scholarly journals Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effect in Neuroinflammation

2018 ◽  
Author(s):  
Paul O. Guillen ◽  
Sandra Gegunde ◽  
Karla B. Jaramillo ◽  
Amparo Alfonso ◽  
Kevin Calabro ◽  
...  
Keyword(s):  
2D Nmr ◽  
Eastern Pacific ◽  
Inhibitory Effects ◽  
Tropical Eastern Pacific ◽  
First Report ◽  
Chemical Structures ◽  
Nmr Data ◽  
Santa Elena ◽  
Zoanthamine Alkaloids

Two new zoanthamine alkaloids, namely 3-acetoxynorzoanthamine (1) and 3-acetoxyzoanthamine (2), have been isolated from the zoantharian Zoanthus cf. pulchellus collected off the coast of the Peninsula of Santa Elena – Ecuador, together with three known alkaloids zoanthamine, norzoanthamine and 3-hydroxynorzoanthamine. The chemical structures of 1 and 2 were determined by interpretation of their 1D and 2D NMR data and comparison with literature data. This is the first report of zoanthamine-type alkaloids from Zoanthus cf. pulchellus collected in the Tropical Eastern Pacific. The neuroinflammatory activity of all the isolated compounds were evaluated in microglia BV-2 cells and high inhibitory effects were observed in ROS and NO generation.

scholarly journals Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation

Marine Drugs ◽  
2018 ◽  
Vol 16 (7) ◽  
pp. 242 ◽  
Author(s):  
Paul Guillen ◽  
Sandra Gegunde ◽  
Karla Jaramillo ◽  
Amparo Alfonso ◽  
Kevin Calabro ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Reactive Oxygen Species ◽  
2D Nmr ◽  
Oxygen Species ◽  
Inhibitory Effects ◽  
Tropical Eastern Pacific ◽  
Chemical Structures ◽  
Nmr Data ◽  
Santa Elena ◽  
Zoanthamine Alkaloids

Two new zoanthamine alkaloids, namely 3-acetoxynorzoanthamine (1) and 3-acetoxyzoanthamine (2), have been isolated from the zoantharian Zoanthus cf. pulchellus collected off the coast of the Santa Elena Peninsula, Ecuador, together with three known derivatives: zoanthamine, norzoanthamine, and 3-hydroxynorzoanthamine. The chemical structures of 1 and 2 were determined by interpretation of their 1D and 2D NMR data and comparison with literature data. This is the first report of zoanthamine-type alkaloids from Zoanthus cf. pulchellus collected in the Tropical Eastern Pacific. The neuroinflammatory activity of all the isolated compounds was evaluated in microglia BV-2 cells and high inhibitory effects were observed in reactive oxygen species (ROS) and nitric oxide (NO) generation.

scholarly journals Chemical Constituents from Scindapsus officinalis (Roxb.) Schott. and Their Anti–Inflammatory Activities

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2577 ◽  
Author(s):  
Hongjing Dong ◽  
Yanling Geng ◽  
Xueyong Wang ◽  
Xiangyun Song ◽  
Xiao Wang ◽  
...  
Keyword(s):  
Chemical Constituents ◽  
2D Nmr ◽  
No Production ◽  
Inhibitory Effects ◽  
Nmr Data ◽  
Extensive Analysis ◽  
Ic50 Values ◽  
Monoterpene Glycoside ◽  
Anti Inflammatory

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.

Dammarane and Ceanothane Triterpenes from Zizyphus glabrata

2006 ◽  
Vol 61 (1) ◽  
pp. 87-92 ◽  
Author(s):  
Seru Ganapaty ◽  
Pannakal S. Thomas ◽  
Kancharalapalli V. Ramana ◽  
Gloria Karagianis ◽  
Peter G. Waterman
Keyword(s):  
Bactericidal Activity ◽  
Chemical Constituents ◽  
2D Nmr ◽  
First Report ◽  
Nmr Data ◽  
C Nmr ◽  
Dammarane Glycoside

From the leaves of Zizyphus glabrata, a new dammarane-type triterpene, pseudojujubogenin -3-O- β -D-glucopyranoside, along with the known ceanothane triterpenes, granulosic acid, ceanothic acid and daucosterol were isolated. The structures of the compounds were fully characterized by detailed NMR investigations including 1H and 13C NMR, HSQC, COSY, HMBC and NOESY experiments. In addition, the dammarane glycoside was tested for its potential to inhibit various bacteria and was found to possess significant bactericidal activity. The 1H, 13C and full 2D-NMR data on granulosic acid has also been presented. This is the first report on the chemical constituents of the leaves of Z. glabrata.

