scholarly journals One new compound from Borreria alata (Aubl.) DC (Rubiaceae) in Vietnam

2016 ◽  
Vol 19 (1) ◽  
pp. 19-25
Author(s):  
Loan Cam To ◽  
Tuyen Nguyen Kim Pham ◽  
Phung Kim Phi Nguyen
Keyword(s):  
Spectroscopic Data ◽  
Biological Activities ◽  
2D Nmr ◽  
Chemical Structures ◽  
Anti Inflammatory ◽  
First Time

Borreria is a genus of Rubiaceae widespread in tropical and subtropical America, Africa, Asia, and Europe. Studies have confirmed that extracts as well as some isolated compounds of species of Borreria genus possess diverse biological activities, including anti-inflammatory, antitumor, antimicrobial, antioxidant, anti-ulcer… In this paper, we present the chemical structures of four compounds isolated from Borreria alata, collected at Di Linh district, Lam Dong province, Vietnam. 3β, 6β, 23-trihydroxyurs- 12-en-28-oic acid (1), sodium deacetylasperulosidate (2), 7β-hydroxy-11-methylforsythide (3) and sodium loganate (4). Among them, three compounds (1), (2), (3) were known for the first time in Borreria genus to our best knowledge and (4) is a new compound. The chemical structures of these compounds wereelucidated by analysis of 1D and 2D NMR and HR-MS spectroscopic data, as well as by comparison with those reported in the literature.

Anti-Inflammatory Activity of Two Diterpenes of Hyptis suaveolens from El Salvador

2006 ◽  
Vol 61 (3-4) ◽  
pp. 165-170 ◽  
Author(s):  
Paolo Grassi ◽  
Tomás S. Urías Reyes ◽  
Silvio Sosa ◽  
Aurelia Tubaro ◽  
Otmar Hofer ◽  
...  
Keyword(s):  
Preparative Thin Layer Chromatography ◽  
2D Nmr ◽  
Inflammatory Activity ◽  
Reference Drug ◽  
H Nmr ◽  
Chemical Structures ◽  
Hyptis Suaveolens ◽  
Mouse Ear ◽  
Anti Inflammatory ◽  
First Time

Separation and isolation of the two main compounds suaveolol and methyl suaveolate from leaves of chichinguaste (Hyptis suaveolens Poit., Lamiaceae) could be achieved by means of repeated column chromatography and repeated preparative thin layer chromatography. Their chemical structures were approved by MS, 1H NMR, 13C NMR and 2D-NMR experiments. The anti-inflammatory activity of the two compounds was tested for the first time as inhibition of croton oil-induced dermatitis of the mouse ear. Suaveolol and methyl suaveolate showed nearly the same dose-dependent topical anti-inflammatory activity, only two to three times lower than that of the reference drug indomethacin. The anti-inflammatory properties of these compounds could contribute to the antiphlogistic activity of extracts of Hyptis species and confirm the rational use of Hyptis suaveolens extracts in dermatological diseases.

scholarly journals Chemical Composition and Biological Activities of Soldiers of the Brazilian Termite Species, Nasutitermes macrocephalus (Isoptera: Natutitermitinae)

2013 ◽  
Vol 8 (1) ◽  
pp. 1934578X1300800
Author(s):  
Márcia N. S. de la Cruz ◽  
Helvécio M. S. Júnior ◽  
Denilson F. Oliveira ◽  
Letícia V. Costa-Lotufo ◽  
Antonio G. Ferreira ◽  
...  
Keyword(s):  
Biological Activities ◽  
Optical Rotation ◽  
2D Nmr ◽  
Positive Bacterium ◽  
Specific Optical Rotation ◽  
Frontal Gland ◽  
Chemical Structures ◽  
Lack Of Information ◽  
First Time ◽  
Termite Soldiers

