Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds

Ahmed Zaki, Ahmed Ashour, Amira Mira, Asuka Kishikawa, Toshinori Nakagawa, Qinchang Zhu, Kuniyoshi Shimizu

Research output: Contribution to journalArticle

6 Citations (Scopus)

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 H2O2. These activities (melanin biosynthesis stimulatory and protective effect against H2O2 of CS2 and hyaluronic acid productive activities of these triterpene derivatives) have been reported for the first time.

Original languageEnglish
Pages (from-to)835-841
Number of pages7
JournalPhytotherapy Research
Volume30
Issue number5
DOIs
Publication statusPublished - May 1 2016

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Calendula
Oleanolic Acid
Melanins
Hyaluronic Acid
Seeds
Lipase
Adipocytes
Triterpenes
Butanols
Acids
Phytochemicals
Hydrogen Peroxide
Cell Survival
Obesity
Fibroblasts
Skin

All Science Journal Classification (ASJC) codes

  • Pharmacology

Cite this

Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds. / Zaki, Ahmed; Ashour, Ahmed; Mira, Amira; Kishikawa, Asuka; Nakagawa, Toshinori; Zhu, Qinchang; Shimizu, Kuniyoshi.

In: Phytotherapy Research, Vol. 30, No. 5, 01.05.2016, p. 835-841.

Research output: Contribution to journalArticle

Zaki, A, Ashour, A, Mira, A, Kishikawa, A, Nakagawa, T, Zhu, Q & Shimizu, K 2016, 'Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds', Phytotherapy Research, vol. 30, no. 5, pp. 835-841. https://doi.org/10.1002/ptr.5589
Zaki A, Ashour A, Mira A, Kishikawa A, Nakagawa T, Zhu Q et al. Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds. Phytotherapy Research. 2016 May 1;30(5):835-841. https://doi.org/10.1002/ptr.5589
Zaki, Ahmed ; Ashour, Ahmed ; Mira, Amira ; Kishikawa, Asuka ; Nakagawa, Toshinori ; Zhu, Qinchang ; Shimizu, Kuniyoshi. / Biological Activities of Oleanolic Acid Derivatives from Calendula officinalis Seeds. In: Phytotherapy Research. 2016 ; Vol. 30, No. 5. pp. 835-841.
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