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1.
A thorough investigation of the ethyl acetate soluble fraction from a methanol extract of the resin of Ferula foetida has resulted in the isolation of a new sesquiterpene coumarin namely epi‐conferdione ( 1 ), along with four known compounds, colladonin ( 2 ), karatavicinol ( 3 ), 8‐acetoxy‐5‐hydroxyumbelliprenin ( 4 ), and asacoumarin ( 5 ). These structures were elucidated on the basis of extensive spectroscopic techniques, including 1D and 2D NMR spectroscopy. The absolute configuration of the new compound was established by circular dichroism (CD). 相似文献
2.
Four new sesquiterpene coumarin derivatives, fukanemarin B (1), fukanefuromarin E (2), fukanefuromarin F (3) and fukanefuromarin G (5) were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated based on spectral evidence, especially heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The 80% aqueous methanol extract of the roots of Ferula fukanensis (FFE) and the sesquiterpene coumarin derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma). 相似文献
3.
Chemical investigation of the gum resin of Ferula assa-foetida L. resulted in the isolation of a new sesquiterpenoid coumarin, 7-(((E)-5-((1S,3S,6S)-3,6-dihydroxy-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one (asimafoetidnol), together with several other known compounds. The structure of asimafoetidnol was established on the basis of spectroscopic analyses. Geometry optimization of the compound has been carried out using a DFT/B3LYP/3-21G* method. 相似文献
4.
B Chen Y Takaishi K Kawazoe K Tamemoto G Honda M Ito Y Takeda O K Kodzhimatov O Ashurmetov 《Chemical & pharmaceutical bulletin》2001,49(6):707-710
Four new farnesyl hydroxybenzoic acid derivatives, kuhistanols E-H (1-4), were isolated from the roots of the Uzbekistan medicinal plant Ferula kuhistanica. The structures of the new compounds were elucidated based on spectroscopic and chemical evidence. 相似文献
5.
S Kurimoto K Suzuki M Okasaka Y Kashiwada OK Kodzhimatov Y Takaishi 《Chemical & pharmaceutical bulletin》2012,60(7):913-919
Seven new sesquiterpene lactone glycosides (1-7) were isolated from the H2O-soluble fraction from the MeOH extract of the roots of Ferula varia. Their structures were elucidated by extensive spectroscopic analyses. The absolute configurations of compounds 1 and 2 were determined by modified Mosher's method. 相似文献
6.
A study on the volatile oil of Ferula behboudiana by gas chromatography and gas chromatography-mass spectrometry showed the presence of 27 compounds. Two disulphide derivatives, 1-sec-butyl-2-[(E)-3-(methylthio) prop-1-enyl] disulphane (1) and 1-sec-butyl-2-[(Z)-3-(methylthio)prop-1-enyl] disulphane (2) (59.4%), were isolated from the oil by thin layer chromatography and their structures were elucidated by spectroscopic techniques. Glubolol (12.5%), α-pinene (8.8%), α-bisabolol (6.1%) and β-pinene (3.9%) were the other major compounds. 相似文献
7.
Kojima K Isaka K Ondognii P Zevgeegiin O Gombosurengyin P Davgiin K Mizukami H Ogihara Y 《Chemical & pharmaceutical bulletin》2000,48(3):353-356
Four novel prenyl-furocoumarin type sesquiterpenoid derivatives, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-3-[4,8-dimethyl-3(E),7-nonadie nyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-hydroxy-2R*,3R*-dimethyl-3-[4,8-dimethyl-3(E),7-nonadie nyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-3-[4-methyl-5-(4-methyl-2-furyl)- 3(E)-pentenyl]-furo[3,2-c]coumarin, and 2,3-dihydro-7-methoxy-2S*,3R*-dimethyl-3-[4,8-dimethyl-3(E),7-nonadie nyl]-furo]3,2-c]coumarin were isolated from the roots of Ferula ferulaeoides [corrected]. Their structures were established by detailed spectral analysis and the biosynthetic pathway leading to these prenyl-furocoumarin type sesquiterpenoids is proposed based on these structures. 相似文献
8.
