scholarly journals A New β-Carboline Alkaloid From the Aerial Part of Hedyotis capitellata

2021 ◽  
Vol 16 (10) ◽  
pp. 1934578X2110477
Author(s):  
Le Thi Huyen ◽  
Nguyen Thi Thu Hau ◽  
Hoang Son Vu ◽  
Nguyen Thi Lan Huyen ◽  
Bui Huu Tai ◽  
...  

A new β-carboline alkaloid, 10-hydroxy-capitelline (1) together with three known anthraquinones, hedanthroside B (2), hedanthroside C (3), and rubiadin (4) were isolated from the aerial part methanol extract of Hedyotis capitellata. Their structures were established by spectroscopic data (one-dimensional, two-dimensional nuclear magnetic resonance (1D, 2D-NMR) and high-resolution-electrospray ionization-mass spectrometry, HR-ESI-MS) and comparison with those reported in the literature. The anti-inflammatory activity of the isolated compounds is evaluated by their inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. At a concentration of 20 µM, compounds 1 to 4 showed weak inhibitory effects on NO production with inhibitory values ranging from 1.2% to 23.9% compared to a value of 74.5% for the positive control compound, NG-monomethyl-L-arginine (L-NMMA).

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110412
Author(s):  
Tran Thi Thu Ha ◽  
Phan Van Kiem

Two new spirostane glycosides, (25 R)-12 β-hydroxyspirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4)- β-D-galactopyranoside (1) and (25 S)-spirost-5-en-7-one-3 β-yl O- β-D-glucopyranosyl-(1→2)- β-D-glucopyranosyl-(1→4)- β-D-galactopyranoside (2), and a known spirostane glycoside, funkioside C (3), were isolated from the roots of Polygonatum kingianum Collett & Hemsl. (Asparagaceae). Their structures were determined by extensive analysis of mass spectrometry high resolution electron spray ionization mass spectrum and nuclear magnetic resonance spectral data, as well as by comparison of the spectral data with those reported in the literature. Compound 2 showed inhibitory effects on nitric oxide production in the lipopolysaccharide stimulated RAW 264.7 cells with an IC50 value of 8.78 ± 0.05 µM compared to a value of 7.12 ± 0.08 µM for the positive control compound, NG-monomethyl-L-arginine.


2021 ◽  
pp. 174751982110189
Author(s):  
Phan Van Kiem ◽  
Vu DinhHoang ◽  
Nguyen Thi Hoang Anh ◽  
Dinh Thi Phuong Anh ◽  
Do Thi Trang ◽  
...  

Panax bipinnatifidus belongs to the ginseng genus and it is used in traditional Vietnamese and Chinese medicine. Phytochemical studies of the roots of this plant led to the isolation of two new oleanane triterpenoid saponins, panabipinoside A and panabipinoside B, and three known compounds, ginsennoside Ro, 3- O- β-D-glucopyranosyl-(1→3)- β-glucuronopyranosyl oleanolic acid, and spinasaponin A 28- O-glucoside. Their structures are established by extensive spectroscopic analysis (IR, high-resolution electrospray ionization mass spectrometry, and nuclear magnetic resonance) and by comparison of the spectral data with those reported in the literature. The anti-inflammatory activity of the isolated compounds is evaluated by their inhibition of nitric oxide production in lipopolysaccharide stimulated RAW 264.7 cells. Compounds 2–5 showed inhibitory effects on nitric oxide production with IC50 values of 0.62 ± 0.09, 0.21 ± 0.04, 0.30 ± 0.03, and 0.45 ± 0.05 µg/mL, respectively, compared to value of 8.08 ± 0.09 µg/mL for the positive control compound, NG-monomethyl-L-arginine.