The defensive secretion of the frontal gland from termite soldiers is a mixture of monoterpenes, sesquiterpenes and diterpenes, the latter being the most representative. Analyses of the dichloromethane extract from soldiers of the Brazilian termite, Nasutitermes macrocephalus (Silvestri, 1903) (Isoptera, Nasutitermitinae), described for the first time, allowed to identify the presence of two monoterpenes (α-pinene and limonene) and two sesquiterpenes (β-trans- caryophyllene and α-selinene) by GC-EIMS, and the isolation of one rippertane and six trinervitane diterpenes by RP-HPLC. The chemical structures of the purified compounds were elucidated by interpretation of their spectroscopic data (1D and 2D NMR, EIMS, HRESIMS, and specific optical rotation) and the complete unequivocal assignment of the 3α-hydroxy-trinervita-1(15),8(19)-dien-2-one (6) was included in this paper, to complement the lack of information in the literature. Antibacterial, antifungal and cytotoxicity against cancer cell lines activities were evaluated. In particular, the compounds 2α,3β-dihydroxy- trinervita-1(15),8(19)-diene (2) and 3α-hydroxy-15-rippertene (7) exhibited the better activities against the clinically isolated Gram-positive bacterium methicillin-resistant Staphylococcus aureus BMB 9393, both with a MIC value of 31.2 μg mL−1. This is the first description of a rippertane diterpene (7) as an antibacterial agent.

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.

Flavonolignan 2, 3-dehydroderivatives from Oenanthe javanica and their anti inflammatory activities

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Rong-Rui Wei ◽  
Qin-Ge Ma
Keyword(s):  
Data Analysis ◽  
Spectroscopic Data ◽  
Biological Activities ◽  
Inflammatory Activity ◽  
Macrophage Cells ◽  
Oenanthe Javanica ◽  
Anti Inflammatory ◽  
New Compounds ◽  
First Time ◽  
Raw264.7 Macrophage

Abstract Flavonolignans, for example, silymarin and silybin, have interesting biological activities. For the first time, three new flavonolignans named oenanthenoid A-C (1–3) and nine known flavonolignan derivatives (4–12) were isolated from Oenanthe javanica. Comprehensive spectroscopic data analysis and references were used to identify all of the compounds. The anti inflammatory activities of these isolates (1–12) on RAW264.7 macrophage cells were investigated. Three new compounds (1–3) demonstrated anti inflammatory activity with IC50 values ranging from 6.5 ± 0.6 to 14.7 ± 1.6 µM. Furthermore, two compounds (11 and 12) demonstrated moderate anti inflammatory activity, with IC50 values ranging from 24.1 ± 1.2 to 62.5 ± 1.9 µM.

scholarly journals Chemical constituents of Aglaia odorata and Aglaia hoaensis

2021 ◽  
Vol 5 (3) ◽  
pp. first
Author(s):  
Lien Hoa Dieu Nguyen ◽  
Hào Chí Lê ◽  
Thy Ngoc Diem Nguyen ◽  
Ly Thi Thao Nguyen ◽  
Le Thu Thi Nguyen ◽  
...  
Keyword(s):  
Biological Activities ◽  
Chemical Constituents ◽  
Folk Medicine ◽  
Research Work ◽  
Octadecenoic Acid ◽  
2D Nmr ◽  
Chemical Structures ◽  
The World ◽  
First Time ◽  
Whole Tree

Aglaia is the largest genus of the Meliaceae family with about 120 species, which grow mainly in the tropical and subtropical regions. In Vietnam, the genus contains about 30 species. Many are used in folk medicine for the treatment of different diseases. Rocaglamides, bisamides, lignans, triterpenoids and steroids are the main classes of compounds found in the genus. Some of them exhibit diverse biological activities. This research work reports the isolation of four compounds from A. odorata and A. hoaensis. Extraction was carried out using Soxhlet extractors with organic solvents followed by concentration of the solvents to yield crude extracts. Isolation was performed using column chromatography on silica gel and gel permeation on Sephadex LH-20. Chemical structures were determined using 1D NMR (1H, 13C NMR, DEPT), 2D NMR (HSQC, HMBC, COSY, NOESY), IR and HRESIMS spectroscopic methods, and comparison of the spectral data with those in literature. Two triterpenoids, aglaiadoratol and 3b -friedelinol, were isolated from the whole tree of A. odorata. Two other compounds, (+)-syringaresinol lignan and threo-9,10-O-isopropylidene- 13-hydroxy-(11E)-octadecenoic acid, a derivative of fatty acid, were obtained from the bark of A. hoaensis. Among the four isolated compounds, this is the first time that aglaiadoratol has been reported in the world. In addition, (+)-syringares inol ligan and threo-9,10-O-isopropylidene-13- hydroxy-(11E)-octadecenoic acid are reported here for the first time in A. hoaensis.

