scholarly journals Isolation of Two New Compounds and Other Constituents from Leaves of Piper crocatum and Study of Their Soluble Epoxide Hydrolase Activities

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 489 ◽  
Author(s):  
Hong Li ◽  
Seo Yang ◽  
Young Kim ◽  
Wei Li
Keyword(s):  
Inhibitory Activity ◽  
Epoxide Hydrolase ◽  
2D Nmr ◽  
Soluble Epoxide Hydrolase ◽  
Chemical Structures ◽  
Phenolic Glucosides ◽  
Spectroscopic Analyses ◽  
Ic50 Value ◽  
Reported Data ◽  
New Compounds

Two new phenolic glucosides, pipercroside A and B (1 and 2), along with 10 known compounds were isolated from the leaves of Piper crocatum Ruiz & Pav. Their chemical structures were elucidated through extensive spectroscopic analyses, including 1D and 2D NMR experiments and HR-ESI-MS analysis and comparison with previously reported data. All the isolated compounds were assessed for soluble epoxide hydrolase (sEH) inhibitory activity. Among them, erigeside II (5) showed inhibitory activity with an IC50 value of 58.5 µM.

scholarly journals Coumarin and Moracin Derivatives from Mulberry Leaves (Morus alba L.) with Soluble Epoxide Hydrolase Inhibitory Activity

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3967
Author(s):  
Hong Xu Li ◽  
Myungsook Heo ◽  
Younghoon Go ◽  
Young Soo Kim ◽  
Young Ho Kim ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Epoxide Hydrolase ◽  
2D Nmr ◽  
Soluble Epoxide Hydrolase ◽  
Inhibitory Effect ◽  
Mulberry Leaves ◽  
Ic50 Values ◽  
Nmr Methods ◽  
Reported Data ◽  
Mixed Types

This study identified three coumarins (1–3), and six moracin derivatives (4–9). The structures of these natural compounds were determined by the spectroscopic methods, including 1D and 2D NMR methods, and comparison with previous reported data. All of the isolated compounds were assessed for the effects on the soluble epoxide hydrolase (sEH) inhibitory activity. Among them, compounds 1–7 exhibited significant inhibitory effect with 100% inhibitory, with IC50 values of 6.9, 0.2, 15.9, 1.1, 1.2, 9.9, and 7.7 µM, respectively. A kinetic study revealed that compounds 1–4, and 6 were competitive types of inhibitors, compounds 5 and 7 were mixed types of inhibitors. These results suggest that moracin and coumarin derivatives from mulberry leaves are significant sEH inhibitors.

scholarly journals Chemical Constituents of Cassia abbreviata and Their Anti-HIV-1 Activity

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2455
Author(s):  
Xianwen Yang ◽  
Zhihui He ◽  
Yue Zheng ◽  
Ning Wang ◽  
Martin Mulinge ◽  
...  
Keyword(s):  
Palmitic Acid ◽  
Crude Extract ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Chemical Structures ◽  
Spectroscopic Analyses ◽  
Ic50 Values ◽  
New Compounds ◽  
Anti Hiv ◽  
Hiv 1

Three new (1–3) and 25 known compounds were isolated from the crude extract of Cassia abbreviata. The chemical structures of new compounds were established by extensive spectroscopic analyses including 1D and 2D NMR and HRESIMS. Cassiabrevone (1) is the first heterodimer of guibourtinidol and planchol A. Compound 2 was a new chalcane, while 3 was a new naphthalene. Cassiabrevone (1), guibourtinidol-(4α→8)-epiafzelechin (4), taxifolin (8), oleanolic acid (17), piceatannol (22), and palmitic acid (28), exhibited potent anti-HIV-1 activity with IC50 values of 11.89 µM, 15.39 µM, 49.04 µM, 7.95 µM, 3.58 µM, and 15.97 µM, respectively.

scholarly journals Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of Piper crocatum and Their Effect on Pyruvate Dehydrogenase Activity

Plants ◽  
2021 ◽  
Vol 10 (9) ◽  
pp. 1855
Author(s):  
Yu Juan Chai ◽  
Younghoon Go ◽  
Hai Qi Zhou ◽  
Hong Xu Li ◽  
Sun Joo Lee ◽  
...  
Keyword(s):  
Pyruvate Dehydrogenase ◽  
2D Nmr ◽  
Inhibitory Effect ◽  
Positive Control ◽  
Inhibition Effect ◽  
Chemical Structures ◽  
Spectroscopic Analyses ◽  
Fluorescent Image ◽  
Ic50 Values ◽  
Reported Data

