Chemical characterization, antioxidant activity and toxicity of sugars present in Annona cornifolia (Annonaceae) seeds

IF 2.218 Q2 Chemistry Chemical Data Collections Pub Date : 2024-10-18 DOI:10.1016/j.cdc.2024.101166
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Abstract

Annona cornifolia, popularly known as “araticum das caatingas” and “araticum mirim,” is native to the Brazilian Cerrado and used to treat chronic ulcers. Seeds of this species were investigated by our group, yielding annonaceous acetogenins that displayed several biological activities, such as larvicidal, cytotoxic, and antioxidant properties. This work aimed to characterize two mixtures of sugars obtained from seeds using 1H and 13C NMR and evaluate their antioxidant and Artemia salina larvicidal activities. The hydromethanolic fraction from the ethanolic extract after solvent partition was fractionated on a silica gel preparative plate and on a Sephadex LH-20 column, yielding a brown solid. Another part of this fraction was acetylated with pyridine and acetic anhydride, and the resultant material was fractionated on a silica gel column, yielding other solids. Two solids were characterized as mixtures of sugars, identified as β-d-fructopyranose, β-d-fructofuranose, 1,2,3,4,6-O-acetyl-α-d-glucopyranose, 1,2,3,4,6-O-acetyl-β-d-glucopyranose, 1,2,3,4,6-O-acetyl-α-d-fructofuranose, and 1,2,3,4,6-O-acetyl-β-d-fructofuranose. The samples showed antioxidant potential in DPPH and FRAP assays. The mixture of acetylated sugars exhibited high toxicity on A. salina at all concentrations tested, with an LC50 value of 0.311 µg/mL. This is the first report of the characterization of these sugars with these biological activities for this species.

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玉米葵(Annona cornifolia)种子中糖的化学特性、抗氧化活性和毒性
Annona cornifolia俗称 "araticum das caatingas "和 "araticum mirim",原产于巴西Cerrado地区,可用于治疗慢性溃疡。我们的研究小组对这一物种的种子进行了研究,结果发现了具有多种生物活性(如杀幼虫剂、细胞毒性和抗氧化特性)的环酮类乙酰甙元。这项工作旨在利用 1H 和 13C NMR 分析从种子中获得的两种糖类混合物的特征,并评估它们的抗氧化性和杀幼虫剂活性。从乙醇提取物中提取的水甲醇馏分经溶剂分离后,在硅胶制备板和 Sephadex LH-20 色谱柱上进行分馏,得到棕色固体。该馏分的另一部分用吡啶和乙酸酐进行乙酰化,所得物质在硅胶柱上分馏,得到其他固体。其中两种固体被鉴定为糖类混合物,分别为β-d-吡喃果糖、β-d-呋喃果糖、1,2,3,4,6-O-乙酰基-α-d-吡喃葡萄糖、1,2,3,4,6-O-乙酰基-β-d-吡喃葡萄糖、1,2,3,4,6-O-乙酰基-α-d-呋喃果糖和 1,2,3,4,6-O-乙酰基-β-d-呋喃果糖。这些样品在 DPPH 和 FRAP 试验中显示出抗氧化潜力。在所有测试浓度下,乙酰化糖混合物对盐水蛙均表现出较高的毒性,半数致死浓度为 0.311 µg/mL。这是首次报道这些具有生物活性的糖类对该物种的特性。
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Chemical Data Collections
Chemical Data Collections Chemistry-Chemistry (all)
CiteScore
6.10
自引率
0.00%
发文量
169
审稿时长
24 days
期刊介绍: Chemical Data Collections (CDC) provides a publication outlet for the increasing need to make research material and data easy to share and re-use. Publication of research data with CDC will allow scientists to: -Make their data easy to find and access -Benefit from the fast publication process -Contribute to proper data citation and attribution -Publish their intermediate and null/negative results -Receive recognition for the work that does not fit traditional article format. The research data will be published as ''data articles'' that support fast and easy submission and quick peer-review processes. Data articles introduced by CDC are short self-contained publications about research materials and data. They must provide the scientific context of the described work and contain the following elements: a title, list of authors (plus affiliations), abstract, keywords, graphical abstract, metadata table, main text and at least three references. The journal welcomes submissions focusing on (but not limited to) the following categories of research output: spectral data, syntheses, crystallographic data, computational simulations, molecular dynamics and models, physicochemical data, etc.
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