来自银叶海桐“variegatum”和银叶海桐“gold star”的齐墩果烷型糖苷。
Oleanane-type glycosides from Pittosporum tenuifolium "variegatum" and P. tenuifolium "gold star".
作者信息
Rengifo Carrillo Mayra, Mitaine-Offer Anne-Claire, Miyamoto Tomofumi, Tanaka Chiaki, Pouységu Laurent, Quideau Stéphane, Rojas Luis B, Rosquete Porcar Carmelo, Lacaille-Dubois Marie-Aleth
机构信息
Laboratoire de Pharmacognosie, PEPITE EA 4267, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, 7, Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France; Laboratorio de Productos Naturales, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela.
Laboratoire de Pharmacognosie, PEPITE EA 4267, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, 7, Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.
出版信息
Phytochemistry. 2017 Aug;140:166-173. doi: 10.1016/j.phytochem.2017.04.013. Epub 2017 May 10.
The phytochemical study of two cultivars of Pittosporum tenuifolium Banks & Sol. ex Gaertn, "variegatum" and "gold star", led to the isolation of eight oleanane-type glycosides: seven previously undescribed and a known one. Their aglycons are oxygenated oleanane derivatives as barringtogenol C, camelliagenin A, hederagenin, and 22α-hydroxyoleanolic acid. Their structures were established by 2D NMR spectroscopic techniques and mass spectrometry as 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl-21-O-angeloyl-22-O-acetylbarringtogenol C, 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl-21,22-di-O-angeloylbarringtogenol C, 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl-22-O-angeloylcamelliagenin A, 3-O-β-D-glucopyranosyl-(1 → 2)-[β-D-glucopyranosyl-(1 → 6)]-β-D-glucopyranosyl-22-O-[(6-O-acetyl)-β-D-glucopyranosyl]camelliagenin A, 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinofuranosyl-(1 → 4)]-β-D-glucuronopyranosylhederagenin 28-O-β-D-glucopyranosyl ester, 3-O-α-L-arabinofuranosyl-(1 → 4)-β-D-glucuronopyranosylhederagenin 28-O-β-D-glucopyranosyl ester, 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinofuranosyl-(1 → 4)]-β-D-glucuronopyranosyl-22α-hydroxyoleanolic acid 28-O-β-D-glucopyranosyl ester, and the known ilexoside XLIX. These results represent a significative contribution to the chemotaxonomy of the genus Pittosporum, highlighting hederagenin-type saponins as chemotaxonomic markers of P. tenuifolium cultivars.
对薄叶海桐（Pittosporum tenuifolium Banks & Sol. ex Gaertn）的两个栽培品种“variegatum”和“gold star”进行了植物化学研究，从中分离出8种齐墩果烷型糖苷：7种为先前未描述过的，1种为已知的。它们的苷元是氧化齐墩果烷衍生物，如巴瑞托苷元C、山茶皂苷元A、常春藤皂苷元及22α-羟基齐墩果酸。通过二维核磁共振光谱技术和质谱确定了它们的结构，分别为3 - O - β - D - 吡喃半乳糖基 - (1→2)-[α - L - 吡喃阿拉伯糖基 - (1→3)]-β - D - 吡喃葡萄糖醛酸基 - 21 - O - 当归酰基 - 22 - O - 乙酰基巴瑞托苷元C、3 - O - β - D - 吡喃半乳糖基 - (1→2)-[α - L - 吡喃阿拉伯糖基 - (1→3)]-β - D - 吡喃葡萄糖醛酸基 - 21,22 - 二 - O - 当归酰基巴瑞托苷元C、3 - O - β - D - 吡喃半乳糖基 - (1→2)-[α - L - 吡喃阿拉伯糖基 - (1→3)]-β - D - 吡喃葡萄糖醛酸基 - 22 - O - 当归酰基山茶皂苷元A、3 - O - β - D - 吡喃葡萄糖基 - (1→2)-[β - D - 吡喃葡萄糖基 - (1→6)]-β - D - 吡喃葡萄糖基 - 22 - O - [(6 - O - 乙酰基)-β - D - 吡喃葡萄糖基]山茶皂苷元A、3 - O - β - D - 吡喃半乳糖基 - (1→2)-[α - L - 呋喃阿拉伯糖基 - (1→4)]-β - D - 吡喃葡萄糖醛酸基常春藤皂苷元28 - O - β - D - 吡喃葡萄糖基酯、3 - O - α - L - 呋喃阿拉伯糖基 - (1→4)-β - D - 吡喃葡萄糖醛酸基常春藤皂苷元28 - O - β - D - 吡喃葡萄糖基酯、3 - O - β - D - 吡喃半乳糖基 - (1→2)-[α - L - 呋喃阿拉伯糖基 - (1→4)]-β - D - 吡喃葡萄糖醛酸基 - 22α - 羟基齐墩果酸28 - O - β - D - 吡喃葡萄糖基酯，以及已知的冬青糖苷XLIX。这些结果对海桐属的化学分类学有重要贡献，突出了常春藤皂苷元型皂苷作为薄叶海桐栽培品种化学分类学标记的作用。
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