Biological activities of oleanolic acid derivatives from Calendula officinalis seeds

Biological activities of oleanolic acid derivatives from Calendula officinalis seeds
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金盏花种子齐墩果酸衍生物的生物活性

DOI:
10.1002/ptr.5589
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发表时间:
2016
影响因子:
7.2
通讯作者:
Kuniyoshi Shimizu
Kuniyoshi Shimizu
中科院分区:
医学2区
文献类型:
--
作者:
Ahmed Zaki;Ahmed Ashour;Amira Mira;Asuka Kishikawa;Toshinori Nakagawa;Qinchang Zhu;Kuniyoshi Shimizu

文献摘要

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对金盏花种子的正丁醇部位进行植物化学分析,分离得到两种化合物,分别鉴定为28-O-β-D-吡喃葡萄糖基-油酸3-O-β-D-吡喃葡萄糖基(1→3)-β-D-吡喃葡萄糖醛酸(CS 1)和油酸3-O-β-D-吡喃葡萄糖基(1→3)-β-D-吡喃葡萄糖醛酸(CS2)。对这两种化合物进行了生物学评价,如黑色素生物合成抑制、透明质酸产生活性、使用脂肪酶抑制和脂肪细胞分化的抗肥胖以及对neuro-2A细胞中过氧化氢诱导的神经毒性的保护作用的评价。结果表明,化合物CS2具有黑色素生物合成刺激活性;然而,化合物CS 1对成人正常人真皮成纤维细胞(NHDF-Ad)上透明质酸的产生具有强效刺激作用。两种化合物对脂肪酶和脂肪细胞分化均未显示出任何抑制作用。化合物CS2可保护neuro-2A细胞并增加细胞对H2 O2的存活力。这些活性(CS2的黑色素生物合成刺激和对H2 O2的保护作用以及这些三萜衍生物的透明质酸产生活性)是首次报道的。版权所有© 2016约翰威利父子有限公司.
Phytochemical examination of butanol fraction ofCalendula officinalisseeds led to the isolation of two compounds identified as 28‐O‐β‐D‐glucopyranosyl‐oleanolic acid 3‐O‐β‐D–glucopyranosyl (1→3)‐β‐D‐glucopyranosiduronic acid (CS1) and oleanolic acid 3‐O‐β‐D–glucopyranosyl (1→3)‐β‐D‐glucopyranosiduronic acid (CS2). Biological evaluation was carried out for these two compounds such as melanin biosynthesis inhibitory, hyaluronic acid production activities, anti obesity using lipase inhibition and adipocyte differentiation as well as evaluation of the protective effect against hydrogen peroxide induced neurotoxicity in neuro‐2A cells. The results showed that, compound CS2 has a melanin biosynthesis stimulatory activity; however, compound CS1 has a potent stimulatory effect for the production of hyaluronic acid on normal human dermal fibroblast from adult (NHDF‐Ad). Both compounds did not show any inhibitory effect on both lipase and adipocyte differentiation. Compound CS2 could protect neuro‐2A cells and increased cell viability against H2O2. These activities (melanin biosynthesis stimulatory and protective effect against H2O2of CS2 and hyaluronic acid productive activities of these triterpene derivatives) have been reported for the first time. Copyright © 2016 John Wiley & Sons, Ltd.