De Leo Marinella, Braca Alessandra, Sanogo Rokia, Cardile Venera, DeTommasi Nunziatina, Russo Alessandra
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Pisa, Italy.
Planta Med. 2006 Jun;72(7):604-10. doi: 10.1055/s-2006-931556. Epub 2006 Apr 24.
In this work we describe the chemical composition of Pteleopsis suberosa (Combretaceae) leaf extract and its biological activity against androgen-insensitive human prostate cancer cells (DU-145). The methanol extract of the plant leaves exhibited activity against tumor cell growth. Fractionation of this active extract led to the isolation and identification of sixteen flavonoids, including gallocatechin and flavonols having kaempferol, quercetin, and myricetin as aglycones. Among the myricetin derivatives, myricetin 3-O-(3''-acetyl)-alpha-L-arabinopyranoside (1) and myricetin 3-O-(4''-acetyl)-alpha- L-arabinopyranoside (2) are now reported for the first time. Six compounds, myricetin 3-O-alpha- L-rhamnopyranoside (4), myricetin 3-O-beta-D-galactopyranoside (7), myricetin 3-O-(6''-galloyl)-beta-D-galactopyranoside (9), myricetin 3-O-beta-D-xylopyranoside (10), myricetin 3-O-alpha-L-arabinofuranoside (12), and gallocatechin (14), exhibited significant activity, reducing cell vitality and inducing apoptosis via the caspase-dependent pathway in DU-145 cells that can be, in part, correlated to modulation of redox-sensitive mechanisms.
在本研究中,我们描述了非洲栓叶漆(使君子科)叶提取物的化学成分及其对雄激素不敏感的人前列腺癌细胞(DU - 145)的生物活性。该植物叶子的甲醇提取物表现出对肿瘤细胞生长的活性。对这种活性提取物进行分馏,导致分离并鉴定出16种黄酮类化合物,包括儿茶素以及以山奈酚、槲皮素和杨梅素为苷元的黄酮醇。在杨梅素衍生物中,杨梅素3 - O -(3'' - 乙酰基)-α - L - 阿拉伯吡喃糖苷(1)和杨梅素3 - O -(4'' - 乙酰基)-α - L - 阿拉伯吡喃糖苷(2)首次被报道。六种化合物,杨梅素3 - O -α - L - 鼠李吡喃糖苷(4)、杨梅素3 - O -β - D - 吡喃半乳糖苷(7)、杨梅素3 - O -(6'' - 没食子酰基)-β - D - 吡喃半乳糖苷(9)、杨梅素3 - O -β - D - 木吡喃糖苷(10)、杨梅素3 - O -α - L - 阿拉伯呋喃糖苷(12)和儿茶素(14),表现出显著活性,通过半胱天冬酶依赖性途径降低DU - 145细胞的活力并诱导凋亡,这在一定程度上可能与氧化还原敏感机制的调节有关。