Ebenamariosides A–D: Triterpene Glucosides and Megastigmanes from the Leaves of &lt;i&gt;Diospyros maritima&lt;/i&gt;

Kawakami, Susumu; Miura, Erika; Nobe, Ayaka; Inagaki, Michio; Nishimura, Motohiro; Matsunami, Katsuyoshi; Otsuka, Hideaki; Aramoto, Mitsunori

doi:10.1248/cpb.c19-00803

Cited by 5 publications

(4 citation statements)

References 19 publications

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“…The use of D. maritima for AgNPs biosynthesis is unknown. However, the leaves of D. maritima are known to contain a group of chemical compounds, such as phenolic, flavonoids, terpenoids, and saponins which are known to have the potential for the biosynthesis of AgNPs [8,9]. Silver nanoparticles are silver particles with a size 1-100 nm [10].…”

Section: Introductionmentioning

confidence: 99%

The UV-VIS Spectrum Analysis From Silver Nanoparticles Synthesized Using Diospyros maritima Blume. Leaves Extract

Agustina¹,

Handayani²,

Imawan³

2021

Advances in Biological Sciences Research

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Research on the biological synthesis of silver nanoparticles (AgNPs) using plant extracts as reducing agents is growing rapidly because they are eco-friendly and cost-effective. Diospyros maritima Blume. is one of the plant species that had potential in the biosynthesis of AgNPs. In this study, biosynthesis of AgNPs was carried out by varying volume ratio of the extract and AgNO3 (5.0: 1; 2.0: 1; 0.5: 1; 0.2: 1; 0.1: 1) in reaction time (25 minutes, 2, 3, 24, 48, and 96 hours). The phytochemical screening results showed leaves extract of D. maritima contained phenols, flavonoids, saponins, and alkaloids, which may act as a reducing agent of Ag + to Ag0. The biosynthetic solution's color was changed from brown to dark brown or black with the increasing reaction time. The UV-Vis spectra confirmed the formation of silver nanoparticles. The UV-Vis spectrum results showed the highest absorption peaks at 400 nm in solutions with a volume ratio of 0.5 :1, which showed the localized surface plasmon resonance (LSPR) characteristics of silver nanoparticles. From the UV-Vis spectrum can be analized that there are more than one peak of absorption at 350-500 nm in solutions with a volume ratio of 2.0:1. We carried out deconvolution of UV-Vis spectrum to separate each absorption peak. The formation of more than one absorption peak in the UV-Vis spectrum indicates a certain shape and silver nanoparticles size.

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Section: Introductionmentioning

confidence: 99%

The UV-VIS Spectrum Analysis From Silver Nanoparticles Synthesized Using Diospyros maritima Blume. Leaves Extract

Agustina¹,

Handayani²,

Imawan³

2021

Advances in Biological Sciences Research

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“…By NMR data analysis and comparison with the reported spectroscopic data, 22 known compounds were identified as rosamultic acid ( 2 ), hyptadienic acid ( 3 ), euscaphic acid ( 6 ), kaji-ichigoside F1 ( 7 ), 1α,2β,3β,19α-tetrahydroxyurs-12-en-28-oic acid ( 8 ), 1-hydroxy-2-oxopomolic acid ( 9 ), rosamultin ( 10 ), pomolic acid ( 11 ), fupenzic acid ( 12 ), alpinoside ( 13 ), 2α,3α,24-trihydroxy-urs-12,18-diene-28-oic acid ( 14 ), rubuside B ( 15 ), rubuside A ( 16 ), 1β,2α,3α,19α-tetrahydroxyurs-12-en-28-oic acid β- d -glucopyranosyl ester ( 17 ), 2α,3α,19α,23-tetrahydroxyolean-12-en-28-oic acid ( 18 ), 2α,3α,19α,24-tetrahydroxyolean-12-en-28-oic acid ( 19 ), 2α,3α,19α-trihyhydroxy-olean- 12-en-28- O -β- d -glucopyranoside ( 20 ), 2α,3α,19α-trihydroxy-olean-12-en-28-oic acid ( 21 ), arjunic acid ( 22 ), 2α,3β,29-trihydroxyolean-12-en-28-oic acid 28- O -β- d -glucopyranosyl ester ( 23 ), quadranoside I ( 25 ), and 18,19-seco,2α,3α-dihydroxyl-19-oxo-urs-11, 13(18)-dien- 28-oic acid ( 26 ) …”

Section: Resultsmentioning

confidence: 99%

Anti-Inflammatory and α-Glucosidase Inhibitory Triterpenoid with Diverse Carbon Skeletons from the Fruits of Rosa roxburghii

