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DOI10.1016/j.phytochem.2021.112760
Investigation of glucosinolates in the desert plant Ochradenus baccatus (Brassicales: Resedaceae). Unveiling glucoochradenin, a new arabinosylated glucosinolate
Trabelcy, Beny; Chinkov, Nicka; Samuni-Blank, Michal; Merav, Mayan; Izhaki, Ido; Carmeli, Shmuel; Gerchman, Yoram
通讯作者Gerchman, Y (corresponding author), Univ Haifa, Fac Nat Sci, Dept Environm & Evolutionary Biol, IL-3498838 Haifa, Israel.
来源期刊PHYTOCHEMISTRY
ISSN0031-9422
EISSN1873-3700
出版年2021
卷号187
英文摘要Here we describe the structure elucidation and quantification of six glucosinolates (GSLs) from the roots of the desert plant Ochradenus baccatus, Delile 1813 (family Resedaceae; order Brassicales). The structure elucidation was established on the corresponding enzymatically desulfated derivatives of the native GSLs of the plant. Among these GSLs we describe the previously undescribed 2 ''-O-(alpha-L-arabinopyranosyloxy)benzylglucosinolate (1a), for which we propose the name glucoochradenin. The other five glucosinolates (2a-6a) were (2S)-2-hydroxy-2-phenylethylglucosinolate (2a; glucobarbarin), 2 ''-O-(alpha-L-rhamnopyranosyloxy)benzylglucosinolate (3a), benzylglucosinolate (4a; glucotropaeolin), indol-3-ylmethylglucosinolate (5a; glucobrassicin) and phenethylglucosinolate (6a; gluconasturtiin), all elucidated as their desulfo-derivatives, 2b-6b respectively). Structures were elucidated by MS and 1D and 2D-NMR techniques, the identity of the arabinose verified by ion chromatography, and the absolute configuration of the sugar units determined by hydrolysis, coupling to cysteine methyl-ester and phenyl isothiocyanate followed by HPLC-MS analysis of the resulted diastereomers. Response factors were generated for desulfo-2 ''-O-(alpha-L-arabinopyranosyloxy)benzylglucosinolate and for desulfo-2 ''-O(alpha-L-rhamnopyranosyloxy)benzylglucosinolate and all six GSLs were quantified, indicating that the root of O. baccatus is rich in GSLs (Avg. 61.3 +/- 10.0 mu mol/g DW and up to 337.2 mu mol/g DW).
英文关键词Ochradenus baccatus (Resedaceae) Desert plants Root Aromatic glucosinolates Glycosylated glucosinolates Structure elucidation NMR Quantitative variation Response factors
类型Article
语种英语
收录类别SCI-E
WOS记录号WOS:000654130400012
WOS关键词ANTIMICROBIAL ACTIVITY ; ISOTHIOCYANATES ; IDENTIFICATION ; DIVERSITY ; ROOT ; HORSERADISH ; SEEDS
WOS类目Biochemistry & Molecular Biology ; Plant Sciences
WOS研究方向Biochemistry & Molecular Biology ; Plant Sciences
资源类型期刊论文
条目标识符http://119.78.100.177/qdio/handle/2XILL650/351322
作者单位[Trabelcy, Beny; Samuni-Blank, Michal; Izhaki, Ido; Gerchman, Yoram] Univ Haifa, Fac Nat Sci, Dept Environm & Evolutionary Biol, IL-3498838 Haifa, Israel; [Chinkov, Nicka] Univ Haifa, Fac Nat Sci, Dept Biol & Environm, Campus Oranim, IL-36006 Qiryat Tivon, Israel; [Merav, Mayan; Carmeli, Shmuel] Tel Aviv Univ, Raymond & Beverly Sackler Sch Chem, IL-69978 Tel Aviv, Israel; [Merav, Mayan; Carmeli, Shmuel] Tel Aviv Univ, Fac Exact Sci, IL-69978 Tel Aviv, Israel; [Gerchman, Yoram] Oranim Coll, Campus Oranim, IL-36006 Qiryat Tivon, Israel
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Trabelcy, Beny,Chinkov, Nicka,Samuni-Blank, Michal,et al. Investigation of glucosinolates in the desert plant Ochradenus baccatus (Brassicales: Resedaceae). Unveiling glucoochradenin, a new arabinosylated glucosinolate[J],2021,187.
APA Trabelcy, Beny.,Chinkov, Nicka.,Samuni-Blank, Michal.,Merav, Mayan.,Izhaki, Ido.,...&Gerchman, Yoram.(2021).Investigation of glucosinolates in the desert plant Ochradenus baccatus (Brassicales: Resedaceae). Unveiling glucoochradenin, a new arabinosylated glucosinolate.PHYTOCHEMISTRY,187.
MLA Trabelcy, Beny,et al."Investigation of glucosinolates in the desert plant Ochradenus baccatus (Brassicales: Resedaceae). Unveiling glucoochradenin, a new arabinosylated glucosinolate".PHYTOCHEMISTRY 187(2021).
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