Sesquiterpenes and a Phenylpropanoid from Cordia trichotoma

2004 ◽  
Vol 59 (1-2) ◽  
pp. 19-22 ◽  
Author(s):  
Jane Eire S. A. de Menezes ◽  
Francisca Elane A. Machado ◽  
Telma Leda G. Lemos ◽  
Edilberto R. Silveira ◽  
Raimundo Braz Filho ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Secondary Metabolites ◽  
Spectroscopic Data ◽  
Data Interpretation ◽  
2D Nmr ◽  
Propanoic Acid

Two new secondary metabolites, the phenylpropanoid 3-(2′,4′,5′-trimethoxyphenyl)propanoic acid (1) and the sesquiterpene (+)-1β,4β,6α-trihydroxyeudesmane (2) were isolated from the heartwood of Cordia trichotoma Vell., along with the known sesquiterpenes (D)-1β,4β,7α- trihydroxyeudesmane (3) and (+)-1β,4β,11-trihydroxyoppositane (4). Their structures were elucidated by means of spectroscopic data interpretation, mainly 1D and 2D NMR and mass spectrometry.

scholarly journals Sesterterpenes from the Sponge Dysidea sp.

2010 ◽  
Vol 65 (5) ◽  
pp. 625-627 ◽  
Author(s):  
Xiaoxia Yang ◽  
Zhiyu Shao ◽  
Xingqun Zhang
Keyword(s):  
Mass Spectrometry ◽  
Spectroscopic Data ◽  
Data Interpretation ◽  
2D Nmr ◽  
Acetone Extract

The acetone extract of the sponge Dysidea sp. was subjected to chromatography techniques for fractionation and purification. A new sesterterpene, scalarester (1), and four known scalaranes, viz. scalarin (2), scalaradial (3), desacetylscalaradial (4), and desacetoxyscalaradial (5), were obtained. Their structures have been elucidated by means of spectroscopic data interpretation, mainly 1D and 2D NMR and mass spectrometry.

scholarly journals A NEW CYTOTOXIC DOLABELLANE FROM THE INDONESIAN SOFT CORAL Anthelia sp.

2013 ◽  
Vol 13 (3) ◽  
pp. 216-220 ◽  
Author(s):  
Anggia Murni ◽  
Novriyandi Hanif ◽  
Junichi Tanaka
Keyword(s):  
Mass Spectrometry ◽  
Drug Development ◽  
Ethyl Acetate ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Cancer Drug ◽  
Nmr Data ◽  
Anti Cancer

One new dolabellane (1) and two known diterpenoids stolonidiol (2) and clavinflol B (3) have been isolated from the ethyl acetate extract of the Indonesian soft coral Anthelia sp. A new compound 1 exhibited a moderate cytotoxicity against NBT-T2 cells at 10 µg/mL, while known compounds 2 and 3 showed cytotoxicity at 1 and 0.5 µg/mL, respectively. Structure of the new compound 1 was elucidated by interpretation of NMR spectroscopic data (1D and 2D NMR data) and mass spectrometry (ESIMS data) as well as comparison with those of related ones. This finding should be useful for anti cancer drug development of the promising dolabellane-types compound.

scholarly journals Secondary Metabolites from the Roots of Paronychia chionaea

2011 ◽  
Vol 6 (2) ◽  
pp. 1934578X1100600
Author(s):  
Sibel Avunduk ◽  
Özgen Alankuş-Çalişkan ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Marie-Aleth Lacaille-Dubois
Keyword(s):  
Secondary Metabolites ◽  
Mass Spectroscopy ◽  
Methyl Ether ◽  
Spectroscopic Data ◽  
2D Nmr

Two novel secondary metabolites, compounds (1–2) were isolated from the roots of Paronychia chionaea. On the basis of spectroscopic data including 1D and 2D NMR experiments (COSY, TOCSY, HSQC, and HMBC), and mass spectroscopy, their structures were established as 6- C-[α-L-arabinopyranosyl-(1→2)-β-D-glucopyranosyl]-7- O-[β-D-glucopyranosyl]-luteolin 3′-methyl ether (1), and 2-(methoxy)-2-(3,5-dimethoxy 4-hydroxyphenyl)-ethane-1,2-diol 1- O-β-D-glucopyranoside (2).

scholarly journals New Antiplasmodial Diterpenes from Gutierrezia Sarothrae

2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100
Author(s):  
Qingxi Su ◽  
Seema Dalal ◽  
Michael Goetz ◽  
Maria B. Cassera ◽  
David G. L Kingston
Keyword(s):  
Mass Spectrometry ◽  
Plasmodium Falciparum ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Antiplasmodial Activity ◽  
Drug Resistant ◽  
Meoh Extract ◽  
Bioassay Guided Fractionation ◽  
Gutierrezia Sarothrae ◽  
Related Compounds