Zhang,

Xiang,

Long

et al. 2024

J. Agric. Food Chem.

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The fruits of Rosa roxburghii Tratt. are edible nutritional food with high medicinal value and have been traditionally used as Chinese folk medicine for a long time. In this study, 26 triterpenoids including four new pentacyclic triterpenoids, roxbuterpenes A−D (1, 4, 5, and 24), along with 22 known analogues (2, 3, 6−23, 25, and 26), were isolated from the fruits of R. roxburghii. Their chemical structures were determined on the basis of extensive spectroscopic analyses (including IR, HRESIMS and NMR spectroscopy). The absolute configuration of roxbuterpene A (1) was determined by an X-ray crystallographic analysis. This is the first report of the crystal structure of 5/6/6/6/6-fused system pentacyclic triterpenoid. Notably, roxbuterpenes A and B (1 and 4) possessed the A-ring contracted triterpenoid and nortriterpenoid skeletons with a rare 5/6/6/6/6-fused system, respectively.

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“…Structures of compounds (188–191) were extensively investigated via 1D and 2D NMR spectroscopy then confirmed through partial enzymatic hydrolyses to give the corresponding monoglucosides and aglycone moieties. In addition, structures of (186 and 187) were elucidated by spectroscopic techniques and by the modified Mosher's method (Kawakami et al, 2019). Additionally, a class of triterpenes, named cycloartane triterpenes, was first reported in this genus upon isolation from D. conocarpa and D. mannii (Feusso et al, 2017).…”

Section: Chemical Diversity Of Dsmentioning

confidence: 99%

“…Structures of isolated diterpenes are illustrated in Figure 8. and by the modified Mosher's method (Kawakami et al, 2019).…”

Section: Diterpenesmentioning

confidence: 99%

Unveiling major ethnopharmacological aspects of genus Diospyros in context to its chemical diversity: A comprehensive overview

Fareed

El‐Kersh

Youssef

et al. 2022

Journal of Food Biochemistry

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Diospyros species (DS), “Ebenaceae,” were known for their therapeutic uses in folk medicine since days of yore. Thereafter, scientific evidence related their health benefits to a myriad of chemical classes, for instance, naphthoquinones, flavonoids, tannins, coumarins, norbergenin derivatives, sterols, secoiridoids, sesquiterpenes, diterpenoids, triterpenoids, volatile organic compounds (VOCs), and carotenoids. The available literature showed that more than 200 compounds were isolated and identified via spectroscopic techniques. Many pharmacological activities of DS have been previously described, such as antioxidant, neuroprotective, antibacterial, antiviral, antiprotozoal, antifungal, antiinflammatory, analgesic, antipyretic and cosmeceutical, investigated, and confirmed through versatile in vitro and in vivo assays. Previous studies proved that genus Diospyros is a rich reservoir of valuable bioactive compounds. However, further comparative studies among its different species are recommended for more precise natural source‐based drug discovery and clinical application. Accordingly, this review is to recall the chemical abundance and diversity among different members of genus Diospyros and their ethnopharmacological and pharmacological uses. Practical Applications Practically, providing sufficient background on both secondary metabolites divergence and pharmacological properties of genus Diospyros has many fruitful aspects. As demonstrated below, extracts and many isolated compounds have significant curative properties, which can lead to the discovery of pharmaceutically relevant alternative substitutes to conventional medicine. Consequently, molecular docking on various receptors can be applied. On the grounds, Naoxinqing tablets, a standardized herbal product containing D. kaki leaves extract, have been patented and recorded in Chinese Pharmacopeia as an approved Traditional Chinese Medicine (TCM) for the treatment of cerebro‐ and cardiovascular diseases, although the underlying mechanism remains under advisement. Moreover, the antimicrobial applications of DS are of considerable concern; since the widespread use of antibiotics resulted in different forms of bacterial resistance, hence, limiting and compromising effective treatment. In addition, as a result of contemporary rampant memory disorders, neuroprotective activities of different extracts of DS became of great emphasis.

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Ebenamariosides A–D: Triterpene Glucosides and Megastigmanes from the Leaves of <i>Diospyros maritima</i>

Cited by 5 publications

References 19 publications

The UV-VIS Spectrum Analysis From Silver Nanoparticles Synthesized Using Diospyros maritima Blume. Leaves Extract

The UV-VIS Spectrum Analysis From Silver Nanoparticles Synthesized Using Diospyros maritima Blume. Leaves Extract

Anti-Inflammatory and α-Glucosidase Inhibitory Triterpenoid with Diverse Carbon Skeletons from the Fruits of Rosa roxburghii

Unveiling major ethnopharmacological aspects of genus Diospyros in context to its chemical diversity: A comprehensive overview

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