Anti-allergic triterpenes isolated from olive milled waste

Asuka Kishikawa, Yhiya Amen, Kuniyoshi Shimizu

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The degranulation of basophils stimulated by antigen is one of the allergic mechanisms of immediate hypersensitivity reactions. In a previous study, the β-hexosaminidase release of rat basophilic leukemia (RBL-2H3) cells stimulated by IgE cross-linking was specifically inhibited by ethanol extract of olive milled waste (OMW). OMW is a potential source of triterpenes, which show several biological activities. However, little is known about the effect of triterpenes in OMW on β-hexosaminidase release. Here we investigated anti-allergic triterpenes from the ethanol extract of OMW, and we discuss the structure–activity relationship. We subjected ethanol extract of OMW to activity-guided fractionation; this led to the isolation of five known triterpenes, i.e., maslinic acid (1), oleanolic acid (2), punicanolic acid (3), 2-O-acetylmaslinic acid (4), and epimaslinic acid (5) as well as one new triterpene, 11-oxo-maslinic acid (6). An anti-allergic assay revealed that 2-O-acetylmaslinic acid (4) and 11-oxo-maslinic acid (6) showed anti-allergic activity. Considering the structure–activity relationship of these triterpenes, it appears that the existence of a ketone group at C-11 or an acetyl group at C-2 would influence the anti-allergic activity.

Original languageEnglish
Pages (from-to)307-315
Number of pages9
JournalCytotechnology
Volume69
Issue number2
DOIs
Publication statusPublished - Apr 1 2017

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Anti-Allergic Agents
Triterpenes
Olea
Acids
Keto Acids
Hexosaminidases
Ethanol
Oleanolic Acid
Immediate Hypersensitivity
Basophils
Fractionation
Bioactivity
Ketones
Immunoglobulin E
Rats
Assays
Leukemia
Antigens
maslinic acid

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Bioengineering
  • Biomedical Engineering
  • Clinical Biochemistry
  • Cell Biology

Cite this

Anti-allergic triterpenes isolated from olive milled waste. / Kishikawa, Asuka; Amen, Yhiya; Shimizu, Kuniyoshi.

In: Cytotechnology, Vol. 69, No. 2, 01.04.2017, p. 307-315.

Research output: Contribution to journalArticle

Kishikawa, Asuka ; Amen, Yhiya ; Shimizu, Kuniyoshi. / Anti-allergic triterpenes isolated from olive milled waste. In: Cytotechnology. 2017 ; Vol. 69, No. 2. pp. 307-315.
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