Secoiridoid glucosides with free radical scavenging activity from the leaves of <i> Syringa dilatata</i>

Oh, Hyuncheol; Ko, Eun-Kyoung; Kim, Do-Hoon; Jang, Kyu-Kwan; Park, Sung-Eun; Lee, Ho-Sub; Kim, Youn‐Chul

doi:10.1002/ptr.1148

Cited by 32 publications

(19 citation statements)

References 10 publications

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“…Oleuropein is not restricted to the Olea genus but is also found in other important genera belonging to the Oleaceae family, including ash (Fraxinus excelsior and Fraxinus chinensis), lilac (Syringa josikaea, Syringa vulgaris, and Syringa dilatata), privet (Ligustrum ovalifolium), and jasmine (Jasminum polyanthum) (21,(52)(53)(54)(55). Therefore, our discovery in olive will facilitate the elucidation of secoiridoid pathways in these closely related species.…”

Section: Discussionmentioning

confidence: 97%

Identification and Characterization of the Iridoid Synthase Involved in Oleuropein Biosynthesis in Olive (Olea europaea) Fruits

Alagna

Geu‐Flores

Kries

et al. 2016

Journal of Biological Chemistry

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The secoiridoids are the main class of specialized metabolites present in olive (Olea europaea L.) fruit. In particular, the secoiridoid oleuropein strongly influences olive oil quality because of its bitterness, which is a desirable trait. In addition, oleuropein possesses a wide range of pharmacological properties, including antioxidant, anti-inflammatory, and anti-cancer activities. In accordance, obtaining high oleuropein varieties is a main goal of molecular breeding programs. Here we use a transcriptomic approach to identify candidate genes belonging to the secoiridoid pathway in olive. From these candidates, we have functionally characterized the olive homologue of iridoid synthase (OeISY), an unusual terpene cyclase that couples an NAD (P)H-dependent 1,4-reduction step with a subsequent cyclization, and we provide evidence that OeISY likely generates the monoterpene scaffold of oleuropein in olive fruits. OeISY, the first pathway gene characterized for this type of secoiridoid, is a potential target for breeding programs in a high value secoiridoid-accumulating species.Olive (Olea europaea L.) produces a range of secondary metabolites that strongly affect the taste and nutritional properties of olive oil and fruits. The most abundant of these secondary metabolites are the secoiridoids, monoterpenoids with a 3,4-dihydropyran skeleton. These compounds are present as oleosidic secoiridoids or oleosides that have an exocyclic olefinic functionality (1) and possess a tyrosine-derived component (see Fig.

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Section: Discussionmentioning

confidence: 97%

Identification and Characterization of the Iridoid Synthase Involved in Oleuropein Biosynthesis in Olive (Olea europaea) Fruits

Alagna

Geu‐Flores

Kries

et al. 2016

Journal of Biological Chemistry

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“…Syringa iridoids are generally substituted by various acid fragments and phenolic moieties such as 1- O -cinnamoyl- β - d -glucopyranosyl, p -hydroxphenethyl, 3, 4-dihydroxy-phenethyl, and caffeic acid, which contribute to their low polarity. Syringa iridoids have antitumor ( 33 and 40 ) [8,9], antihypertensive ( 4 ), and anti-oxidant ( 4 and 31 ) activities [10]. …”

Section: Introductionmentioning

confidence: 99%

“…Compound 4 also interacted with the stable free radical DPPH, with an IC 50 value of 40.4 μ M [8,10]. These different anti-oxidant activities are closely related to their structural features.…”

Section: Introductionmentioning

confidence: 99%

Phytochemical and pharmacological progress on the genus Syringa

Yuan

et al. 2015

Chemistry Central Journal

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Genus Syringa, belonging to the Oleaceae family, consists of more than 40 plant species worldwide, of which 22 species, including 18 endemic species, are found in China. Most Syringa plants are used in making ornaments and traditional medicines, whereas some are employed for construction or economic use. Previous studies have shown that extracts of Syringa plants mainly contain iridoids, lignans, and phenylethanoids that have antitumor, antihypertensive, anti-oxidant, and anti-inflammatory activities. This study reviews phytochemical and pharmacological progress on Syringa in the recent 20 years and discusses the future research prospects to provide a reference in further promotion and application of the genus.Graphical AbstractPhytochemical and pharmacological progress on the genus Syringa

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“…[3]. Among them, secoiridoid glucosides showed free radical scavenging activity [5] and antihypertensive activity [6]. Furthermore, some lignan glycosides displayed hypotensive activity [7] and cytotoxicity [8].…”

Section: Introductionmentioning

confidence: 99%

Steryl esters and phenylethanol esters from Syringa komarowii

Luo

et al. 2006

Steroids

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Secoiridoid glucosides with free radical scavenging activity from the leaves of Syringa dilatata

Cited by 32 publications

References 10 publications

Identification and Characterization of the Iridoid Synthase Involved in Oleuropein Biosynthesis in Olive (Olea europaea) Fruits

Identification and Characterization of the Iridoid Synthase Involved in Oleuropein Biosynthesis in Olive (Olea europaea) Fruits

Phytochemical and pharmacological progress on the genus Syringa

Steryl esters and phenylethanol esters from Syringa komarowii

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