2017 ◽  
Vol 2017 ◽  
pp. 1-8 ◽  
Author(s):  
Yunfei Ji ◽  
Ruijun Wang ◽  
Ying Peng ◽  
Chongsheng Peng ◽  
Xiaobo Li

Sijunzi Decoction (SJZD) is a conventional prescription for curing spleen deficiency in Traditional Chinese Medicine and polysaccharide is its main ingredient. In order to explore the effective ingredients contributing to the immunological activity of SJZD, we isolated and purified seven homogeneous polysaccharides from Radix Ginseng (RS-3-1 and RS-3-2), Rhizoma Atractylodis Macrocephalae (BZ-3-1, BZ-3-2, and BZ-3-3), Poria (FL-3-1), and Radix Glycyrrhizae (GC-3-1) decoctions, respectively. The molecular weight of seven homogeneous polysaccharides ranged from 5.42 × 104 to 5.65 × 104 Da. Monosaccharide composition determined by GC-MS analysis showed that these polysaccharides were primarily composed of Rha, Ara, Xyl, Man, Glc, and Gal with various ratios. Immunological activity assay revealed that polysaccharides from four crude drug components of SJZD displayed inhibitory effects on the complement system. RS-3-1, BZ-3-1, FL-3-1, and GC-3-1 could significantly enhance the phagocytosis and increase the NO production and tumor necrosis factor (TNF-α) level in RAW 264.7 cells (p<0.05). These results demonstrated the immunological activities of these polysaccharides from the four crude drugs. This study supports the therapeutic effect of SJZD in clinical use and is essential for further identification the immunopolysaccharide from SJZD decoction.


Planta Medica ◽  
2021 ◽  
Author(s):  
Julianna Max ◽  
Jörg Heilmann

Abstract 1H NMR-guided fractionation of the petroleum ether extract of the aerial parts from Hypericum hirsutum yielded to the isolation of 19 polyprenylated polycyclic acylphloroglucinols. Structure elucidation based on 1D and 2D NMR spectroscopy together with high-resolution electrospray ionization mass spectroscopy revealed 14 acylphloroglucinols with a homoadamantane scaffold (1–14), while 5 further compounds showed an adamantane skeleton (15–19). Except for hookerione C (15), all isolated metabolites are hitherto unknown. While structurally-related metabolites have been isolated from other Hypericum species, it is the first report of admantan and homoadamantan type acylphloroglucinols in section Taeniocarpium Jaub. & Spach (Hypericaceae). The isolated compounds have been tested in a crystal violet-based in vitro assay on their properties to reduce the proliferation of human microvascular endothelial cells compared to hyperforin as the positive control. They showed a moderate reduction of proliferation with IC50 values in the range ~ 3 – 22 µM, with the homoadamantane-based compounds 2 and 4 being the most active. In addition, inhibition of the TNF-α-induced ICAM-1 expression was determined for 1 – 5, 7, and 10 – 12. Substances 3 and 12 reduced the ICAM-1 expression significantly (to 46.7% of control for 3, 62.3% for 12, at 50 µM).


2018 ◽  
Vol 74 (11) ◽  
pp. 1440-1446
Author(s):  
Qi Zhang ◽  
Li Ma ◽  
Zhaoxia Qu ◽  
Guige Hou ◽  
Yanan Wang ◽  
...  

Two new isodaucane-type sesquiterpenoids, namely (1R,4S,5S,6R,7S,10R)-isodauc-6,7,10-triol, C15H28O3, (1), and (1R,4S,5S,6S,7S,10R)-isodauc-6,7,10-triol, (2), and a new eudesmane-type sesquiterpenoid, 1β,4β,5α-trihydroxyeudesmane, (3), were obtained from the rhizomes of homalomena occulta with the aid of column chromatography. Their structures were elucidated based on extensive spectroscopic analyses, including 1D NMR, 2D NMR and HRESIMS. The structure of (1) was confirmed by single-crystal X-ray diffraction and the absolute configuration was assigned with respect to that of the precursor. The single-crystal structure reveals that adjacent molecules of (1) embrace through two groups of intermolecular O—H...O hydrogen bonds to generate a two-dimensional sheet with a 63-net topology. The three compounds were evaluated for their activity against lipopolysaccharide-induced production of nitrogen oxide (NO) in RAW 264.7 cells, and (1) showed an inhibitory effect on NO production, with IC50 values of 5.7±0.22 µM.


Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2577 ◽  
Author(s):  
Hongjing Dong ◽  
Yanling Geng ◽  
Xueyong Wang ◽  
Xiangyun Song ◽  
Xiao Wang ◽  
...  