Bioassay guided fractionation of the MeOH extract of the plant Gutierrezia sarothrae (Asteraceae) using an assay for antiplasmodial activity against the drug-resistant Dd2 strain of Plasmodium falciparum led to the isolation of the two new diterpenes 3α-angeloyloxy-15-hydroxylabda-7,13-dien-16,15-olid-18-oic acid (1) and 3α-angeloyloxy-15-methoxylabda-7,13-dien-16,15-olid-18-oic acid (2). The structures of 1 and 2 were elucidated by interpretation of ID and 2D NMR spectroscopic data, mass spectrometry, and comparison with the data of related compounds reported in the literature. Compound 1 exhibited moderate antiplasmodial activity with an IC50 values of 10.4 ± 4.3 μM.

scholarly journals Functionalized 1,3-Thiazolidin-4-Ones from 2-Oxo-Acenaphthoquinylidene- and [2.2]Paracyclophanylidene-Thiosemicarbazones

Molecules ◽  
2019 ◽  
Vol 24 (17) ◽  
pp. 3069 ◽  
Author(s):  
Ashraf A. Aly ◽  
Nasr K. Mohamed ◽  
Alaa A. Hassan ◽  
Kamal M. El-Shaieb ◽  
Maysa M. Makhlouf ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Complex Structure ◽  
2D Nmr ◽  
Efficient Tool ◽  
X Ray ◽  
Dialkyl Acetylenedicarboxylates ◽  
Allyl Derivative

The reactions of dialkyl acetylenedicarboxylates with various 2-oxo-acenaphthoquinylidene- and 4-acetyl[2.2]paracyclophanylidene-thiosemicarbazones were investigated. Using simple experimental procedures, 1,3-Thiazolidin-4-ones derived from acenaphthequinone or [2.2]paracyclophane were obtained as major products in good yields. In the case of allyl derivative of acenaphthoquinylidene-thiosemicarbazones, a complex structure of tetramethyl 5-(2-(((Z,E)-N-allyl-N′-(2-oxoacenaphthylen-1(2H)-ylidene)carbamohydrazonoyl)thio)-1,2,3-tris-(methoxycarbonyl)-cyclopropyl)-4-methoxy-7-oxabicyclo[2.2.1]hepta-2,5-diene-1,2,3,6-tetracarboxylate was formed. Single crystal X-ray analysis was used as an efficient tool to confirm the structure of the synthesized compounds as well as different spectroscopic data (1H-NMR, 13C-NMR, 2D-NMR, mass spectrometry and elemental analysis). The mechanism of the obtained products was discussed.

scholarly journals Secondary Metabolites from a Strain of Alternaria tenuissima Isolated from Northern Manitoba Soil

2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Chukwudi S. Anyanwu ◽  
John L. Sorensen
Keyword(s):  
Mass Spectrometry ◽  
Spectroscopic Data ◽  
National Park ◽  
Fermentation Broth ◽  
2D Nmr ◽  
Comprehensive Analysis ◽  
Its Sequencing ◽  
2D Nmr Spectroscopy ◽  
Alternaria Tenuissima ◽  
Ft Ir

Deoxyphomalone (1), dimethyl 4-methyl-2,6-pyridinedicarboxylate (2), stemphyperylenol (3), and N-methyl-2-pyrrolidone (4) were isolated from the fermentation broth of a strain of the fungus, Alternaria tenuissima. This fungus was isolated from the soil underlying the lichen, Peltigera didactyla, which had been collected from Wapusk National Park in Northern Manitoba. The structures of the compounds were determined by comprehensive analysis of their spectroscopic data including FT-IR, 1D and 2D NMR spectroscopy and mass spectrometry; and their bioactivities were tested against E.coli cells. The taxonomic identity of the fungus was confirmed by ITS sequencing of its ribosomal DNA.

Amanicadol, a Pimarane-type Diterpene from Phlomis amanica Vierch.

