scholarly journals Anti-Adipogenic Polyacetylene Glycosides from the Florets of Safflower (Carthamus tinctorius)

Biomedicines ◽  
2021 ◽  
Vol 9 (1) ◽  
pp. 91
Author(s):  
Su Cheol Baek ◽  
Sang Ah Yi ◽  
Bum Soo Lee ◽  
Jae Sik Yu ◽  
Jin-Chul Kim ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Carthamus Tinctorius ◽  
Therapeutic Agents ◽  
Chemical Transformations ◽  
Lipogenic Genes ◽  
History Of ◽  
Annual Herb ◽  
History Of Use ◽  
New Compounds

Safflower (Carthamus tinctorius) is an annual herb belonging to the Compositae family; it has a history of use as a food colorant, dye, and medicine in oriental countries. LC-MS-UV-based chemical analysis of extract of the florets of C. tinctorius led to the isolation of two new C10-polyacetylene glycosides, (8Z)-decaene-4,6-diyne-1,10-diol-1-O-β-d-glucopyranoside (1) and (8S)-deca-4,6-diyne-1,8-diol-1-O-β-d-glucopyranoside (2), together with five known analogs (3–7). The structures of the new compounds were determined by using 1D and 2D NMR spectroscopic data and HR-MS data, as well as chemical transformations. Of compounds 1–7, compounds 2, 3, and 4 inhibited the adipogenesis of 3T3-L1 preadipocytes, whereas compounds 1 and 6 promoted adipogenesis. Compounds 2, 3, and 4 also prevented lipid accumulation through the suppression of the expression of lipogenic genes and the increase of the expression of lipolytic genes. Moreover, compounds 3 and 4 activated AMPK, which is known to facilitate lipid metabolism. Our findings provide a mechanistic rationale for the use of safflower-derived polyacetylene glycosides as potential therapeutic agents against obesity.

scholarly journals α-Amylase and α-Glucosidase Inhibitory Activities of Chemical Constituents from Wedelia chinensis (Osbeck.) Merr. Leaves

2018 ◽  
Vol 2018 ◽  
pp. 1-8 ◽  
Author(s):  
Nguyen Phuong Thao ◽  
Pham Thanh Binh ◽  
Nguyen Thi Luyen ◽  
Ta Manh Hung ◽  
Nguyen Hai Dang ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Inhibitory Effects ◽  
Meoh Extract ◽  
Inhibitory Activities ◽  
Isolated Compound ◽  
New Compounds ◽  
Modified Mosher’S Method

As part of an ongoing search for new natural products from medicinal plants to treat type 2 diabetes, two new compounds, a megastigmane sesquiterpenoid sulfonic acid (1) and a new cyclohexylethanoid derivative (2), and seven related known compounds (3–9) were isolated from the leaves of Wedelia chinensis (Osbeck.) Merr. The structures of the compounds were conducted via interpretation of their spectroscopic data (1D and 2D NMR, IR, and MS), and the absolute configurations of compound 1 were determined by the modified Mosher’s method. The MeOH extract of W. chinensis was found to inhibit α-amylase and α-glucosidase inhibitory activities as well as by the compounds isolated from this extract. Furthermore, compound 7 showed the strongest effect with IC50 values of 112.8 ± 15.1 μg/mL (against α-amylase) and 785.9 ± 12.7 μg/mL (against α-glucosidase). Compounds 1, 8, and 9 showed moderate α-amylase and α-glucosidase inhibitory effects. Other compounds showed weak or did not show any effect on both enzymes. The results suggested that the antidiabetic properties from the leaves of W. chinensis are not simply a result of each isolated compound but are due to other components such as the accessibility of polyphenolic groups to α-amylase and α-glucosidase activities.

scholarly journals New Neuritogenic Steroid Glycosides from the Vietnamese Starfish Linckia Laevigata

2007 ◽  
Vol 2 (1) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Alla A. Kicha ◽  
Natalia V. Ivanchina ◽  
Anatoly I. Kalinovsky ◽  
Pavel S. Dmitrenok ◽  
Natalia V. Palyanova ◽  
...  
Keyword(s):  
Neuronal Differentiation ◽  
Ethanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Chemical Transformations ◽  
Steroid Glycosides ◽  
New Compounds ◽  
Neuritogenic Activity ◽  
Linckia Laevigata

Two new steroid glycosides, linckosides L1 (1) and L2 (2), were isolated, along with the previously known echinasteroside C (3) from the ethanolic extract of the Vietnamese blue starfish, Linckia laevigata. The structures of the new compounds were elucidated by spectroscopic methods (mainly 2D NMR) and chemical transformations. Lifetime observations and analyses of silver impregnated preparations on the culture of neuroblastoma C-1300 cells showed that glycosides 1, 2, and 3 are capable of inducing neuronal differentiation similar to that of neurotrophins and of enhancing substantially the neuritogenic activity of NGF.

scholarly journals A Total of Eight Novel Steroidal Glycosides Based on Spirostan, Furostan, Pseudofurostan, and Cholestane from the Leaves of Cestrum newellii

