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Comprehensive 1H and 13C NMR assignment of 13 protobassic acid saponins
Journal of the Chinese Chemical Society ( IF 1.6 ) Pub Date : 2019-11-29 , DOI: 10.1002/jccs.201900302
Hsin‐Yi Chen, Sheng‐Fa Tsai, Shoei‐Sheng Lee

This study aimed to carry out complete 1H and 13C NMR assignment of 13 protobassic acid saponins, including arganins A–C (1 3 ) and F (4 ), butyrosides B–D (5 7 ), tieghemelin (8 ), 3′‐O ‐glucosyl‐arganin C (9 ), Mi‐saponins A–C (10 12 ), and mimusopsin (13 ), recorded in methanol‐d 4. This was accomplished by the analysis of high‐resolution one‐dimensional (1D) NMR (1H and 13C), two‐dimensional (2D) NMR (1H–1H COSY, HSQC, and HMBC), and selectively excited 1D TOCSY spectra. Before this study, 1H and 13C NMR data of arganins A–C (1 3 ) and F (4 ) were partially assigned. Our effort leads to their complete assignment, especially the glycon residue, and revises some reported data. Some revisions of the 1H and 13C NMR data in the glycon part of butyroside C (6 ), tieghemelin (8 ), Mi‐saponin A (10 ), and mimusopsin (13 ) were made. Those data of butyrosides B and D (5 & 7 ) and Mi‐saponin B (11 ), which had not been recorded in methanol‐d 4, are provided. In addition, the 1H and 13C NMR data of Mi‐saponin C (12 ) are reported for the first time. These data, being recorded in methanol‐d 4, should be more friendly for use as a reference for identifying the related triterpenoid saponins.

中文翻译:

13种原碱性皂苷的1H和13C NMR全面归属

本研究旨在进行完整1 H和13的13种protobassic酸皂甙,包括arganins A-C(C NMR分配13)和F(4),butyrosides B-d(5 - 7),tieghemelin(8) ,3'- Ô -glucosyl-arganin C(9),弥皂苷A-C(10 - 12),和mimusopsin(13),记录在甲醇- d 4。这是通过分析高分辨率一维(1D)NMR(1 H和13 C),二维(2D)NMR(1 H– 1 H COSY,HSQC和HMBC),并选择性激发一维TOCSY光谱。本研究之前,1 H和13个arganins的C NMR数据A-C(13)和F(4)被部分分配。我们的努力导致了它们的完全分配,尤其是糖苷残基,并修改了一些报道的数据。进行了丁糖苷C(6),tieghemelin(8),Mi- saponin A(10)和mimusopsin(13)糖苷部分1 H和13 C NMR数据的一些修订。丁酯B和D的那些数据(57)和未在甲醇d 4中记录的Mi-皂苷B(11)。此外,Mi-皂苷C(12)的1 H和13 C NMR数据是首次报道。这些记录在甲醇中的数据d 4,应该更易于用作识别相关三萜皂苷的参考。
更新日期:2019-11-29
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