多子藻子实体提取物的光反应产物。

IF 2.5 4区 医学 Q3 CHEMISTRY, MEDICINAL
Hayato Otsuka, Keiyo Nakai, Emi Shimizu, Takamasa Yamaguchi, Mitsuhisa Yamano, Hiroaki Sasaki, Kiyotaka Koyama, Kaoru Kinoshita
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引用次数: 0

摘要

光化学反应是合成有机分子的强大工具。光能提供的能量可以产生热反应无法合成的独特分子,从而在单一化学步骤中产生复杂的分子。此外,与热反应不同,光化学反应不需要酸、碱、金属或酶等活性试剂。光化学反应在绿色化学中发挥着核心作用。本文报告了从 Polyozellus multiplex MeOH ext 的光反应产物中分离和测定四种新化合物(1-4)的结构。这四种化合物是由多孔菌的主要次级代谢产物多孔菌素脱乙酰基并加入阳光产生的单线态氧而形成的。为了在淀粉样蛋白级联假说的基础上开发治疗阿尔茨海默病(AD)的药物,对通过光反应获得的化合物(1-4)进行了 BACE1 抑制活性评估。此外,还评估了多浆果藻的主要次级代谢产物多浆果藻素的水解物(5 和 6)。光反应产物(3 和 4)和多浆菌素的水解产物(5 和 6)显示出 BACE1 抑制活性(IC50 分别为 2.2、16.4、23.3 和 5.3 μM)。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Photoreaction products of extract from the fruiting bodies of Polyozellus multiplex

Photoreaction products of extract from the fruiting bodies of Polyozellus multiplex

Photoreaction products of extract from the fruiting bodies of Polyozellus multiplex

Photochemical reactions are powerful tools for synthesizing organic molecules. The input of energy provided by light offers a means to produce strained and unique molecules that cannot be assembled using thermal protocols, allowing for the production of immense molecular complexity in a single chemical step. Furthermore, unlike thermal reactions, photochemical reactions do not require active reagents such as acids, bases, metals, or enzymes. Photochemical reactions play a central role in green chemistry. This article reports the isolation and structure determination of four new compounds (14) from the photoreaction products of the Polyozellus multiplex MeOH ext. The structures of the new compounds were elucidated using MS, IR, comprehensive NMR measurements and microED. The four compounds were formed by deacetylation of polyozellin, the main secondary metabolite of P. multiplex, and addition of singlet oxygen generated by sunlight. To develop drugs for treating Alzheimer’s disease (AD) on the basis of the amyloid cascade hypothesis, the compounds (14) obtained by photoreaction were evaluated for BACE1 inhibitory activity. The hydrolysates (5 and 6) of polyozellin, the main secondary metabolites of P. multiplex, were also evaluated. The photoreaction products (3 and 4) and hydrolysates (5 and 6) of polyozellin showed BACE1 inhibitory activity (IC50: 2.2, 16.4, 23.3, and 5.3 μM, respectively).

Graphical abstract

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来源期刊
CiteScore
6.90
自引率
3.00%
发文量
79
审稿时长
1.7 months
期刊介绍: The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.
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