Molecules ◽  
2020 ◽  
Vol 25 (19) ◽  
pp. 4462
Author(s):  
Tomoki Iguchi ◽  
Naoki Takahashi ◽  
Yoshihiro Mimaki
Keyword(s):  
Spectroscopic Data ◽  
Promyelocytic Leukemia ◽  
Leukemia Cells ◽  
Chemical Transformations ◽  
Poisonous Plant ◽  
Steroidal Glycosides ◽  
Furostanol Glycosides ◽  
Phytochemical Investigation ◽  
New Compounds ◽  
Hydroxy Groups

Previously, various steroidal glycosides were reported from plants of Cestrum species. However, phytochemical investigation has not been conducted on Cestrum newellii. A systematic phytochemical investigation of the leaves of C. newellii resulted in the isolation of eight novel steroidal glycosides (1–8), which were classified into three spirostanol glycosides (1–3), two furostanol glycosides (4 and 5), two pseudofurostanol glycosides (6 and 7), and one cholestane glycoside (8). In addition, three known cholestane glycosides (9–11) were isolated and identified. The structures of the new compounds were determined based on spectroscopic data and chemical transformations. Compounds 1 and 2 are spirostanol glycosides having hydroxy groups at C-2, C-3, C-12, and C-24 of the aglycone moiety. Although C. newellii is known to be a poisonous plant, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide assay exhibited that none of the isolated compounds were cytotoxic to HL-60 human promyelocytic leukemia cells.

scholarly journals Triterpenoids from Aerial Parts of Glochidion eriocarpum

2010 ◽  
Vol 5 (3) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Vu Kim Thu ◽  
Phan Van Kiem ◽  
Pham Hai Yen ◽  
Nguyen Xuan Nhiem ◽  
Nguyen Huu Tung ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Chromatographic Separations ◽  
Triterpenoid Saponins ◽  
Fticr Ms ◽  
Aerial Parts ◽  
New Compounds

From the aerial parts of Glochidion eriocarpum, a new triterpene, glochieriol (1), three new triterpenoid saponins, glochieriosides C - E (2 - 4), together with four known triterpenes (glochidonol, glochidiol, lupeol, and 3- epi-lupeol) were isolated by using combined chromatographic separations. The structures of the new compounds were elucidated on the basis of spectroscopic data, including FTICR-MS, 1D and 2D NMR.

scholarly journals Saccharpiscinols A–C: Flavans with Potential Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4909
Author(s):  
Yung-Shun Su ◽  
Jih-Jung Chen ◽  
Ming-Jen Cheng ◽  
Chee-Yin Chai ◽  
Aij-Lie Kwan ◽  
...  
Keyword(s):  
Data Analysis ◽  
Chromatographic Separation ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
No Production ◽  
Raw 264.7 ◽  
Phytochemical Investigation ◽  
Inhibitory Activities ◽  
New Compounds ◽  
First Time

Phytochemical investigation and chromatographic separation of extracts from the actinobacteria strain Saccharomonospora piscinae that was isolated from dried fishpond sediment of Kouhu township, in the south of Taiwan, led to the isolation of three new compounds, saccharpiscinols A–C (1–3, respectively), and three new natural products, namely (2S)-5,7,3′,4′-tetrahydroxy-6,8-dimethylflavanone (4), methyl-4-hydroxy-2-methoxy-6-methylbenzoate (5), and (±)-7-acetyl-4,8-dihydroxy-6-methyl-1-tetralone (6). Compounds 4–6 were reported before as synthesized products, herein, they are reported from nature for the first time. The structures of the new compounds were unambiguously elucidated on the basis of extensive spectroscopic data analysis (1D- and 2D-NMR, MS, and UV) and comparison with literature data. The effect of some isolates on the inhibition of NO production in lipopolysaccharide-activated RAW 264.7 murine macrophages was evaluated. Saccharpiscinol A showed inhibitory activities against LPS-induced NO production.

scholarly journals Secondary Metabolites with Anti-Inflammatory Activities from One Actinobacteria Amycolatopsis taiwanensis

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5765
Author(s):  
Yung-Shun Su ◽  
Ming-Der Wu ◽  
Jih-Jung Chen ◽  
Ming-Jen Cheng ◽  
Yueh-Hsiung Kuo ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
No Production ◽  
The North ◽  
Phytochemical Investigation ◽  
Ic50 Value ◽  
Production Activity ◽  
Inos Inhibitor ◽  
Ic50 Values ◽  
New Compounds

Phytochemical investigation and chromatographic separation of extracts from one new actinobacteria strain Amycolatopsis taiwanensis that was isolated from soil of Yilan township, in the north of Taiwan, led to the isolation of nine new compounds, amycolataiwanensins A–I (1–9, resp.), and one new natural product, namely amycolataiwanensin J (10). The structures of the new compounds were unambiguously elucidated on the basis of extensive spectroscopic-data analysis (1D- and 2D-NMR, MS, and UV) and comparison with literature data. The effect of some isolates on the inhibition of NO production in lipopolysaccharide-activated RAW 264.7 murine macrophages was evaluated. Of the isolates, 3, 5, 7 and 8 exhibited potent anti-NO production activity, with IC50 values of 17.52, 12.31, 17.81 and 13.32 μM, respectively, compared to that of quercetin, an iNOS inhibitor with an IC50 value of 35.94 μM. This is the first report on indole metabolite from the genus Amycolatopsis.