scholarly journals New Acyclic Cytotoxic Jasplakinolide Derivative from the Marine Sponge Jaspis splendens

Marine Drugs ◽  
2019 ◽  
Vol 17 (2) ◽  
pp. 100
Author(s):  
Sherif Ebada ◽  
Werner Müller ◽  
Wenhan Lin ◽  
Peter Proksch
Keyword(s):  
Spectral Analysis ◽  
Marine Sponge ◽  
Parent Compound ◽  
2D Nmr ◽  
Chemical Structures ◽  
Nmr Data ◽  
Ic50 Values ◽  
Nanomolar Range ◽  
Mouse Lymphoma

A new acylic jasplakinolide congener (2), another acyclic derivative requiring revision (4), together with two jasplakinolide derivatives including the parent compound jasplakinolide (1) were isolated from the Indonesian marine sponge Jaspis splendens. The chemical structures of the new and known compounds were unambiguously elucidated based on HRESIMS and exhaustive 1D and 2D NMR spectral analysis as well as a comparison of their NMR data with those of jasplakinolide (1). The isolated jasplakinolides inhibited the growth of mouse lymphoma (L5178Y) cells in vitro with IC50 values in the low micromolar to nanomolar range.

scholarly journals Novel South African Rare Actinomycete Kribbella speibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners

Molecules ◽  
2020 ◽  
Vol 25 (13) ◽  
pp. 2979
Author(s):  
Kojo Sekyi Acquah ◽  
Denzil R. Beukes ◽  
Digby F. Warner ◽  
Paul R. Meyers ◽  
Suthananda N. Sunassee ◽  
...  
Keyword(s):  
South African ◽  
Biosynthetic Pathway ◽  
Relevant Literature ◽  
2D Nmr ◽  
Molecular Network ◽  
First Report ◽  
Desferrioxamine B ◽  
Nmr Data ◽  
Hydroxamate Siderophores ◽  
Fragmentation Patterns

In this paper, we report on the chemistry of the rare South African Actinomycete Kribbella speibonae strain SK5, a prolific producer of hydroxamate siderophores and their congeners. Two new analogues, dehydroxylated desferrioxamines, speibonoxamine 1 and desoxy-desferrioxamine D1 2, have been isolated, together with four known hydroxamates, desferrioxamine D1 3, desferrioxamine B 4, desoxy-nocardamine 5 and nocardamine 6, and a diketopiperazine (DKP) 7. The structures of 1–7 were characterized by the analysis of HRESIMS and 1D and 2D NMR data, as well as by comparison with the relevant literature. Three new dehydroxy desferrioxamine derivatives 8–10 were tentatively identified in the molecular network of K. speibonae strain SK5 extracts, and structures were proposed based on their MS/MS fragmentation patterns. A plausible spb biosynthetic pathway was proposed. To the best of our knowledge, this is the first report of the isolation of desferrioxamines from the actinobacterial genus Kribbella.

scholarly journals New Antiinflammatory Cycloart-23-ene-3β-ol from Senefelderopsis Chibiriquetensis

2008 ◽  
Vol 3 (6) ◽  
pp. 1934578X0800300
Author(s):  
Dilsia J. Canelón ◽  
Alírica I. Suárez ◽  
Juan De Sanctis ◽  
Michael Mijares ◽  
Reinaldo S. Compagnone
Keyword(s):  
2D Nmr ◽  
Complete Characterization ◽  
Spectroscopic Techniques ◽  
First Report ◽  
Plant Source ◽  
Nmr Data ◽  
Anti Inflammatory

1D and 2D NMR spectroscopic techniques were used to obtain the complete characterization of cycloart-23-ene-3β-ol (1), isolated from one of the two species of Senefelderopsis belonging to the Euphorbiaceae family. This is the first report, including the NMR data, of this anti-inflammatory steroid isolated from a plant source.

scholarly journals Charantoside L, A New Cucurbitane-Type Glycoside from Momordica charantia L. with α-Glucosidase Inhibitory Activities