Three undescribed bicyclo[3.2.1]octanoid neolignan glucosides, along with a known neolignan, were isolated from the leaves of Piper crocatum Ruiz & Pav. Their chemical structures were elucidated using extensive spectroscopic analyses including 1D and 2D NMR experiments and HR-ESI-MS analysis, as well as through comparison with previously reported data. Two compounds were assessed for their inhibitory effect against pyruvate dehydrogenase E1α S300 phosphorylation. The fluorescent image suggested that both compounds (60 µM) revealed a stronger inhibition effect than the positive control (dichloroacetate, DCA 5 mM), with IC50 values of 99.82 µM and 80.25 µM, respectively.

scholarly journals A New Limonoid from Chisocheton paniculatus Fruit Collected in Vietnam and Its NO Production Inhibitory Activity

2018 ◽  
Vol 13 (10) ◽  
pp. 1934578X1801301 ◽  
Author(s):  
Nguyen Thi Hoai ◽  
Ho Viet Duc ◽  
Ain Raal ◽  
Hiroyuki Morita
Keyword(s):  
Inhibitory Activity ◽  
2D Nmr ◽  
No Production ◽  
Spectroscopic Analyses ◽  
Bv2 Cells ◽  
Inhibitory Activities ◽  
Reported Data

A new limonoid, 6α,7α-diacetoxy-3-oxo-24,25,26,27-tetranorapotirucalla-1,14,20(22)-trien-21,23-lactam (1), was isolated from the fruits of Chsocheton paniculatus Hiern collected in Vietnam, together with two known 5α,8α-epidioxysterols, (22 E,24 R)-5α,8α-epidioxy-24-methyl-cholesta-6,22-dien-3β-ol (2) and (22 E,24 R)-5α,8α-epidioxy-24-methyl-cholesta-6,9(11),22-trien-3β-ol (3) Their structures were elucidated by spectroscopic analyses, including D- and 2D-NMR and HRESIMS, and comparisons with the reported data in the literature. Compounds 1–3 exhibited the NO production inhibitory activities against the LPS stimulated BV2 cells with 69.0 ± 2.7 %, 69.5 ± 2.2 %, and 70.6 ± 1.6 %, at concentration of 20.0 μM, respectively.

scholarly journals IN VITRO SOLUBLE EPOXIDE HYDROLASE ENZYME INHIBITORY ACTIVITY OF SOME NOVEL CHALCONE DERIVATIVES

2012 ◽  
Vol 2 (4) ◽  
Author(s):  
Kuppusamy Asokkumar ◽  
Lokeswari Prathyusha Tangella ◽  
Muthusamy Umamaheshwari ◽  
Thirumalaisamy Shivashanmugam ◽  
Varadharajan Subhadradevi ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Epoxide Hydrolase ◽  
Soluble Epoxide Hydrolase ◽  
Chalcone Derivatives

Two Ceramides from Tanacetum artemesioides

2004 ◽  
Vol 59 (3) ◽  
pp. 329-333 ◽  
Author(s):  
Viqar U. Ahmad ◽  
Javid Hussain ◽  
Hidayat Hussain ◽  
Umar Farooq ◽  
Erum Akber ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Structure Elucidation ◽  
2D Nmr ◽  
Nmr Analysis ◽  
New Compounds

Two new ceramides have been isolated from Tanacetum artemisioides, besides the known constituents β -sitosterol and β -sitosterol glycoside. The structure elucidation of the isolated new compounds was based primarily on 1D and 2D NMR analysis, including COSY, HMQC, HMBC correlations. The compound 1 and 2 showed inhibitory activity against acetylcholinesterase

scholarly journals Six New 3,5-Dimethylcoumarins from Chelonopsis praecox, Chelonopsis odontochila and Chelonopsis pseudobracteata

2021 ◽  
Author(s):  
Chang-An Geng ◽  
Zhen-Tao Deng ◽  
Qian Huang ◽  
Chun-Lei Xiang ◽  
Ji-Jun Chen
Keyword(s):  
Protein Tyrosine Phosphatase ◽  
Tyrosine Phosphatase ◽  
2D Nmr ◽  
Cell Protein ◽  
Protein Tyrosine Phosphatase 1B ◽  
Protein Tyrosine ◽  
Aerial Parts ◽  
Spectroscopic Analyses ◽  
New Compounds

AbstractTen 3,5-dimethylcoumarins (1–6 and 8‒11) involving six new ones (1–6), together with a known 3-methylcoumarin (7), were isolated from the aerial parts of three Chelonopsis plants, C. praecox, C. odontochila, and C. pseudobracteata. The structures of the new compounds were determined by extensive HRESIMS, 1D and 2D NMR spectroscopic analyses. According to the substitution at C-5, these coumarins were classified into 5-methyl, 5-hydroxymethyl, 5-formyl, and 5-nor types. All the isolates were assayed for their inhibition on α-glucosidase, protein tyrosine phosphatase 1B, and T-cell protein tyrosine phosphatase in vitro. Graphic Abstract

scholarly journals Flavonoids from Curcuma longa Leaves and their NMR Assignments

