scholarly journals Two New Iridoid Glucosides from Verbascum salviifolium Boiss.

2005 ◽  
Vol 60 (1) ◽  
pp. 113-117 ◽  
Author(s):  
Zeliha S Akdemir ◽  
I. Irem Tatli ◽  
Erdal Bedir ◽  
Ikhlas A. Khan
Keyword(s):  
Iridoid Glycosides ◽  
Spectroscopic Evidence ◽  
Aerial Parts ◽  
Iridoid Glucosides ◽  
New Compounds

From the aerial parts of the plant Verbascum salviifolium, two new iridoid glucosides, 6-O- β-D-glucopyranosylcatalpol (1) and 6-O-(6″-O-trans-p-hydroxycinnamoyl)- β -D-glucopyranosylaucubin (2) along with five known iridoid glycosides, 6-O- β -D-glucopyranosylaucubin (3), 6-O-α-L-rhamnopyranosylcatalpol (4), verbaspinoside [= 6-O-(2″-O-trans-cinnamoyl)-α-L-rhamnopyranosylcatalpol] (5), pulverulentoside I [= 6-O-(2″-O-trans-p-methoxycinnamoyl-3″ -O-acetyl)-α-L-rhamnopyranosylcatalpol] (6), and buddlejoside A8 [= 6-O-(4″-O-trans-3,4-dimethoxycinnamoyl)- α-L-rhamnopyranosylcatalpol] (7) were isolated. The structures of the new compounds were established on the basis of spectroscopic evidence.

scholarly journals Iridoid and Phenylethanoid Glycosides from Phlomis tuberosa L.

2001 ◽  
Vol 56 (9-10) ◽  
pp. 695-698 ◽  
Author(s):  
Tayfun Ersöz ◽  
Stefanka Ivancheva ◽  
Pinar Akbay ◽  
Otto Sticher ◽  
İhsan Çalış
Keyword(s):  
Methyl Ester ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Spectroscopic Evidence ◽  
Aerial Parts ◽  
Iridoid Glucosides

AbstractA new iridoid glucoside, 8-O-acetylshanzhiside (1), was isolated from the aerial parts of Phlomis tuberosa, together with two known iridoid glucosides, shanzhiside methyl ester and lamalbide. The known phenylethanoid glycosides acteoside and forsythoside B were also obtained and characterized. The structure of 1 was determined by means of 1D - and 2DNMR spectroscopic evidence.

Constituents of Eupomatia Species. XII. Isolation of Constituents of the Tubers and Aerial Parts of Eupomatia bennettii and Determination of the Structures of New Alkaloids From the Aerial Parts of E. bennettii and Minor Alkaloids of E. laurina

1991 ◽  
Vol 44 (11) ◽  
pp. 1615 ◽  
Author(s):  
AR Carroll ◽  
WC Taylor
Keyword(s):  
New Products ◽  
Spectroscopic Evidence ◽  
Aerial Parts ◽  
New Compounds

Extraction of the aerial parts of Eupomatia bennettii F. Muell . yielded liriodenine, eupomatenoid-1, -3, -5 and -6, eupodienone-4 and -6, and the new compounds eupomatenoid-15 and -16, eupobennettin, eupomatilone-1, -2, -3, -4, -5 and -6, and four alkaloids imbiline-1, -2 and -3 and eupomatidine-1. From the tubers, eupomatenoid-1, -3, -4, -5 and -6, eupodienone-4 and -6 were isolated along with new products eupomatenoid-15, -16, -17 and -18, bennettinone and eupomatilone-3, -4, -6 and -7. Chemical and spectroscopic evidence is used to assign the structures of imbiline-1 (1), imbiline-2 (3), imbiline-3 (5) and eupomatidine-1 (6). The previously reported alkaloids from E. laurina R. Br., EL base-4 and EL base-5, were shown to be mixtures of imbiline-1, -2 and -3, and of eupomatidine-2 (10) and eupomatidine-3 (11), respectively. 3-Methoxyeupolauridine (15) was isolated from eupolauridine mother liquors.

scholarly journals Dihydroflavonol and Flavonol Derivatives from Macaranga Recurvata

2012 ◽  
Vol 7 (10) ◽  
pp. 1934578X1200701
Author(s):  
Mulyadi Tanjung ◽  
Euis H. Hakim ◽  
Elfahmi ◽  
Jalifah Latip ◽  
Yana M. Syah
Keyword(s):  
Strong Activity ◽  
Spectroscopic Evidence ◽  
New Compounds ◽  
Flavonol Derivatives

