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采用微波辅助提取法获得的甘蓝挥发性物质中的硫代葡萄糖苷和细胞毒性活性。

Glucosinolates and Cytotoxic Activity of Collard Volatiles Obtained Using Microwave-Assisted Extraction.

机构信息

Department of Organic Chemistry, Faculty of Chemistry and Technology, University of Split, Ruđera Boškovića 35, 21000 Split, Croatia.

Department of Analytical Chemistry, Faculty of Chemistry and Technology, University of Split, Ruđera Boškovića 35, 21000 Split, Croatia.

出版信息

Molecules. 2023 Feb 9;28(4):1657. doi: 10.3390/molecules28041657.

Abstract

Glucosinolates (GSLs) in L. convar. var. (collard) flower, leaf, stem, and root were analyzed qualitatively and quantitatively via their desulfo-counterparts using UHPLC-DAD-MS/MS. Twelve GSLs were identified, including Met-derived GSLs (sinigrin, glucoibervirin, glucoerucin, glucoiberin, glucoraphanin, progoitrin), Trp-derived GSLs (4-hydroxyglucobrassicin, glucobrassicin, 4-methoxyglucobrassicin, and neoglucobrassicin), and Phe-derived GSLs (glucotropaeolin and gluconasturtiin). Total GSL content was highest in the root, having 63.40 μmol/g dried weight (DW), with gluconasturtiin (34.02 μmol/g DW) as the major GSL, followed by sinigrin and glucoibervirin (12.43 and 7.65 μmol/g DW, respectively). Total GSL contents in the flower, leaf, and stem were lower than in root, having 6.27, 2.64, and 1.84 μmol/g DW, respectively, with Trp and/or Met-derived GSLs as the predominant ones. GSL breakdown products were obtained via microwave hydrodiffusion and gravity (MHG) and volatile breakdown products were analyzed using GC-MS techniques. Volatile isolates were tested for their cytotoxic activity using MTT assay. MHG volatile extract from the root demonstrated the best cytotoxic activity against human bladder cancer cell line T24 and breast cancer cell line MDA-MB-231 during an incubation time of 72 h (IC 21.58, and 11.62 μg/mL, respectively). The activity of the root extract can be attributed to its major volatile, 2-phenylethyl isothiocyanate (gluconasturtiin breakdown product).

摘要

利用超高效液相色谱-二极管阵列检测-串联质谱法(UHPLC-DAD-MS/MS),通过脱硫对应物对 L. convar. var.(羽衣甘蓝)花、叶、茎和根中的硫代葡萄糖苷(GSLs)进行定性和定量分析。共鉴定出 12 种 GSLs,包括 Met 衍生的 GSLs(黑芥子硫苷、葡萄糖芸薹素、葡萄糖异硫氰酸酯、葡萄糖辣根素、萝卜硫素、前体物质萝卜硫苷)、Trp 衍生的 GSLs(4-羟基葡萄糖异硫氰酸酯、葡萄糖异硫氰酸酯、4-甲氧基葡萄糖异硫氰酸酯和新葡萄糖异硫氰酸酯)和 Phe 衍生的 GSLs(葡萄糖苦苣菜素和葡萄糖芫荽素)。根部的总 GSL 含量最高,为 63.40 μmol/g 干重(DW),其中葡萄糖芫荽素(34.02 μmol/g DW)为主要 GSL,其次是黑芥子硫苷和葡萄糖芸薹素(分别为 12.43 和 7.65 μmol/g DW)。花、叶和茎中的总 GSL 含量低于根部,分别为 6.27、2.64 和 1.84 μmol/g DW,以 Trp 和/或 Met 衍生的 GSL 为主。通过微波水扩散和重力(MHG)获得 GSL 分解产物,并使用 GC-MS 技术分析挥发性分解产物。使用 MTT 测定法测试挥发性分离物的细胞毒性活性。在 72 h 的孵育时间内,根部的 MHG 挥发性提取物对人膀胱癌 T24 细胞系和乳腺癌 MDA-MB-231 细胞系表现出最佳的细胞毒性活性(IC 21.58 和 11.62 μg/mL)。根提取物的活性可归因于其主要的挥发性物质,2-苯乙基异硫氰酸酯(葡萄糖芫荽素分解产物)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a2b/9965355/676b6ff382c1/molecules-28-01657-g001.jpg

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