One new monoterpene glycoside (1), one new phenyl glycoside (2), one new caffeoyl derivative (3), were isolated from Scindapsus officinalis (Roxb.) Schott., along with four known compounds (4–7). Structures of the isolated compounds were elucidated by extensive analysis of spectroscopic data, especially 2D NMR data and comparison with literatures. All isolates were evaluated for anti-inflammatory activity against nitric oxide (NO) production in vitro. Compounds 3 and 7 exhibited moderate inhibitory effects on NO production with IC50 values of 12.2 ± 0.8 and 18.9 ± 0.3 μM, respectively.


Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2339 ◽  
Author(s):  
Bomi Nam ◽  
Seung Mok Ryu ◽  
Dongho Lee ◽  
Chan-Hun Jung ◽  
Chang Hyun Jin ◽  
...  

Two new phenanthrenes, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxy-phenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with seven known phenanthrenes (3–9), two bibenzyls (10–12), and a lignan (13). Structures of 1 and 2 were elucidated by analyzing one-dimensional (1D) and two-dimensional (2D)-NMR and High-resolution electrospray ionization mass spectra (HR-ESI-MS) data. The absolute configuration of compound 1 was confirmed by the circular dichroism (CD) spectroscopic method. In cytotoxicity assay using FaDu human hypopharynx squamous carcinoma cell line, compounds 3–6, 8, 10, and 12 showed activities, with IC50 values that ranged from 2.55 to 17.70 μM.


1997 ◽  
Vol 273 (6) ◽  
pp. C1882-C1888 ◽  
Author(s):  
Sharma S. Prabhakar ◽  
Guillermo A. Zeballos ◽  
Martin Montoya-Zavala ◽  
Claire Leonard

Macrophage dysfunction is considered an important contributory factor for increased propensity of infections in uremia. Because nitric oxide (NO) is believed to be an effector molecule of macrophage cytotoxicity, we propose that the dysfunction may be related to impaired NO synthesis. To verify this hypothesis, we evaluated macrophage NO synthesis in the presence of urea, a compound that accumulates in renal failure and is believed by some to be a uremic toxin. Macrophages (RAW 264.7 cells) were incubated with bacterial lipopolysaccharide to induce NO synthesis, whereas the test groups had various concentrations of urea in addition. NO synthesis was measured by assaying the supernatant for nitrites and nitrates by chemiluminescence. We observed that urea consistently produced a dose-dependent reversible inhibition of inducible NO production in macrophages, whereas parathormone, another toxin retained in uremia, had no such inhibitory effects. Further studies revealed that mRNA for inducible NO synthase was not inhibited by urea. We thus conclude that urea inhibits inducible NO synthesis in macrophages by a posttranscriptional mechanism and that this may be important in macrophage dysfunction of uremia.


Author(s):  
Adek Zamrud Adnan ◽  
Muhammad Taher ◽  
Tika Afriani ◽  
Annisa Fauzana ◽  
Dewi Imelda Roesma ◽  
...  

 Objective: The aim of this study was to investigate in vitro anti-inflammatory activity of tinocrisposide using lipopolysaccharides (LPS)-stimulated RAW 264.7 macrophage cells. Tinocrisposide is a furano diterpene glycoside that was isolated in our previous study from Tinospora crispa.Methods: Anti-inflammatory effect was quantified spectrometrically using Griess method by measuring nitric oxide (NO) production after the addition of Griess reagent.Results: The sample concentrations of 1, 5, 25, 50, and 100 μM and 100 μM of dexamethasone (positive control) have been tested against the LPS-stimulated RAW 264.7 cells, and the results showed NO level production of 39.23, 34.00, 28.9, 20.25, 16.3, and 13.68 μM, respectively, and the inhibition level of 22.67, 33.00, 43.03, 60.10, 68.00, and 73%, respectively.Conclusions: From the study, it could be concluded that tinocrisposide was able to inhibit the formation of NO in the LPS-stimulated RAW 264.7 cells in concentration activity-dependent manner, with half-maximal inhibition concentration 46.92 μM. It can be developed as anti-inflammatory candidate drug because NO is a reactive nitrogen species which is produced by NO synthase. The production of NO has been established as a mediator in inflammatory diseases.


Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5802
Author(s):  
Yuji Iwaoka ◽  
Shoichi Suzuki ◽  
Nana Kato ◽  
Chisa Hayakawa ◽  
Satoko Kawabe ◽  
...  

In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities.


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