Two new dihydroflavonol derivatives, macarecurvatins A and B, have been isolated from the leaves of Macaranga recurvata(Euphorbiaceaae), along with the known compounds diisoprenylaromadendrin, glyasperin A and broussoflavonol F. The structures of the new compounds were determined on the basis of spectroscopic evidence. Upon cytotoxic evaluation against P-388 cells, macarecurvatin B showed strong activity with an IC50 of 0.83 μM.

scholarly journals Unusual derivatives from Hypericum scabrum

2020 ◽  
Vol 10 (1) ◽  
Author(s):  
Sara Soroury ◽  
Mostafa Alilou ◽  
Thomas Gelbrich ◽  
Marzieh Tabefam ◽  
Ombeline Danton ◽  
...  
Keyword(s):  
Trypanosoma Brucei ◽  
2D Nmr ◽  
Moderate Activity ◽  
Trypanosoma Brucei Rhodesiense ◽  
L6 Cells ◽  
Aerial Parts ◽  
Hypericum Scabrum ◽  
New Compounds ◽  
Absolute Structure

AbstractThree new compounds (1–3) with unusual skeletons were isolated from the n-hexane extract of the air-dried aerial parts of Hypericum scabrum. Compound 1 represents the first example of an esterified polycyclic polyprenylated acylphloroglucinol that features a unique tricyclo-[4.3.1.11,4]-undecane skeleton. Compound 2 is a fairly simple MPAP, but with an unexpected cycloheptane ring decorated with prenyl substituents, and compound 3 has an unusual 5,5-spiroketal lactone core. Their structures were determined by extensive spectroscopic and spectrometric techniques (1D and 2D NMR, HRESI-TOFMS). Absolute configurations were established by ECD calculations, and the absolute structure of 2 was confirmed by a single crystal determination. Plausible biogenetic pathways of compounds 1–3 were also proposed. The in vitro antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense and Plasmodium falciparum and cytotoxicity against rat myoblast (L6) cells were determined. Compound 1 showed a moderate activity against T. brucei and P. falciparum, with IC50 values of 3.07 and 2.25 μM, respectively.

scholarly journals Six New 3,5-Dimethylcoumarins from Chelonopsis praecox, Chelonopsis odontochila and Chelonopsis pseudobracteata

2021 ◽  
Author(s):  
Chang-An Geng ◽  
Zhen-Tao Deng ◽  
Qian Huang ◽  
Chun-Lei Xiang ◽  
Ji-Jun Chen
Keyword(s):  
Protein Tyrosine Phosphatase ◽  
Tyrosine Phosphatase ◽  
2D Nmr ◽  
Cell Protein ◽  
Protein Tyrosine Phosphatase 1B ◽  
Protein Tyrosine ◽  
Aerial Parts ◽  
Spectroscopic Analyses ◽  
New Compounds

AbstractTen 3,5-dimethylcoumarins (1–6 and 8‒11) involving six new ones (1–6), together with a known 3-methylcoumarin (7), were isolated from the aerial parts of three Chelonopsis plants, C. praecox, C. odontochila, and C. pseudobracteata. The structures of the new compounds were determined by extensive HRESIMS, 1D and 2D NMR spectroscopic analyses. According to the substitution at C-5, these coumarins were classified into 5-methyl, 5-hydroxymethyl, 5-formyl, and 5-nor types. All the isolates were assayed for their inhibition on α-glucosidase, protein tyrosine phosphatase 1B, and T-cell protein tyrosine phosphatase in vitro. Graphic Abstract

scholarly journals Further Guaianolides from Amphoricarpos neumayeri ssp. murbeckii from Montenegro

2006 ◽  
Vol 61 (11) ◽  
pp. 1437-1442 ◽  
Author(s):  
Iris Djordjević ◽  
Milka Jadranin ◽  
Vlatka Vajs ◽  
Nebojša Menković ◽  
Vele Tešević ◽  
...  
Keyword(s):  
Double Bond ◽  
Aerial Parts ◽  
New Compounds