2006 ◽  
Vol 61 (11) ◽  
pp. 1433-1436 ◽  
Author(s):  
Funda N. Yalçın ◽  
Tayfun Ersöz ◽  
Erdal Bedir ◽  
Ali A. Dönmez ◽  
Michael Stavri ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Acid Ester ◽  
Spectroscopic Data ◽  
Close Agreement ◽  
Methanol Extract ◽  
Chemical Shifts ◽  
Data Interpretation ◽  
2D Nmr ◽  
Conformational Flexibility ◽  
Molecular Modeling Studies

Fractionation of the methanol extract of Phlomis amanica resulted in the isolation of a new pimarane type diterpene, amanicadol (1), together with the known glycosides lamiide, verbascoside (= acteoside), syringaresinol-4-O-β -glucoside, liriodendrin, syringin, and a caffeic acid ester, chlorogenic acid. The structure of the new compound was established on the basis of extensive 1D and 2D NMR spectroscopic data interpretation. Molecular modeling studies on 1 were conducted and showed that it exhibited low conformational flexibility. Additionally, NMR chemical shifts were calculated for 1 in vacuo, and calculated values were in very close agreement with those found experimentally.

scholarly journals Flavonoids from Twigs of Millettia pubinervis

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Zhi Na ◽  
Qi-Shi Song ◽  
Hua-Bin Hu
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Data Interpretation ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Phytochemical Investigation ◽  
Mcf 7

A new flavone, 3-methoxy-5-hydroxy-[2”,3”:7,8] furanoflavone, pubinerone (1), was isolated from the twigs of Millettia pubinervis Kurz, together with ten known flavonoids, karanjin (2), kanjone (3), 3,6-dimethoxy-[2”,3”:7,8] furanoflavone (4), pongaglabrone (5), pongapin (6), pongaflavone (7), 3,6-dimethoxy-6”,6”-dimethylchromene-[2”,3”:7,8] flavone (8), pongachromene (9), 3,6-dimethoxy-3′,4′-methylenedioxy-6”,6”-dimethylchromene-[2”,3”:7,8] flavone (10) and demethoxykanugin (11). This is the first phytochemical investigation of this plant. The structure of compound 1 was elucidated on the basis of spectroscopic data interpretation, including 1D and 2D NMR and HREIMS analysis. The cytotoxicity of 1 against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7 and SW480, was evaluated, but it was inactive (IC50>40μM).

scholarly journals An isoflavan and saponins from Astragalus depressus L.

2015 ◽  
Vol 80 (2) ◽  
pp. 137-142 ◽  
Author(s):  
Leyla Maamria ◽  
Hamada Haba ◽  
Catherine Lavaud ◽  
Dominique Harakat ◽  
Mohammed Benkhaled
Keyword(s):  
Mass Spectrometry ◽  
Secondary Metabolites ◽  
Ethyl Acetate ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Esi Mass Spectrometry

In this study, nine known secondary metabolites were isolated from ethyl acetate and n-butanol extracts of Astragalus depressus L. (Fabaceae family), including one isoflavan, namely pendulone (1) and eight saponins, namely cyclogaleginoside A (2), astrasieversianin II (3), astrasieversianin IV (4), astrasieversianin VII (5), astrasieversianin VI (6), astrasieversianin XIV (7), dehydrosoyasaponin I (8) and soyasaponin I (9). The structures of compounds 1-9 were elucidated by using spectroscopic methods, including 1D and 2D NMR, ESI mass spectrometry and comparison with literature data.

scholarly journals An α-Sophoradiol Glycoside from the Root Wood of Erythrina senegalensis DC. (Fabaceae) with α-Amylase and α-Glucosidase Inhibitory Potential

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110445
Author(s):  
Cyrille Tchuente Djoko ◽  
Isaac Silvère Gade ◽  
Alex De Theodore Atchade ◽  
Alfred Ngenge Tamfu ◽  
Rodica Mihaela Dinica ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Ethyl Acetate ◽  
Spectroscopic Data ◽  
Methanol Extract ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Phytochemical Study ◽  
Inhibitory Potential

Phytochemical study of the roots of Erythrina senegalensis led to the isolation of a new α-sophoradiol glycoside, erythrinoside (1), together with four known compounds, lupeol (2), α-sophoradiol (3), isoneorautenol (4) and D-mannitol (5). The structures of the compounds were elucidated using spectroscopic data including 1D and 2D NMR, mass spectrometry and by comparison made with some data reported previously; the samples (extracts and compounds) were also subjected to antidiabetic assay. Erythrinoside and isoneorautenol exhibited good α-amylase inhibitory potential of 54.6% and 53.3%, respectively, compared to acarbose (72.5%) at 400 µg/mL. With α-glucosidase, all samples showed promising inhibition percentages above 50% at 200 µg/mL. In the α-glucosidase assay, the ethyl acetate extract (65.5%), methanol extract (72.1%), erythrinoside (63.3%) and isoneorautenol (66.0%) had percentage inhibitions closer to that of acarbose (69.0%) at 200 µg/mL. The methanol extract (IC50 = 81.2 ± 0.9 µg/mL) was more active than acarbose (IC50 = 94.5 ± 0.7 µg.mL) in the α-glucosidase assay. The inhibition of α-amylase and α-glucosidase indicates that E. senegalensis extracts and compounds could be used to manage diabetic conditions.

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