Isolation, characterization, HPLC quantification, in-vitro and in-silico evaluations of coumarins and coumarolignans from Blighia unijugata stem with their chemotaxonomic significance

IF 1.4 4区生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Biochemical Systematics and Ecology Pub Date : 2025-01-04 DOI:10.1016/j.bse.2024.104950

Clement Odunayo Ajiboye , Dorcas Olufunke Moronkola , Arfan Khalid , Akinbo Akinwumi Adesomoju , Sagar S. Bhayye , Yogesh P. Bharitkar , Govind Yadav , Mahendra Kumar Verma

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引用次数: 0

Abstract

Blighia unijugata Baker (Bu) is an ethno-medicinal plant reputed for its antioxidant, anti-diabetic, anti-inflammatory, and anticancer properties. However, these claims lack scientific validation regarding the isolation and characterization of its bioactive compounds. This study aimed to isolate, characterize, and evaluate the biological potential of compounds from Bu stem, complemented with in-silico analysis.

Ten known compounds, including umbelliferone, scopoletin, cleomiscosin A-D, linustam A, fraxin, lupeol, and stigmasterol, were isolated and characterized for the first time from Bu, with cleomiscosin A-D, and linustam A being reported for the first time from the genus, highlighting their taxonomic importance. HPLC quantification of major coumarin derivatives from the stem was also achieved. Cleomiscosin A-D, linusam A, and scopoletin demonstrated significant antioxidant activity with IC₅₀ values ranging from 43.2 to 58.4 μg/mL (DPPH) and 12.8–44.3 μg/mL (ABTS•). Cytotoxicity assays showed that Bu isolates had minimal toxicity on RAW 264.7 macrophage cells. The α-amylase inhibition IC₅₀ values ranged from 70.7 to 273.1 μg/mL, with scopoletin (70.7 μg/mL) showing activity comparable to acarbose (62.6 μg/mL). In-silico molecular docking revealed that Cleomiscosin C, Cleomiscosin D, and Fraxin exhibited strong interactions and affinity against Poly (ADP-ribose) polymerase 1 (PARP1), with binding energies of −8.67, −8.91, and −9.59 kcal/mol, respectively.

This study highlights the therapeutic potential of Bu, particularly in cancer treatment, suggesting PARP1 inhibitory potential underscoring the significance of in-silico analyses in understanding their biological activities, warranting further investigation into their mechanisms of action and therapeutic applications.

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单藤茎香豆素和香豆素的分离、鉴定、高效液相色谱定量、体外和计算机评价及其化学分类意义

unijugata Baker （Bu）是一种民族药用植物，以其抗氧化、抗糖尿病、抗炎和抗癌特性而闻名。然而，这些说法缺乏对其生物活性化合物的分离和表征的科学验证。本研究旨在分离，表征和评价从Bu茎中提取的化合物的生物学潜力，并辅以硅分析。其中伞花酮、东莨菪碱、cleomiscosin A- d、linustam A、蜡素、鹿皮醇和豆甾醇等10个化合物为首次从该属植物中分离得到，其中cleomiscosin A- d和linustam A为首次从该属植物中分离得到，具有重要的分类意义。HPLC法测定了香豆素衍生物的含量。Cleomiscosin A- d、linusam A和东莨菪碱具有显著的抗氧化活性，IC50值分别为43.2 ~ 58.4 μg/mL （DPPH）和12.8 ~ 44.3 μg/mL （ABTS•）。细胞毒性实验表明，Bu分离物对RAW 264.7巨噬细胞的毒性很小。α-淀粉酶抑制IC50值为70.7 ~ 273.1 μg/mL，东莨菪碱（70.7 μg/mL）与阿卡波糖（62.6 μg/mL）的抑制活性相当。计算机分子对接表明，Cleomiscosin C、Cleomiscosin D和Fraxin对聚（adp -核糖）聚合酶1 （PARP1）具有较强的相互作用和亲和力，结合能分别为- 8.67、- 8.91和- 9.59 kcal/mol。这项研究强调了Bu的治疗潜力，特别是在癌症治疗方面，表明PARP1抑制潜力强调了计算机分析在理解其生物活性方面的重要性，需要进一步研究其作用机制和治疗应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Biochemical Systematics and Ecology 生物-进化生物学

CiteScore

3.00

自引率

12.50%

发文量

147

审稿时长

43 days

期刊介绍： Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology). In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.