2022 ◽  
Vol 17 (1) ◽  
pp. 1934578X2110689
Author(s):  
Duong Thi Hai Yen ◽  
Pham Hai Yen ◽  
Nguyen Quang Hop ◽  
Nguyen Anh Hung ◽  
Ha Thi Thu Tran ◽  
...  
Keyword(s):  
Ethanol Extract ◽  
2D Nmr ◽  
Positive Control ◽  
Momordica Charantia ◽  
Spectroscopic Methods ◽  
Inhibitory Effects ◽  
Chemical Structures ◽  
Glucosidase Activity ◽  
Inhibitory Activities ◽  
Reported Data

A new cucurbitane-type glycoside (1) and two known compounds (2-3) were isolated from the ethanol extract of the fruits of Momordica charantia L. Their chemical structures were determined as (19 S,23 E)-5 β­,19-epoxy-19-methoxycucurbita-6,23-diene-3 β,25-diol 3 -O-β-D-allopyranoside (1), goyaglycoside d (2), and (19 S,23 E)-5 β,19-epoxy-19-methoxycucurbita-6,23-diene-3 β,25-diol (3) on the basis of the extensive spectroscopic methods, including 1D, 2D NMR, HRESIMS, and in comparison with the reported data. Compounds 1 to 3 were evaluated for α-glucosidase inhibitory effects. Compounds 1 and 2 showed anti α-glucosidase activity with IC50 values of 134.12 ± 11.20 and 163.17 ± 13.71 µM, respectively, compared with the positive control, acarbose, IC50 160.99 ± 14.30 μM. Compounds 2 and 3 were first isolated from plant M. charantia growing in Vietnam.

scholarly journals Acylated Aminooligosaccharides with Inhibitory Effects against α-Amylase from Streptomyces sp. HO1518

Marine Drugs ◽  
2018 ◽  
Vol 16 (11) ◽  
pp. 403 ◽  
Author(s):  
Hai-Li Liu ◽  
Heng-Chao E ◽  
Ding-An Xie ◽  
Wen-Bo Cheng ◽  
Wan-Qi Tao ◽  
...  
Keyword(s):  
Type Ii Diabetes ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Ionization Mass ◽  
Inhibitory Effects ◽  
Streptomyces Sp ◽  
Nmr Data ◽  
New Compounds ◽  
Drug Leads ◽  
Clinical Drug

Five new acylated aminooligosaccharides (1–5), together with one known related analogue (6), were isolated from Streptomyces sp. HO1518. Their structure was identified by extensive spectroscopic analysis, including 1D and 2D NMR data and high resolution electrospray ionization mass spectrometry (HRESIMS), and by comparison with those reported in the literature. All of the new compounds showed more promising porcine pancreatic α-amylase (PPA) inhibitory activities than the clinical drug acarbose, indicating them as potential pharmaceutical drug leads toward type II diabetes.

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 PHENYL DERIVATIVES FROM ANTIDESMA HAIANENSIS

2017 ◽  
Vol 55 (1) ◽  
pp. 8
Author(s):  
Le Canh Viet Cuong ◽  
Bui Huu Tai ◽  
Nguyen Xuan Nhiem ◽  
Pham Hai Yen ◽  
Hoang Le Tuan Anh ◽  
...  
Keyword(s):  
Methanol Extract ◽  
2D Nmr ◽  
First Report ◽  
Esi Ms ◽  
Chemical Structures ◽  
Ms Analysis ◽  
Reported Data

Five phenyl derivatives 1-O-(2′,4′ -dihydroxy-6’-methoxyphenyl)-6-O-(4′′-hydroxy-3′′,5′′-dimethoxybenzoyl)-β-D-glucopyranoside (1), 4′-O-[6′′-O-(4′′′-hydroxy-3′′′,5′′′-imethoxybenzoyl) -β-D-glucopyranosyl]-3′-hydroxyphenethyl alcohol (2), 4-hydroxymethyl-2-methoxyphenyl-6′-O-syringoyl-β-D-glucopyranoside (3), phenethyl-6-O-α-L-arabinofuranosyl-β-D-glucopyranoside (4), and 1-O-syringoyl-β-D-glucopyranoside (5) were isolated from the methanol extract of the leaves of the Vietnamese plant Antidesma hainanensis. Their chemical structures were determined using 1D, 2D-NMR and ESI-MS analysis as well as by comparison with reported data. This is the first report of these compounds from A. hainanensis.  

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