M. Iranshahi S. T. Hosseini A. H. Sahebkar S. Suleman Khan V. U. Ahmad 《Chemistry of Natural Compounds》2010,46(2):192-194
A new phenylpropanoid derivative, diversivittatin, was isolated from the roots of Ferula diversivittata. The structure of
this compound was elucidated by extensive spectroscopic methods including 1D (1H and 13C) and 2D NMR experiments (1H-1H COSY, HMQC, HMBC, and NOESY) as well as high-resolution EI-MS. 相似文献
9.
Yue Hu Xiao‐Dong Li Guo‐Yu Li Ning Li Wen‐Jian Zuo Yi‐Mei Zeng He Meng Xian Li Jin‐Hui Wang 《Helvetica chimica acta》2010,93(5):1019-1024
Two new sesquiterpenoids, ferulactones A and B ( 1 and 2 , resp.), have been isolated from the roots of Ferula ferulaeoides (Steud.) Korov . Their structures and relative configurations were established by analysis of spectroscopic data. Their absolute configuration was assigned by application of the CD technique. 相似文献
10.
Khasanova Kh. I. Eshbakova K. A. Turgunov K. K. Tashkhodzhaev B. Aisa H. A. 《Chemistry of Natural Compounds》2021,57(2):242-245
Chemistry of Natural Compounds - The new humulane-type (γ-apiene) ester ferovinone was isolated from roots of Ferula ovina (Boiss.) Boiss. Its structure was elucidated by analyzing PMR and 13C... 相似文献
11.
Chemistry of Natural Compounds - Various groups of polysaccharides were isolated from roots of Ferula tenuisecta. Their monosaccharide compositions were established. Pectinic substances were... 相似文献
12.
Ferula persica wild (Apiaceae) is a perennial herb indigenous to Iran. It has been used in folk medicine for treatment of diabetes, lowering of blood pressure and for antispasmodic, carminative, laxative and expectorant effects in central Iran. Dried ground roots of F. persica (150 g) were extracted sequentially with n-hexane, dichloromethane and methanol (MeOH), 500 ml each, using a Soxhlet apparatus. The n-hexane extract of the roots (3 g) was subjected to vacuum liquid chromatography on silica gel, eluting with solvent mixtures of increasing polarity: 100% n-hexane–ethyl acetate (EtOAc), to yield a number of fractions, Fraction 4 (80% EtOAc in n-hexane) was further analysed by preparative TLC (mobile phase was 12% acetone in chloroform) to yield a coumarin ester (10.1 mg, Rf = 0.31, blue florescent). The structure of the isolated compound was elucidated by spectroscopic means. The compound is 7-O-(4,8,12 -trihydroxy-4,8,12-trimethyl-tridecanoyl)-coumarin, named, ferulone C as a new natural product. 相似文献
13.
Bandyopadhyay D Basak B Chatterjee A Lai TK Banerji A Banerji J Neuman A Prangé T 《Natural product research》2006,20(10):961-965
Phytochemical investigation of the gum resin of Ferula assafoetida resulted in the isolation and characterization of a new sesquiterpenoid coumarin, Saradaferin (1) named as [Decahydro-(3-alpha-hydroxy-4,4,10-trimethyl-8-methylene-9-naphthenyl)-alpha-hydroxymethyl] ether of umbelliferone. 相似文献
14.
Summary From the roots ofFerula prangifolia (Boiss) Korov. two phenolic components have been isolated that are esters of p-hydroxybenzoic acid and sesquiterpene alcohols. On the basis of their physicochemical constants and hydrolysis products it has been shown that one of them isl-chimgin (borneol p-hydroxybenzoate) and the second, which has been called ferungin, is ferutinol p-hydroxybenzoate.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 718–721, November–December, 1972. 相似文献
15.
L. D. Kotenko A. U. Mamatkhanov M. T. Turakhozhaev A. I. Saidkhodzhaev 《Chemistry of Natural Compounds》2001,37(2):134-136
A method for determining tefestrol inFerula tenuisectaroots, based on its TLC separation from accompanying substances and spectrophotometric determination, was proposed 相似文献
16.
M. E. Perel'son V. V. Bandyshev Yu. E. Sklyar K. Vezhkhovska-Renke N. V. Veselovskaya M. G. Pimenov 《Chemistry of Natural Compounds》1976,12(5):533-537
Two new terpenoid coumarins — tadzhiferin (I) and tadzhikorin (II) — have been isolated from the fruit ofFerula tadshikorum M. Pimen.
