Undescribed C-Glycosylflavones from Corn Silk and Potential Anti-inflammatory Activity Evaluation of Isolates

Planta Medica ◽  
2021 ◽  
Author(s):  
Satish Sarfare ◽  
Shabana Iqrar Khan ◽  
fazila zulfiqar ◽  
Srivedavyasasri Radhakrishnan ◽  
Zulfiqar Ali ◽  
...  

Phytochemical investigation of corn silk resulted in isolation and characterization of four flavone C-glycosides, chrysoeriol 6-C-β-oliopyranosyl-7-O-β-D-glucopyranoside (1), 3′-methoxycassiaoccidentalin A (2), chrysoeriol 6-C-β-boivinopyranosyl-7-O-β-D-glucopyranoside (3), and ax-4"-OH-3′-methoxymaysin (4), a triterpenoid, friedelin (5), two sterols, (22E)-5,8-epidioxyergosta-6,22-dien-3β-ol (6) and 6β-hydroxystigmasta-4,22-diene-3-one (7), and a mixture of β-sitosterol and stigmasterol. Compounds 1 and 2 were previously undescribed. Structure elucidation of the isolated compounds was attained using spectral data including 1D and 2D NMR and HRESIMS. Compounds 1, 2, 5, and 6 inhibited iNOS activity in LPS-induced macrophages and decreased nitrite levels by 68.64+4.46, 65.67 + 6.47, 88.50 + 0.50, and 94.00 + 4.00 %, respectively, at 50 µM. Compound 5 also showed inhibition of NF-κB (51.00+1.50 %). Compounds 1 and 2 induced NAG-1 activity in chondrocytes by 1.80 + 0.05 and 2.00 + 0.13 fold, respectively. The extract of corn silk, however, did not exhibit inhibition of iNOS or NF-κB but induced NAG-1 by 1.80+ 0.51 fold.

2012 ◽  
Vol 7 (12) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Rafaela Ferreira Oliveira ◽  
Celso Amorim Camara ◽  
Maria de Fátima Agra ◽  
Tania Maria Sarmento Silva

Investigation of the green fruits of Clusia paralicola (Clusiaceae) led to the isolation and characterization of two 3,8″-biflavonoids, 2R, 3S, 2″R, 3″R-GB1-7″- O-β-glucoside (1) and 2R, 3S, 2″R, 3,8″-binaringenin-7″-O-β-glucoside (2), together with four known compounds: β-sitosterol, stigmasterol, β-amyrin, and epicatechin. The structures were established from the IR, LC-ESI-MS and NMR spectral data, including 2D-NMR experiments. The absolute configurations of 1 and 2 were determined by CD spectra. The total extract and the biflavonoids demonstrated significant antioxidant activity in DPPH, ABTS, and β-carotene/linoleic acid tests.


2008 ◽  
Vol 3 (12) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Stefano Dall'Acqua ◽  
Bharat B. Shrestha ◽  
Mohan Bikram Gewali ◽  
Pramod Kumar Jha ◽  
Maria Carrara ◽  
...  

Phytochemical investigation of the aerial parts of Aconitum naviculare, a medicinal plant used in traditional Nepalese medicine, led to the isolation and characterization of two new diterpenoid alkaloids, navirine B (1), and navirine C (2), along with (+) chellespontine (3), kaempferol-7-O-β-D-glucopyranosyl(1→3)α-L-rhamnopyranoside (4), kaempferol-7-O α-L-rhamnopyranoside,3-O-β-D-glucopyranoside (5), p-coumaric-4-O-β-D-glucopyranoside acid (6), and ferulic-4-O-β-D-glucopyranoside acid (7). The structures of the isolated compounds were elucidated on the basis of extensive analyses of 1D and 2D NMR spectra (HMQC, HMBC, COSY, ROESY) and HR-MS data. The antiproliferative activity of alkaloids 1–3 against human tumor cell lines (LoVo and 2008) was also evaluated.


2017 ◽  
Vol 15 (2) ◽  
pp. 117-125
Author(s):  
Tanveer Alam ◽  
Ahmed Sulaeman Al Harrasi ◽  
Bahar Ahmed ◽  
Lubna Najam ◽  
Shah Alam Khan

Phytochemical investigation of bioactive polar extracts of Luffa echinata Roxb. fruits led to the isolation and characterization of three new flavone glycosides viz., 3,5,7,3?,4?-pentahydroxyflavone-3-[-O-?-Dglucopyranosyl- 7-O-?-D-glucopyranoside (1),3,5,7-trihydroxy-(7?,8?- dioxo,9?,10?,-dihydro[a]cyclohex ?13?,(14?), ?11?(12’)-12?,13?,-dimethyl)-flavone-7-[-O-?-D-galactopyranosyl-(1?2)]-O-?-D-glucopyranoside (2), and 5,7,8,4?- tetrahydroxy flavone-7-[-O-?-D-xylosyl-(1?2)]-O-?-D-glucopyranoside (3). The structures of the newly isolated compounds were elucidated on the basis of spectral data and chemical evidences.The isolated compounds are found to be new analogs of tricetin, quercetin and isoscutellarin.Dhaka Univ. J. Pharm. Sci. 15(2): 117-125, 2016 (December)


2012 ◽  
Vol 7 (2) ◽  
pp. 1934578X1200700
Author(s):  
Abiodun Falodun ◽  
Udo Kragl ◽  
Serge-Mitherand Tengho Touem ◽  
Alexander Villinger ◽  
Thomas Fahrenwaldt ◽  
...  

