Department of Plant Anatomy, Institute of Biology, Eötvös Loránd University, Pázmány Péter sétány 1/C, Budapest, 1117, Hungary.
Phytochem Anal. 2012 Nov-Dec;23(6):598-603. doi: 10.1002/pca.2360. Epub 2012 Mar 6.
Dibenzylbutyrolactone-type lignans are the physiologically active constituents of the achene fruits of Cynareae. These lignans occur in glycoside/aglycone forms: in the highest quantity of the arctiin/arctigenin, matairesinoside/matairesinol and tracheloside/trachelogenin pairs found in the fruits of Arctium lappa L., Centaurea scabiosa L. and Cirsium arvense (L.) Scop.
To optimise the extraction yield of the arctiin/arctigenin, matairesinoside/matairesinol and tracheloside/trachelogenin glycoside/aglycone pairs, from the fruits of Arctium lappa, Centaurea scabiosa and Cirsium arvense, under the ripening, germination and enzymatic hydrolysis processes of the fruits.
Identification and quantification of lignans were performed with on-line gas chromatography-mass spectrometry (GC-MS) and with high performance liquid chromatography (HPLC), both with UV and mass selective detections (HPLC-UV/MS).
As novelties to the field it was confirmed that: (i) the unripe fruits provide a high amount of lignans, similar to the ripe fruit; (ii) the fruits of Arctium lappa and Cirsium arvense do have glycosidase activity to hydrolyse their lignan glycosides into free lignans; (iii) the glycosidase of Centaurea scabiosa fruit becomes activated under its germination process only; and (iv) the overwhelming part of the fruits lignan contents (80-94%) in all three species are accumulated in the embryo.
The best sources of (i) lignan aglycones are the enzyme-hydrolysed embryos, separating spontaneously during the germination process, and (ii) lignan glycosides are the unripe fruits.
二苄基丁内酯型木脂素是菊科瘦果中具有生理活性的成分。这些木脂素以糖苷/苷元的形式存在:在果实中含量最高的是牛蒡子苷/牛蒡子苷元、蓟马雷斯苷/蓟马雷斯醇和气管苷/气管醇苷对,在牛蒡子、蓟马和野蓟果实中发现。
优化牛蒡子苷/牛蒡子苷元、蓟马雷斯苷/蓟马雷斯醇和气管苷/气管醇苷糖苷/苷元对从果实成熟、发芽和酶解过程中提取的方法。
采用在线气相色谱-质谱联用(GC-MS)和高效液相色谱(HPLC),同时采用紫外和质量选择检测(HPLC-UV/MS)对木脂素进行鉴定和定量。
作为该领域的新发现,证实了:(i)未成熟果实提供了大量与成熟果实相似的木脂素;(ii)牛蒡子和野蓟果实确实具有糖苷酶活性,可将其木脂素糖苷水解为游离木脂素;(iii)只有在发芽过程中,蓟马果实的糖苷酶才会被激活;(iv)在这三个物种中,80-94%的果实木脂素含量主要积累在胚中。
(i)最佳的木脂素苷元来源是在发芽过程中自然分离出来的酶水解胚,(ii)最佳的木脂素糖苷来源是未成熟的果实。