title: Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds.
abstract: Phytochemical examination of butanol fraction of Calendula officinalis seeds 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 H2 O2 . These activities (melanin biosynthesis stimulatory and protective effect against H2 O2 of CS2 and hyaluronic acid productive activities of these triterpene derivatives) have been reported for the first time. Copyright © 2016 John Wiley & Sons, Ltd.
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt.|National Center for Natural Product Research, University of Mississippi, University, MS, 38677, USA.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Zaki
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.|Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Ashour
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.|Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt.
authors.forename: Amira
authors.initials: A
authors.lastname: Mira
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.
authors.forename: Asuka
authors.initials: A
authors.lastname: Kishikawa
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.
authors.forename: Toshinori
authors.initials: T
authors.lastname: Nakagawa
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.
authors.forename: Qinchang
authors.initials: Q
authors.lastname: Zhu
authors.affiliation: Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.
authors.forename: Kuniyoshi
authors.initials: K
authors.lastname: Shimizu
mesh_terms: D020838:Calendula / Q000737:chemistry*; D006801:Humans; D009828:Oleanolic Acid / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry*
chemical_list: D010936:Plant Extracts; D009828:Oleanolic Acid
keywords: Calendula officinalis; anti obesity; hyaluronic acid production; melanin; triterpene