The aerial parts of Amphoricarpos neumayeri ssp. murbeckii afforded eleven guaianolides with the same relative (1αH,4β H,5αH,7αH) configuration of the basic skeleton. All of them contained a CH2OX (X = H, acetyl or isovaleroyl) group in 4α-position, typical for amphoricarpolides. Four compounds (1 - 4) were isolated before from the same species, originating from different localities. Guaianolides 5 - 11 are new compounds. Compounds 7 and 8 were epoxidized at the 10α(14)-position. Instead of the Δ11(13)-double bond, observed in all previously isolated guaianolides from the same species, the four lactones contained 11α,13-diol (8 - 10) or 11α-OH,13-chloro (11) moieties respectively.

scholarly journals neo-Clerodane Diterpenoids from Scutellaria galericulata

2014 ◽  
Vol 9 (3) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Petko I. Bozov ◽  
Plamen N. Penchev ◽  
Josep Coll
Keyword(s):  
Acetone Extract ◽  
Aerial Parts ◽  
Nmr Data ◽  
Clerodane Diterpenoids ◽  
New Compounds ◽  
First Time

Four neo-clerodane diterpenoids, neoajugapyrin A, scutegalerins A and B and scutecolumnin C have been isolated from the acetone extract of the aerial parts of Scutellaria galericulata. Neoajugapyrin A and scutecolumnin C are reported in this species for the first time, whereas scutegalerins A and B are new compounds. NMR data of neoajugapyrin A are discussed in detail to support the proposed revised structure of ajugapyrin A.

scholarly journals Four New Pterosins from Pteris cretica and Their Cytotoxic Activities

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2767
Author(s):  
Jian Lu ◽  
Caiying Peng ◽  
Shuang Cheng ◽  
Jianqun Liu ◽  
Qinge Ma ◽  
...  
Keyword(s):  
Human Tumor ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
Aerial Parts ◽  
Pteris Cretica ◽  
Phytochemical Investigation ◽  
Hct 116 ◽  
Hct 116 Cells ◽  
New Compounds

Phytochemical investigation of the aerial parts of Pteris cretica led to the isolation and elucidation of nine pterosins, including four new pterosins, creticolacton A (1), 13-hydroxy-2(R),3(R)-pterosin L (2), creticoside A (3), and spelosin 3-O-β-d-glucopyranoside (4), together with five known pterosins 5–9. Their structures were identified mainly on the basis of 1D and 2D NMR spectral data, ESI-MS and literature comparisons. Compounds 1 and 3 were new type of petrosins with a six membered ring between C-14 and C-15. The new compounds were tested in vitro for their cytotoxic activities against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo). Results showed that compounds 1 and 2 exhibited cytotoxic activity against HCT-116 cells with IC50 value of 22.4 μM and 15.8 μM, respectively.

scholarly journals Antimicrobial Constituents from Leaves of Dolichandrone spathacea and Their Relevance to Traditional Use

2018 ◽  
Vol 5 (01) ◽  
pp. e14-e23 ◽  
Author(s):  
Phuc-Dam Nguyen ◽  
Amin Abedini ◽  
Sophie Gangloff ◽  
Catherine Lavaud
Keyword(s):  
Antibacterial Activity ◽  
Methanolic Extract ◽  
Iridoid Glycosides ◽  
Folk Medicine ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Traditional Use ◽  
Triterpenoid Saponins ◽  
Methoxycinnamic Acid ◽  
New Compounds

AbstractFive new compounds, three iridoid glycosides (1-3) and two triterpenoid saponins (4, 5), along with thirty-two known compounds were isolated from the methanolic extract of the leaves of Dolichandrone spathacea. This traditional medicinal plant is widely used in Asia and India as antiseptic, for bronchitis and thrush treatment, and the methanolic extract has been shown to possess antibacterial activity against methicillin-resistant Staphylococcus aureus. The new iridoids were esterified derivatives of 6-ajugol and 6-catalpol, and the new saponins were glucosides of two polyhydroxy triterpenes with ursan skeleton. Their structures were elucidated by spectroscopic methods, including 1D and 2D NMR experiments and HR-ESI-MS analysis, and from comparison with the literature. This study aimed at investigating extracts and isolated compounds for their antimicrobial activities against bacterial and yeast strains, in order to validate the uses of the plant in folk medicine. The 6-O-esterified iridoids had weaker antibacterial activity; verbascoside and p-methoxycinnamic acid, the major compounds of the methanol extract, possessed strong antibacterial activity, which could account for the traditional antiseptic and anti-infectious uses of the leaves of D. spathacea.

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.

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