scholarly journals Iridoid Glucosides from Wendlandia Tinctoria roots

2011 ◽  
Vol 6 (6) ◽  
pp. 1934578X1100600
Author(s):  
Biswanath Dinda ◽  
Sudhan Debnath ◽  
Rajarshi Banik ◽  
Noriko Sato ◽  
Yoshihiro Harigaya
Keyword(s):  
Chemical Analysis ◽  
2D Nmr ◽  
Iridoid Glucoside ◽  
Iridoid Glucosides

A new iridoid glucoside, 8- O-( E)-caffeoylmussaenosidic acid (1), together with ixoside (2), was isolated from the roots of Wendlandia tinctoria. The structure of the new compound was established on the basis of detailed spectroscopic (2D NMR) and chemical analysis.

scholarly journals Secondary Metabolites from Eremostachys Laciniata

2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
İhsan Çalış ◽  
Ayşegül Güvenç ◽  
Metin Armağan ◽  
Mehmet Koyuncu ◽  
Charlotte H. Gotfredsen ◽  
...  
Keyword(s):  
Methyl Ester ◽  
2D Nmr ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Aerial Parts ◽  
Iridoid Glucosides ◽  
Close Relationship ◽  
Flavone Derivatives ◽  
Optical Rotations ◽  
Relationship Of

From the aerial parts of Eremostachys laciniata (Lamiaceae), a new acidic iridoid glucoside, 5-desoxysesamosidic acid (1) was isolated in addition to thirteen known iridoid glucosides, 5-desoxysesamoside (2), sesamoside (3), 6β-hydroxy-7- epi-loganin (4), chlorotuberoside (5), 5-deoxypulchelloside I (6), lamalbide (7), lamalbidic acid (8), phloyosides I (7- epi-phlomiol) (9), and II (10), phlomiol (11), shanzhiside (12), shanzhiside methyl ester (13), and barlerin (8- O-acetylshanzhiside methyl ester) (14), four phenylethanoid glycosides, verbascoside (15), leucosceptoside A (16), martynoside (17), and forsythoside B (18), and five flavone derivatives, luteolin (19), luteolin 7- O-β-D-glucopyranoside (20), luteolin 7- O-(6″- O-β-D-apiofuranosyl)-β-D-glucopyranoside (21), apigenin 7- O-β-D-glucopyranoside (22), and apigenin 7- O-(6″- O-p-coumaroyl)-β-D-glucopyranoside (23). The structures of the metabolites were elucidated from spectroscopic (UV, IR, 1D- and 2D-NMR) and ESI-MS evidence, as well as from their specific optical rotations. The presence of these metabolites of three different classes strongly supports the close relationship of the genera Eremostachys and Phlomis.

scholarly journals New Glycosides and Trypanocidal Metabolites from Vangueria edulis

2015 ◽  
Vol 10 (11) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Shaymaa M. M. Mohamed ◽  
Khaled M. Elokely ◽  
Enaam Y. Bachkeet ◽  
Soad A. L. Bayoumi ◽  
Vincenzo Carnevale ◽  
...  
Keyword(s):  
Trypanosoma Brucei ◽  
Candida Glabrata ◽  
Iridoid Glycosides ◽  
2D Nmr ◽  
Moderate Activity ◽  
Trypanosoma Brucei Brucei ◽  
Iridoid Glucoside ◽  
Iridoid Glucosides ◽  
Monoterpene Glycoside ◽  
First Time

A new iridoid glucoside, 10-methoxy apodanthoside (1), and a new monoterpene glycoside, (3S,6S)-cis linalool-3,7-oxide O-β-D-glucopyranosyl-(1′'→5′)-β-D-xylofuranoside (2), were isolated from V. edulis (Rubiaceae), along with eighteen known compounds (3–20), including monoterpenes, iridoid glycosides, and a lignin, which were encountered for the first time in the genus Vangueria,. The structural elucidation of the isolates was based on the analysis of spectroscopic (1D and 2D NMR) and HR-ESI-MS data. Detailed stereochemical studies of 1 and related iridoid glucosides (compounds 3, 4 and 8) were made by matching the calculated ECD peaks with the experimental ones. All isolates were tested for their antiprotozoal, antifungal, and antiplasmodial activities. Compounds 9, 15 and 16 showed good trypanocidal activities against Trypanosoma brucei brucei with IC50 values of 8.18, 9.02 and 7.80 μg/mL, respectively and IC90 values of >10, >10 and 9.76 μg/mL, respectively. Compound 16 showed a moderate activity against Candida glabrata with an IC50 value of 8.66 μg/mL. Compound 20 showed a weak antiplasmodial activity against chloroquine-sensitive (D6) and resistant (W2) Plasmodium falciparum with IC50 values of 3.29 (SI, >1.4) and 4.53 (SI, >1) μg/mL, respectively.

