Secoiridoids and lignans from the leaves of Diospyros kaki Thunb. with antioxidant and neuroprotective activities

Huang, Shun-Wang; Qiao, Jin-Wei; Sun, Xue; Gao, Pin‐Yi; Li, Ling-Zhi; Liu, Qingbo; Sun, Bei; Wu, Deling; Song, Shao‐Jiang

doi:10.1016/j.jff.2016.03.025

Cited by 40 publications

(27 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These two compounds could be anti-oxidative materials by confirmed with DPPH and ABTS radical scavenging assay [41]. The detailed mechanism of (+)-medioresinol ( 12 ) is still unclear but there has some reference indicated that this compound was found to have antioxidant [42] and inhibited NO production in LPS-stimulated RAW cells [43]. Herein, inhibition of these mediators production or scavenging oxidative stress abilities will be the main reason for compounds to have anti-inflammatory properties.…”

Section: Resultsmentioning

confidence: 99%

Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells

et al. 2019

View full text Add to dashboard Cite

One new iridoid, namely neonanin C (1) one monocyclic iridoid ring-opened derivative namely neonanin D (2), two new bis-iridoid derivatives namely reticunin A (3) and reticunin B (4) with sixteen known compounds (5–20) were isolated from the stems of Neonauclea reticulata (Havil.) Merr. These new structures were determined by the detailed analysis of spectroscopic data and comparison with the data of known analogues. Compounds 1–20 were evaluated for inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages cell line. The results showed that all compounds exhibited no obvious cytotoxicity compared to the control group and five compounds including isoboonein (7), syringaresinol (10), (+)-medioresinol (12), protocatechuic acid (14) and trans-caffeic acid (15) exhibited inhibitory activities with IC50 values at 86.27 ± 3.45; 9.18 ± 1.90; 76.18 ± 2.42; 72.91 ± 4.97 and 95.16 ± 1.20 µg/mL, respectively.

show abstract

Section: Resultsmentioning

confidence: 99%

Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells

et al. 2019

View full text Add to dashboard Cite

show abstract

“…Additionally, despite previous results, only a few studies to identify biologically active compounds have been carried out. A few secoiridoids and lignans showed radical scavenging activities [39]. In the case of flavonoids, there have been several reports that quercetin, kaempferol, and their glycosides have antioxidative properties [40].…”

Section: Discussionmentioning

confidence: 99%

Chemical Constituents of the Leaves of Diospyros kaki (Persimmon)

Kwon

Park

Lee

et al. 2021

Plants

View full text Add to dashboard Cite

Diospyros kaki (persimmon) leaves have long been utilized as traditional medicine for the treatment of ischemic stroke, angina, and hypertension and as a healthy beverage and cosmetic for anti-aging. This study aimed to isolate as many compounds as possible from an ethanol extract of the persimmon leaves to identify the biologically active compounds. The antioxidative effect of the ethyl acetate layer from the ethanol extract of the persimmon leaves was demonstrated by 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay and online high-performance liquid chromatography-2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (HPLC-ABTS) analysis. A new flavonoid, kaempferol-3-O-β-d-2″-coumaroylgalactoside (1), and a new natural compound, kaempferol-3-O-β-d-2″-feruloylglucoside (3) were isolated from the ethyl acetate layer, along with 25 previously known compounds, including fourteen flavonoids, one ionone, two coumarins, seven triterpenoids, and one acetophenone. Their structures were determined by the interpretation of spectrometric and spectroscopic data. All isolated compounds were rapidly evaluated using an online HPLC-ABTS assay, and of these, compounds 4–8, 11, 13, 15, and 16 clearly showed antioxidative effects. The amount of these compounds was 0.3–0.65% of the extract.

show abstract

“…The compounds secoisolariciresinol [63], pinoresinol-4-O-β-d-glucopyranoside [64], pinoresinol-4-O-β-d-apiofuranosyl-(1→2)-β-d-glucopyranoside [65], epipinoresinol-4-O-β-d-glucopyranoside [66] and were isolated from the fractionation of the crude ethanolic extract of thespecies Justicia aequilabris (Nees) Lindau [67] collected in the city of Puxinanã-PB, Brazil, registered in SisGen under the number: A35A42B. The compounds were identified by nuclear magnetic resonance and high-resolution mass spectrometry (HRMS).…”

Section: Isolation and Identification Of Lignansmentioning

confidence: 99%

Virtual Screening and the In Vitro Assessment of the Antileishmanial Activity of Lignans

Maia

Silva

Nunes³

et al. 2020

Molecules

View full text Add to dashboard Cite

Leishmaniasis is endemic in at least 98 countries. Due to the high toxicity and resistance associated with the drugs, we chose lignans as an alternative, due to their favorable properties of absorption, distribution, metabolism, excretion, and toxicity (ADMET). To investigate their leishmanicidal potential, the biological activities of a set of 160 lignans were predicted using predictive models that were built using data for Leishmania major and L. (Viannia) braziliensis. A combined analysis, based on ligand and structure, and several other computational approaches were used. The results showed that the combined analysis was able to select 11 lignans with potential activity against L. major and 21 lignans against L. braziliensis, with multitargeting effects and low or no toxicity. Of these compounds, four were isolated from the species Justicia aequilabris (Nees) Lindau. All of the identified compounds were able to inhibit the growth of L. braziliensis promastigotes, with the most active compound, (159) epipinoresinol-4-O-β-d-glucopyranoside, presenting an IC50 value of 5.39 µM and IC50 value of 36.51 µM for L. major. Our findings indicated the potential of computer-aided drug design and development and demonstrated that lignans represent promising prototype compounds for the development of multitarget drugs against leishmaniasis.

show abstract

Secoiridoids and lignans from the leaves of Diospyros kaki Thunb. with antioxidant and neuroprotective activities

Cited by 40 publications

References 43 publications

Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells

Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells

Chemical Constituents of the Leaves of Diospyros kaki (Persimmon)

Virtual Screening and the In Vitro Assessment of the Antileishmanial Activity of Lignans

Contact Info

Product

Resources

About