Jatropha gossypifolia root bark is used in ethnomedicine for bacterial infections and cancer of the lungs. Phytochemical investigation resulted in the isolation and characterization of a potent anticancer and novel lathyrane diterpenoid compound, abiodone, with an unusual methylene group. The structure of this novel compound was established by 1D, and 2D NMR spectroscopic experiments and confirmed by X-ray analysis.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Silvana Alves de Souza ◽  
Celso Amorim Camara ◽  
Eva Monica Sarmento da Silva ◽  
Tania Maria Sarmento Silva

An investigation of the geopropolis collected byMelipona subnitida(jandaíra) stingless bee led to the isolation and characterization of two phenylpropanoids, 6-O-p-coumaroyl-D-galactopyranose (1) and 6-O-cinnamoyl-1-O-p-coumaroyl-β-D-glucopyranose (2), and seven flavonoids, 7-O-methyl-naringenin (3), 7-O-methyl aromadendrin (4), 7,4′-di-O-methyl aromadendrin (5), 4′-O-methyl kaempferol (6), 3-O-methyl quercetin (7), 5-O-methyl aromadendrin (8), and 5-O-methyl kaempferol (9). The structure of the new phenylpropanoid (1) was established from IR, LC-ESI-MS, and NMR spectral data, including 2D NMR experiments. The extract and fractions demonstrated significant antioxidant activity in DPPH, ABTS, andβ-carotene/linoleic acid tests.


INDIAN DRUGS ◽  
2014 ◽  
Vol 51 (05) ◽  
pp. 28-32
Author(s):  
M. Jameel ◽  
◽  
A. Ali ◽  
M. Ali

The seeds of Lens culinaris Medik, syn. L. esculenta Moench (Leguminosae) are a good source of essential minerals and are used to purify blood, to cure old skin marks and to treat various kidney and gastric ailments. Phytochemical investigation of the seeds led to isolation of a new aromatic ester characterized as 3'-methyl–n-pentadecanyl benzoate (3) along with β-sitosteryl n-octadec-9'-enoate (1), n -tetradecanyl linoleiate (2) and n-octatriacosanoic acid (4). The structures of these phytoconstituents have been established on the basis of spectral data analysis and chemical means.


2009 ◽  
Vol 4 (7) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Daniel A. Dias ◽  
Sylvia Urban

Phytochemical investigation of the Australian lichen, Ramalina glaucescens resulted in the isolation of a new halogenated depside, 5-chlorosekikaic acid 5, together with (+)-usnic acid 1, sekikaic acid 2, atranorin 6 and parietin 7, the latter of which was isolated from the associated (co-occurring) lichen, X. parietina. Compound 5 is suspected to be an artifact of the isolation procedure. All structures were assigned using spectroscopic methods and mass spectrometry. In addition to the full characterization of 5, this report represents the first application of 2D NMR spectroscopy to complete the unequivocal chemical shift assignment for compounds 2 and 7. Compounds 1-2 and 5-7 all displayed varying degrees of antitumor activity (ranging from an IC50 of 15 μM to >44 μM) with compounds 1, 2 and 5 also displaying antibacterial properties. Of these, (+)-usnic acid 1 displayed the most significant antitumor and antibacterial activities.


2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Rashad Mehmood ◽  
Abdul Malik

Crotosparsamide (1), a new cyclic nonapeptide, has been isolated from the n-butanol soluble sub-fraction of Croton sparsiflorus along with p-hydroxy methylcinnamate and kaempferol, which are reported for the first time from this species. Their structures were determined by chemical and spectral studies including ESIMS, and 1D and 2D NMR spectroscopic data.


2020 ◽  
Vol 12 (4) ◽  
pp. 665-672
Author(s):  
M. Chakraborty

The plant Murraya koenigii, commonly known as curry leaf tree is a rich source of carbazole alkaloids. A number of monomeric as well as dimeric carbazoles with C13, C18 and C23 skeleton have been isolated from the plant. In my present work, a new carbazole alkaloid, designated as mumunine, was isolated from the bark of Murraya koenigii (Linn) Spreng, along with a known carbazole alkaloid, viz. mahanimbine. The structure of the new alkaloid 1 was elucidated on the basis of 1D and 2D NMR spectral data analysis. In this paper, the isolation and structure elucidation of the new compound will be discussed in detail.


2018 ◽  
Vol 2018 ◽  
pp. 1-5
Author(s):  
Rizwana Sarwar ◽  
Umar Farooq ◽  
Sadia Naz ◽  
Nadia Riaz ◽  
Syed Majid Bukhari ◽  
...  

Two new compounds [1-2] were purified from ethyl acetate fraction of Quercus incana. The structure of these compounds is mainly established by using advanced spectroscopic technique such as UV, IR, one-dimensional (ID) and two-dimensional (2D) NMR techniques, and EI mass. The structural formula was deduced to be 4-hydroxydecanoic acid [1] and 4-hydroxy-3-(hydroxymethyl) pentanoic acid [2]. Both isolated compounds were tested for their antimicrobial potential and showed promising antifungal activity against Aspergillus niger and Aspergillus flavus.


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