Cruz Maria de Fátima Simão Jucá, Pereira Gabriela Moysés, Ribeiro Marcela Gonçalves, da Silva Ari Miranda, Tinoco Luzineide Wanderley, da Silva Bernadete Pereira, Parente José Paz
Laboratório de Química de Plantas Medicinais, Instituto de Pesquisas de Produtos Naturais, Centro de Ciências da Saúde, Universidade Federal do Rio de Janeiro, P.O. Box 68045, CEP 21941-971 Rio de Janeiro, Brazil.
Laboratório Multiusuário de Análises por Ressonância Magnética Nuclear, Instituto de Pesquisas de Produtos Naturais, Centro de Ciências da Saúde, Universidade Federal do Rio de Janeiro, CEP 21941-902 Rio de Janeiro, Brazil.
Carbohydr Res. 2016 Feb;420:23-31. doi: 10.1016/j.carres.2015.11.008. Epub 2015 Dec 8.
As part of our search of bioactive saponins from Brazilian plants, phytochemical study of the seeds of Inga laurina led to the isolation of a new complex triterpenoid saponin, named ingasaponin. It is the first saponin isolated from a species of Inga genus. It was isolated by using chromatographic methods and its structural elucidation was performed using detailed analyses of (1)H and (13)C NMR spectra including 2D-NMR spectroscopic techniques and chemical conversions. Its structure was established as 21-[[(2E,6S)-6-[[6-deoxy-4-O-[(2E,6S)-6-[(β-D-glucopyranosyl)oxy]-2,6-dimethyl-1-oxo-2,7-octadienyl]-[(β-D-glucopyranosyl)oxy]-2,6-dimethyl-1-oxo-2,7-octadienyl]-[(β-D-glucopyranosyl)oxy]-2,6-dimethyl-1-oxo-2,7-octadienyl]-[(β-D-glucopyranosyl)oxy]-2-(hydroxymethyl)-6-methyl-1-oxo-2,7-octadienyl]oxy]-16-hydroxy-3-[[O-β-D-xylopyranosyl-(1 → 2)-O-α-L-arabinopyranosyl-(1 → 6)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-(3β,16α,21β)-olean-12-en-28-oic acid O-α-L-arabinofuranosyl-(1 → 4)-O-[β-D-glucopyranosyl-(1 → 3)]-O-6-deoxy-α-L-mannopyranosyl-(1 → 2)-β-D-glucopyranosyl ester (1). The hemolytic potential of 1 was evaluated using in vitro assays, and its adjuvant activity on the cellular immune response against ovalbumin antigen was investigated using in vivo models.
作为我们从巴西植物中寻找生物活性皂苷的一部分，对劳氏印加树种子进行的植物化学研究导致分离出一种新的复杂三萜皂苷，命名为印加皂苷。它是从印加属物种中分离出的第一种皂苷。通过色谱方法将其分离，并使用包括二维核磁共振光谱技术和化学转化在内的（1）H和（13）C核磁共振光谱的详细分析对其结构进行了阐明。其结构被确定为21-[[(2E,6S)-6-[[6-脱氧-4-O-[(2E,6S)-6-[(β-D-吡喃葡萄糖基)氧基]-2,6-二甲基-1-氧代-2,7-辛二烯基]-[(β-D-吡喃葡萄糖基)氧基]-2,6-二甲基-1-氧代-2,7-辛二烯基]-[(β-D-吡喃葡萄糖基)氧基]-2,6-二甲基-1-氧代-2,7-辛二烯基]-[(β-D-吡喃葡萄糖基)氧基]-2-(羟甲基)-6-甲基-1-氧代-2,7-辛二烯基]氧基]-16-羟基-3-[[O-β-D-吡喃木糖基-(1→2)-O-α-L-阿拉伯吡喃糖基-(1→6)-2-(乙酰氨基)-2-脱氧-β-D-吡喃葡萄糖基]氧基]-(3β,16α,21β)-齐墩果-12-烯-28-酸O-α-L-阿拉伯呋喃糖基-(1→4)-O-[β-D-吡喃葡萄糖基-(1→3)]-O-6-脱氧-α-L-甘露吡喃糖基-(1→2)-β-D-吡喃葡萄糖基酯（1）。使用体外试验评估了1的溶血潜力，并使用体内模型研究了其对卵清蛋白抗原细胞免疫反应的佐剂活性。
