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远志根中的紫檀烷酮和紫檀烷酮 O-β-D-葡萄糖苷。

Xanthones and Xanthone O-β-D-Glucosides from the Roots of Polygala azizsancarii Dönmez.

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Near East University, Lefkoşa (Nicosia), 99138, N. Cyprus.

Department of Biology, Faculty of Science, Hacettepe University, Beytepe, Ankara, Türkiye.

出版信息

Chem Biodivers. 2022 Aug;19(8):e202200499. doi: 10.1002/cbdv.202200499. Epub 2022 Jul 21.

Abstract

Nine xanthone derivatives (1-9) were isolated from the roots of Polygala azizsancarii, which is a narrow endemic species for the flora of Türkiye. Based on all of the evidence, the structures of 1-9 were established as two previously undescribed xanthone O-glucosides, 3-O-β-D-glucopyranosyloxy-1,6-dihydroxy-2,5,7-trimethoxyxanthone (1), 3-O-β-D-glucopyranosyloxy-1,6-dihydroxy-2,7-dimethoxyxanthone (2), and seven previously described xanthones, 1,3,6-trihydroxy-2,5,7-trimethoxyxanthone (3), 1,3,6-trihydroxy-2,7-dimethoxyxanthone (4), 1,2,3,4,7-pentamethoxyxanthone (5), 1,3-dihydroxy-2,5,6,7-tetramethoxyxanthone (6), 1,3-dihydroxy-4,7-dimethoxyxanthone (7), 1,7-dihydroxy-3-methoxyxanthone (8), and 1,7-dihydroxy-2,3-methylenedioxyxanthone (9). The structures of the compounds were determined by spectroscopic methods, including 1D-NMR ( H-NMR, C-NMR, DEPT-135), 2D-NMR (COSY, NOESY, HSQC, HMBC, INADEQUATE), and HR-MS. The solid-state structures of 1-4, including the absolute configurations of the stereogenic carbons of the sugar moiety in 1 and 2, were established by X-ray crystal-structure analyses. For the newly described compounds, the trivial names sancarosides A (1) and B (2) are proposed.

摘要

从土耳其特有窄布种植物头序远志的根部分离得到 9 个紫檀烷酮衍生物(1-9)。基于所有证据,确定 1-9 的结构为两种以前未描述的紫檀烷酮 O-葡萄糖苷,3-O-β-D-吡喃葡萄糖基氧基-1,6-二羟基-2,5,7-三甲氧基紫檀烷酮(1)和 3-O-β-D-吡喃葡萄糖基氧基-1,6-二羟基-2,7-二甲氧基紫檀烷酮(2),以及另外 7 种以前描述过的紫檀烷酮,1,3,6-三羟基-2,5,7-三甲氧基紫檀烷酮(3)、1,3,6-三羟基-2,7-二甲氧基紫檀烷酮(4)、1,2,3,4,7-五甲氧基紫檀烷酮(5)、1,3-二羟基-2,5,6,7-四甲氧基紫檀烷酮(6)、1,3-二羟基-4,7-二甲氧基紫檀烷酮(7)、1,7-二羟基-3-甲氧基紫檀烷酮(8)和 1,7-二羟基-2,3-亚甲二氧基紫檀烷酮(9)。化合物的结构通过光谱方法确定,包括 1D-NMR( H-NMR、 C-NMR、DEPT-135)、2D-NMR(COSY、NOESY、HSQC、HMBC、INADEQUATE)和 HR-MS。通过 X 射线晶体结构分析确定了 1-4 的固体结构,包括糖部分手性碳原子的绝对构型。对于新描述的化合物,提出了俗名 sancarosides A(1)和 B(2)。

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