Termiglaucescin, a new polyhydroxy triterpene glucoside from Terminalia glaucescens with antioxidant and anti-inflammatory potential

2017 ◽  
Vol 72 (5-6) ◽  
pp. 203-208
Author(s):  
Amadou Dawé ◽  
Benjamin Talom ◽  
Gilbert Deccaux Wabo Fotso Kapche ◽  
Kauser Siddiqui ◽  
Fawai Yakai ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Spectroscopic Data ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Root Bark ◽  
Anti Inflammatory ◽  
First Time

Abstract Termiglaucescin (1), a new triterpene glucoside, has been isolated from the ethyl acetate extract of the root bark of Terminalia glaucescens Planch. ex Benth, together with 11 known compounds, β-D-glucopyranosyl 2α,3β,6β-trihydroxy-23-galloylolean-12-en-28-oate (2), arjunglucoside I (3), sericoside (4), arjungenin (5), sericic acid (6), arjunetin (7), chebuloside II (8), 3,3′,4-tri-O-methylelagic acid (9), 3,3′-di-O-methylelagic acid (10), β-sitosterol (11) and stigmasterol (12). Compounds 2, 3, 7, 8 and 9 are reported from the plant for the first time. The structures of the isolated compounds were characterized by spectroscopic data interpretations, especially 1D and 2D NMR. The triterpenic isolates showed potent antioxidant and anti-inflammatory activities.

Design, Synthesis, Characterization and in silico molecular docking studies and in vivo anti-inflammatory Activity of Pyrazoline clubbed Thiazolinone Derivatives

2020 ◽  
Vol 17 ◽  
Author(s):  
Deepak Kumar Singh ◽  
Mayank Kulshreshtha ◽  
Yogesh Kumar ◽  
Pooja A Chawla ◽  
Akash Ved ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Biological Activities ◽  
Inflammatory Activity ◽  
Standard Drug ◽  
Docking Score ◽  
Chemical Structures ◽  
Cox 2 ◽  
Anti Inflammatory ◽  
Cox 1

Background: The pyrazolines give the reactions of aliphatic derivatives, resembling unsaturated compounds in their behavior towards permanganate and nascent hydrogen. This nucleus has been associated with various biological activities including inflammatory. Thiazolinone is a heterocyclic compound that contains both sulfur and nitrogen atom with a carbonyl group in their structure.Thiazolinone and their derivatives have attracted continuing interest because of their various biological activities, such as anti-inflammatory, antimicrobial, anti-proliferative, antiviral, anticonvulsant etc. The aim of the research was to club pyrazoline nucleus with thiazolinone in order to have significantanti-inflammatory activity. The synthesized compounds were chemically characterized for the establishment of their chemical structures and to evaluate as anti-inflammatory agent. Method: In the present work, eight derivatives of substituted pyrazoline (PT1-PT8) were synthesized by a three step reaction.The compounds were subjected to spectral analysis by Infrared, Mass and Nuclear magnetic resonance spectroscopy and elemental analysis data. All the synthesized were evaluated for their in vivo anti-inflammatory activity. The synthesized derivatives were evaluated for their affinity towards target COX-1 and COX-2, using indomethacin as the reference compound molecular docking visualization through AutoDock Vina. Results: Compounds PT-1, PT-3, PT-4 and PT-8 exhibited significant anti-inflammatory activity at 3rd hour being 50.7%, 54.3%, 52.3% and 57% respectively closer to that of the standard drug indomethacin (61.9%).From selected anti-inflammatory targets, the synthesized derivatives exhibited better interaction with COX-1 and COX-2 receptor, where indomethacin showed docking score of -6.5 kJ/mol, compound PT-1 exhibited highest docking score of -9.1 kJ/mol for COX-1 and compound PT-8 having docking score of 9.4 kJ/mol for COX-2. Conclusion: It was concluded that synthesized derivatives have more interaction with COX-2 receptors in comparison to the COX-1 receptors because the docking score with COX-2 receptors were very good. It is concluded that the synthesized derivatives (PT-1 to PT-8) are potent COX-2 inhibitors.