2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Chia-Ling Jiang ◽  
Sheng-Fa Tsai ◽  
Shoei-Sheng Lee
Keyword(s):  
Nmr Assignments ◽  
Soluble Fraction ◽  
Curcuma Longa ◽  
2D Nmr ◽  
Etoh Extract ◽  
Spectroscopic Analyses ◽  
Nmr Data ◽  
The Common ◽  
Reported Data ◽  
C Nmr

Chemical investigation of the n-BuOH-soluble fraction of the EtOH extract of the aerial part of Curcuma longa led to the isolation of 11 flavonol glycosides and one dihydroflavonol glucoside (1) via chromatography over Sephadex LH-20 and Lobar RP-18 columns. Although they are known, the 1H and 13C NMR data recorded in CD3OD rather than the common DMSO- d6 are doubly checked via extensive 2D NMR spectroscopic analyses, leading to some revisions of the reported data, especially for the glycon part.

LC-MS- and NMR-Guided Isolation of Monoterpene Dimers from Cultivated Thymus vulgaris Varico 3 Hybrid and Their Antityrosinase Activity

Planta Medica ◽  
2019 ◽  
Vol 85 (11/12) ◽  
pp. 941-946 ◽  
Author(s):  
Ilias Stefanis ◽  
Dimitra Hadjipavlou-Litina ◽  
Anna-Rita Bilia ◽  
Anastasia Karioti
Keyword(s):  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Inhibitory Activity ◽  
Kojic Acid ◽  
2D Nmr ◽  
Thymus Vulgaris ◽  
Reference Compound ◽  
Aerial Parts ◽  
Spectroscopic Analyses ◽  
Antityrosinase Activity

AbstractTargeted isolation based on a combination of NMR and HPLC-PDA-MS of a dichloromethane extract of Thymus vulgaris Varico 3 aerial parts afforded one new p-cymene dimer, 6,3′,4′-trihydroxy-5,5′-diisopropyl-2,2′-dimethylbiphenyl (1), together with two known p-cymene derivatives (2 and 3), as well as five known compounds, namely, thymol (4), oleanolic acid (5), ursolic acid (6), cirsimaritin (7), and xanthomicrol (8). The structural elucidation of all compounds was performed by spectroscopic analyses, including 1D and 2D NMR, and HRESIMS experiments. The biphenyls were assayed for their inhibitory activity on tyrosinase. Compounds 2 and 3 showed negligible activity on tyrosinase, while compound 1 effectively inhibited the enzyme with 35% (± 0.3) inhibitory activity, higher than the inhibition of the reference compound kojic acid (18.6 ± 0.02).

scholarly journals Secondary metabolites of Phlebopus species from Northern Thailand

2020 ◽  
Vol 19 (12) ◽  
pp. 1525-1536
Author(s):  
Boontiya Chuankid ◽  
Hedda Schrey ◽  
Benjarong Thongbai ◽  
Olivier Raspé ◽  
Norbert Arnold ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
Tumor Cell Lines ◽  
Submerged Cultures ◽  
Esi Ms ◽  
Spectroscopic Analyses ◽  
New Compounds ◽  
Comprehensive Characterization

AbstractSubmerged cultures of the edible mushrooms Phlebopus portentosus and Phlebopus spongiosus were screened for their secondary metabolites by HPLC-UV/Vis and HR-LC-ESI-MS. Two new compounds, 9′-hydroxyphenyl pulvinone (1), containing an unusual pulvinone structure, and phlebopyron (2), together with the seven known pigments, atromentic acid (3), xerocomic acid (4), variegatic acid (5), methyl atromentate (6), methyl isoxerocomate (7), methyl variegatate (8), and variegatorubin (9) were isolated from the cultures. Their structures were assigned on the basis of extensive 1D/2D NMR spectroscopic analyses, as well as HR-ESI-MS, and HR-ESI-MS/MS measurements. Furthermore, the isolated compounds were evaluated for their antimicrobial and cytotoxic properties. 9′-hydroxyphenyl pulvinone (1), xerocomic acid (4), and methyl variegatate (8) exhibited weak to moderate cytotoxic activities against several tumor cell lines. The present paper provides a comprehensive characterization of pigments from the class of pulvinic acids that are present in the basidiomes of many edible bolete species.

Sign in / Sign up

Export Citation Format

Share Document