scholarly journals Triterpenoids from Euphorbia maculata and Their Anti-Inflammatory Effects

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2112 ◽  
Author(s):  
Yi Sun ◽  
Liang-liang Gao ◽  
Meng-yue Tang ◽  
Bao-min Feng ◽  
Yue-hu Pei ◽  
...  
Keyword(s):  
Medicinal Plant ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Nmr Analysis ◽  
Chemopreventive Agents ◽  
1H And 13C Nmr ◽  
Anti Inflammatory ◽  
New Compounds

Euphorbia maculata is a medicinal plant of the Euphorbiaceae family, which can produce anti-inflammatory and cancer chemopreventive agents of triterpenoids. The present study reports on the bioactive triterpenoids of this plant. Two new lanostane-type triterpenoids, named (3S,4S,7S,9R)-4-methyl-3,7-dihydroxy-7(8→9) abeo-lanost-24(28)-en-8-one (1) and 24-hydroperoxylanost-7,25-dien-3β-ol (2), together with 15 known triterpene derivatives, were isolated from Euphorbia maculata. The structures of the new compounds were determined on the basis of extensive spectroscopic data (UV, MS, 1H and 13C-NMR, and 2D NMR) analysis. All tetracyclic triterpenoids (1–11) were evaluated for their anti-inflammatory effects in the test of TPA-induced inflammation (1 μg/ear) in mice. The triterpenes exhibited significant anti-inflammatory activities.

scholarly journals New Eudesmane-Type Sesquiterpene Glycosides from the Leaves of Aster koraiensis

Plants ◽  
2020 ◽  
Vol 9 (12) ◽  
pp. 1811
Author(s):  
Ji-Young Kim ◽  
Young Hye Seo ◽  
Im-Ho Lee ◽  
He Yun Choi ◽  
Hak Cheol Kwon ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Isolation Procedure ◽  
Pge2 Production ◽  
Raw 264.7 Cells ◽  
Inhibitory Effects ◽  
Etoh Extract ◽  
Chemical Structures ◽  
New Compounds ◽  
First Time

Four new eudesmane-type sesquiterpenoids, (1R,5S,6R,7S,9S,10S)-1,6,9-trihydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (1), (1R,5S,6S,7R,9S,10S)-1,6,9,11-tetrahydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (3), (1R,5S,6R,7S,9S,10R)-9-O-(Z-p-coumaroyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (6), and (1R,5S,6R,7S,9S,10R)-9-O-(E-feruloyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (7), were isolated from a 95% EtOH extract of the leaves of Aster koraiensis by repeated chromatography. Moreover, three sesquiterpenoids (2, 4, and 5) and two caffeoylquinic acids (8 and 9) having previously known chemical structures were isolated during the isolation procedure. The four new compounds (1, 3, 6, and 7) were elucidated by spectroscopic data (1D- and 2D-NMR, MS, and ECD) interpretation and hydrolysis. Moreover, the absolute configurations of 2, 4, and 5 were determined for the first time in this study. The compounds isolated were tested for their viability on nitric oxide (NO) and prostaglandin E2 (PGE2) production on LPS-stimulated RAW 264.7 cells. Among them, only 7 presented weak inhibitory effects on both NO and PGE2 production.

scholarly journals New 3,4-Seco-ent-kaurene Dimers from Croton micans

2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700
Author(s):  
Elsa Mateu ◽  
Katiuska Chavez ◽  
Ricarda Riina ◽  
Reinaldo S. Compagnone ◽  
Franco Delle Monache ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Data Interpretation ◽  
2D Nmr ◽  
New Compounds

From the stems of Croton micans Sw., five new 3,4- seco-ent-kaurene dimers: micansinoic acid (1), isomicansinoic acid (2), and the dimethyl (3), monomethyl (4) and monoethyl ester (5) of micansinoic acid were isolated. The structures of the new compounds were elucidated by spectroscopic data interpretation, mainly 1D and 2D NMR experiments and MS. These compounds are the first 3,4- seco-ent-kaurene dimers from a Croton species.

scholarly journals Thiocarbamates from Moringa Oleifera

2006 ◽  
Vol 1 (9) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Amit Tewari ◽  
Rajendra S. Bhakuni
Keyword(s):  
Ethyl Acetate ◽  
Spectroscopic Data ◽  
Moringa Oleifera ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Ms Analysis ◽  
New Compounds

Two new thiocarbamates (1 and 2) along with two known compounds have been isolated from the ethyl acetate extract of Moringa oleifera seeds. The new compounds were characterized as O-n-butyl-4-[(α-L-rhamnopyranosyloxy)benzyl] thiocarbamate (E) (1) and O-ethyl-4–[(α-L-rhamnopyranosyloxy)–3-hydroxybenzyl]thiocarbamate (E) (2) on the basis of 1D and 2D NMR spectroscopic data and MS analysis.

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