scholarly journals Chemical Constituents of Eupatorium japonicum and Anti-Inflammatory, Cytotoxic, and Apoptotic Activities of Eupatoriopicrin on Cancer Stem Cells

2021 ◽  
Vol 2021 ◽  
pp. 1-12
Author(s):  
Minh Giang Phan ◽  
Thi Thao Do ◽  
Thi Nga Nguyen ◽  
Thi Viet Huong Do ◽  
Ngoc Phuc Dong ◽  
...  
Keyword(s):  
Anticancer Agents ◽  
Human Cancer ◽  
Biological Activities ◽  
Chemical Constituents ◽  
Sesquiterpene Lactones ◽  
No Production ◽  
Bioactive Constituents ◽  
Anti Inflammatory ◽  
First Time ◽  
Eupatorium Japonicum

Eupatorium japonicum Thunb. of the plant family Asteraceae is a popular traditional herb in Vietnam. However, its chemical constituents as well as bioactive principles have not been investigated yet. We investigated the phytochemistry of E. japonicum in Vietnam and isolated seventeen compounds (1–17) including phytosterols, terpenoids, phenolic acids, flavonoids, fatty alcohols, and fatty acids. They were structurally determined by MS and NMR analysis. Except for compounds 6 and 12, all the other compounds were identified for the first time from E. japonicum. Since many sesquiterpene lactones with α-methylene γ-lactone ring are reported as anti-inflammatory and anticancer agents, eupatoriopicrin (10), 1-hydroxy-8-(4,5-dihydroxytigloyloxy)eudesma-4(15),11(13)-dien-6,12-olide (11) were selected among the isolates for biological assays. Compound 10 was identified as the main bioactive sesquiterpene lactone of E. japonicum showing its potent anti-inflammatory and cytotoxic activity through inhibiting NO production and the growth of HepG2 and MCF-7 human cancer cell lines. For the first time, eupatoriopicrin (10) was demonstrated to strongly inhibit NTERA-2 human cancer stem cell (CSC) line in vitro. It is noticeable that the cytotoxicity of eupatoriopicrin against NTERA-2 cells is mediated by its apoptosis-inducing capability of 10 as demonstrated by the results of Hoechst 33342 staining, flow cytometry apoptosis analysis, and caspase-3 activity assays. The biological activities of the main bioactive constituents 1–7, 10, 12, and 15 supported the reported anti-inflammatory and anticancer properties of extracts from E. japonicum.

scholarly journals CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF URENA LOBATA (L.) OF VIETNAM

2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  
Keyword(s):  
Mental Disorders ◽  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Tree Roots ◽  
Chemical Structures ◽  
Phytochemical Investigation ◽  
First Time

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.

Cytotoxic constituents of Alocasia macrorrhiza

2017 ◽  
Vol 72 (1-2) ◽  
pp. 21-25 ◽  
Author(s):  
Marwa Elsbaey ◽  
Kadria F.M. Ahmed ◽  
Mahmoud F. Elsebai ◽  
Ahmed Zaghloul ◽  
Mohamed M.A. Amer ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Indole Alkaloid ◽  
Acid Methyl Ester ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Acid Methyl ◽  
First Time

AbstractAn indole alkaloid, 2-(5-hydroxy-1H-indol-3-yl)-2-oxo-acetic acid (1) isolated for the first time from nature, in addition to the nine known compounds 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (2), alocasin B (3), hyrtiosin B (4), α-monopalmitin (5), 1-O-β-D-glucopyranosyl-(2S, 3R, 4E, 8Z)-2-[(2(R)-hydroctadecanoyl) amido]-4,8-octadecadiene-1,3-diol (6), 3-epi-betulinic acid (7), 3-epi-ursolic acid (8),β-sitosterol (9) andβ-sitosterol 3-O-β-D-glucoside (10) were isolated from the rhizomes ofAlocasia macrorrhiza(Araceae). Their structures were elucidated by 1D and 2D NMR spectroscopic data. Of these compounds,6exhibited the strongest cytotoxicity against the four tested human cancer cell lines (IC50of about 10 µM against Hep-2 larynx cancer cells).

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