Phenylpropanoid and Iridoid Glucosides from the Whole Plant of Hemiphragma heterophyllum and Their alpha-Glucosidase Inhibitory Activities

Planta Medica ◽  
2020 ◽  
Vol 86 (03) ◽  
pp. 205-211
Author(s):  
Yan-Hong Li ◽  
Jia-Meng Dai ◽  
Cui Yang ◽  
Meng-Yuan Jiang ◽  
Yong Xiong ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Positive Control ◽  
Iridoid Glucoside ◽  
2D Nmr Spectroscopy ◽  
Whole Plant ◽  
Ic50 Value ◽  
Iridoid Glucosides ◽  
Alpha Glucosidase

AbstractThree phenylpropanoid glucosides (1 – 3) and one iridoid glucoside (11), together with eleven known glucosides, were isolated from the ethanol extract of the whole plant of Hemiphragma heterophyllum. Their structures were elucidated by means of 1D and 2D NMR spectroscopy, HRMS, and chemical methods. All compounds except 11 and 13 – 15 showed varying degrees of α-glucosidase inhibitory activity. Compounds 5, 9, and 12 were marginally active in the bioassay, while compounds 1 – 4, 6 – 8, and 10 exhibited appreciable inhibitory activity with an IC50 value of 33.6 ~ 83.1 µM, which was much lower than that of the positive control acarbose (IC50 = 310.8 µM).

scholarly journals Iridoid Glucosides from Veronica pectinata var. glandulosa

2003 ◽  
Vol 58 (7-8) ◽  
pp. 481-484 ◽  
Author(s):  
U. Sebnem Harput ◽  
Akito Nagatsu ◽  
Yukio Ogihara ◽  
Iclal Saracoglu
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Iridoid Glucoside ◽  
2D Nmr Spectroscopy ◽  
Iridoid Glucosides

Abstract A new highly oxygenated iridoid glucoside, urphoside B (1) was isolated from the Veronica pectinata var. glandulosa together with seven known iridoid glucosides, aucubin, catalpol, veronicoside, catalposide, verproside, amphicoside and 6-O-veratroyl catalpol. The planar as well as the stereo structures of the isolated compounds were determined by means of extensive 1D- and 2D-NMR spectroscopy and confirmed by HR-Mass.

Iridoid and Phenylethanoid Glycosides from Phlomis nissolii and P. capitata

2004 ◽  
Vol 59 (5) ◽  
pp. 609-613 ◽  
Author(s):  
Hasan Kırmızıbekmez ◽  
Sonia Piacente ◽  
Cosimo Pizza ◽  
Ali A. Dönmez ◽  
İhsan Çaliș
Keyword(s):  
Chlorogenic Acid ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Ester Derivative ◽  
Iridoid Glucosides ◽  
Lignan Glycoside

Abstract A new iridoid glucoside, lamiidic acid was isolated from Phlomis nissolii, along with one known iridoid glucoside, lamiide and 13 phenylethanoid glycosides, verbascoside, isoverbascoside, leucosceptosides A and B, martynoside, arenarioside, forsythoside B, alyssonoside, lamiophlomiside A, samioside, integrifoliosides A and B, and hattushoside. A new iridoid glucoside, ipolamiidic acid was isolated from Phlomis capitata together with two known iridoid glucosides, lamiide and ipolamiide. The known phenylethanoid glycosides, isoverbascoside, forsythoside B, alyssonoside and hattushoside, a known lignan glycoside, liriodendrin, three flavonoid glycosides, luteolin 7-O- (6”-O-α-L-rhamnopyranosyl)-β -D-glucopyranoside, luteolin 7-O-(6”-O-β -D-apiofuranosyl)-β -Dglucopyranoside and chrysoeriol 7-O-β -D-glucopyranoside, an acyclic monoterpene, betulalbuside A, and a quinic ester derivative, chlorogenic acid were also obtained and characterized. The structures of the isolated compounds were elucidated by means of spectroscopic (HRESI-MS, 1D and 2D NMR) evidence.

scholarly journals Secondary Metabolites from the Roots of Salvia Palaestina Bentham

