrease in the G0/G1 phase in HCT-116, Neuro2a, and HepG2 cells.

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Prorocentin-5:一种来自底栖海洋双鞭毛藻 Prorocentrum lima 的细胞毒性多酮。
从底栖海洋甲藻 Prorocentrum lima 中分离出 Prorocentrin-5 (1)。随后,结合核磁共振光谱、量子化学计算和化学反应,阐明了其分子结构,包括所有立体中心的构型。在细胞毒性实验中,prorocentin-5 对 HCT-116 和 Neuro2a 细胞株具有强效活性,IC50 值分别为 4.4 和 2.8 μM。此外,在HCT-116、Neuro2a和HepG2细胞中,1增加了凋亡细胞数量并诱导细胞周期停滞,导致S或G2/M期细胞聚集,G0/G1期细胞随之减少。
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来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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