2008 ◽  
Vol 3 (12) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Antonio Vassallo ◽  
Ammar Bader ◽  
Alessandra Braca ◽  
Angela Bisio ◽  
Luca Rastrelli ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Secondary Metabolites ◽  
Chemical Analysis ◽  
2D Nmr ◽  
2D Nmr Spectroscopy

Two new sesquiterpenes (1–2), and one diterpene (3) were isolated from the roots of Salvia palaestina Bentham (Lamiaceae), together with eight known diterpenes and two triterpenes. Their structures were elucidated by 1D and 2D NMR spectroscopy, including 1D-TOCSY, DQF-COSY, ROESY, HSQC, and HMBC experiments, as well as ESIMS and chemical analysis.

scholarly journals Three New Iridoid Glucoside Salts from Hedyotis tenelliflora Growing in Vietnam

2013 ◽  
Vol 8 (11) ◽  
pp. 1934578X1300801
Author(s):  
Luu H. Van Long ◽  
Vo Thi Nga ◽  
Nguyen Phuc Dam ◽  
Mai Anh Hung ◽  
Tu Duc Dung ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Methyl Ester ◽  
Acid Methyl Ester ◽  
2D Nmr ◽  
Iridoid Glucoside ◽  
2D Nmr Spectroscopy ◽  
Sodium Salts ◽  
Chemical Structures ◽  
Acid Methyl ◽  
Acid Sodium Salt

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6α-hydroxygeniposide (4), 6β-hydroxygeniposide (5), 6- O-methyldeacetylasperulosidic acid methyl ester (6), 6- O-methylscandoside methyl ester (7), 6α-methoxygeniposidic acid (8), daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

Iridoid Glucosides from Turkish Phlomis tuberosa

2005 ◽  
Vol 60 (12) ◽  
pp. 1295-1298 ◽  
Author(s):  
Ihsan Calis ◽  
Hasan Kirmizibekmez ◽  
Tayfun Ersoz ◽  
Ali A. Dönmez ◽  
Charlotte H. Gotfredsen ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Spectroscopic Data ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Flavone Glycoside ◽  
Aerial Parts ◽  
Iridoid Glucosides ◽  
Dehydrodiconiferyl Alcohol

From the aerial parts of Phlomis tuberosa a new iridoid glucoside, chlorotuberoside was isolated together with five known iridoid glucosides, lamalbide, shanzhiside methyl ester, 7-epi-phlomiol (= phloyoside I), sesamoside and 5-deoxysesamoside. Two known phenylethanoid glycosides, forsythoside B, and decaffeoylacteoside, three known neolignan glycosides, dehydrodiconiferyl alcohol 9’-O-β -D-glucopyranoside, dihydrodehydrodiconiferyl alcohol 9-O-β -D-glucopyranoside and dihydrodehydrodiconiferyl alcohol 9’-O-β -D-glucopyranoside, one flavone glycoside, luteolin 7-O-β - D-glucopyranoside, as well as β -sitosterol 3-O-β -D-glucopyranoside and 1-methyl-O-β -D-glucopyranoside were also obtained and characterized. The structures of the isolates were elucidated on the basis of spectroscopic data. The three known phenylethanoid glycosides, verbascoside, leucosceptoside A and martynoside were identified by TLC comparison with authentic compounds.

scholarly journals New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei

2013 ◽  
Vol 9 ◽  
pp. 1643-1651 ◽  
Author(s):  
Annamaria Sinisi ◽  
Barbara Calcinai ◽  
Carlo Cerrano ◽  
Henny A Dien ◽  
Angela Zampella ◽  
...  
Keyword(s):  
Chemical Analysis ◽  
Cell Line ◽  
Antiproliferative Activity ◽  
Hepg2 Cells ◽  
Carcinoma Cell ◽  
2D Nmr ◽  
Carcinoma Cell Line ◽  
Hepatic Carcinoma ◽  
Organic Extract ◽  
Theonella Swinhoei

Chemical analysis of the organic extract of Theonella swinhoei yielded two new tridecadepsipeptides of the theonellapeptolide family, namely sulfinyltheonellapeptolide, characterized by a methylsulfinylacetyl group at the N-terminus, and theonellapeptolide If, the first member of this class of compounds to show four valine residues. The structures of the compounds, isolated along with the known theonellapeptolide Id, were determined by extensive 2D NMR and MS/MS analyses followed by application of Marfey’s method. The isolated peptides exhibited moderate antiproliferative activity against HepG2 cells, a hepatic carcinoma cell line.

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