On the basis of physicochemical and spectral investigations, the structure of 7-(9′-hydroxy-3′,7′,11′-trimethyldodeca-2′,6′,10′-trienyloxy)coumarin
is proposed for (I) and that of 7-(4′-acetoxy-9′-hydroxy-3′,7′,11′-trimethyldodeca-2′,6′,10′-trienyloxy)coumarin for (II). 相似文献
17.
Isaka K Nagatsu A Ondognii P Zevgeegiin O Gombosurengyin P Davgiin K Kojima K Ogihara Y 《Chemical & pharmaceutical bulletin》2001,49(9):1072-1076
Nine novel prenyl-dihydrofurocoumarin-type sesquiterpenoid derivatives, 2,3-dihydro-7-hydroxy-2R*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadienyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadien-6-onyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-2-[4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-hydroxy-2R*,3R*-dimethyl-2-[4-methyl-5- (4-methyl-2-furyl)-3(E)-pentenyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-methoxy-2S*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadienyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-methoxy-2R*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadienyl]-furo[3,2-c]coumarin, 2,3-dihydro-7-methoxy-2S*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadien-6-onyl]-furo-[3,2-c]coumarin, and 2,3-dihydro-7-methoxy-2S*,3R*-dimethyl-2-[4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl]-furo[3,2-c]coumarin, were isolated from the roots of Ferula ferulaeoides [corrected]. The structures were established by comprehensive spectral analysis. The biosynthetic pathway leading to these prenyl-furocoumarin-type sesquiterpenoids is proposed based on their structures. 相似文献
18.
Nagatsu A Isaka K Kojima K Ondognii P Zevgeegiin O Gombosurengyin P Davgiin K Irfan B Iqubal CM Ogihara Y 《Chemical & pharmaceutical bulletin》2002,50(5):675-677
Three novel 2-prenyl-dihydrofurochromone-type sesquiterpenoid derivatives, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadienyl]-furo[2,3-b]chromone, 2,3-dihydro-7-hydroxy-2S*,3R*-dimethyl-2-[4-methyl-5-(4-methyl-2-furyl)-3(E),7-pentenyl]-furo[2,3-b]chromone, and 2,3-dihydro-7-hydroxy-2R*,3R*-dimethyl-2-[4-methyl-5-(4-methyl-2-furyl)-3(E),7-pentenyl]-furo[2,3-b]chromone, were isolated from the roots of Ferula ferulaeoides. The structures were established by comprehensive spectral analysis. The biosynthetic pathway leading to these 2-prenyl-dihydrofurochromone-type sesquiterpenoids is proposed based on their structures. 相似文献
19.
Ying-Shi Li Bao-Chen Yang Shu-Min Zheng Yong-Xian Cheng Hong-Hua Cui 《Molecules (Basel, Switzerland)》2022,27(12)
Ferulasinkins A–D (1–4), four new norlignans, were isolated from the resins of Ferula sinkiangensis, a medicinal plant of the Apiaceae family. All of them were obtained as racemic mixtures, chiral HPLC was used to produce their (+)- and (−)-antipodes. The structures of these new compounds, including their absolute configurations, were elucidated by spectroscopic and computational methods. This isolation provides new insight into the chemical profiling of F. sinkiangensis resins beyond the well-investigated structure types such as sesquiterpene coumarins and disulfides. Compounds 2a and 3a were found to significantly inhibit the invasion and migration of triple-negative breast cancer (TNBC) cell lines via CCK-8 assay. On the other hand, the wound-healing assay also demonstrated that compounds 4a and 4b could promote the proliferation of human umbilical vein endothelial cells (HUVECs). Notably, the promoting effects of 4a and 4b were observed as more significant versus a positive control using basic fibroblast growth factor (bFGF). 相似文献
20.
Tingting Liu Liping Wang Lan Zhang Yanning Zhang Liangang Mao 《Natural product research》2020,34(10):1430-1436
AbstractA new rare monoterpene coumarin (1) and its two known analogues (2–3), together with two sesquiterpenes (6–7) and ferulic acid (8) were isolated from the aerial parts of Ferula sinkiangensis. The structure of new compound was established on the basis of 1D and 2D NMR data and HRESIMS data interpretation. Insecticidal, cytotoxic and anti-phytopathogenic fungal activities of isolated compounds were evaluated against third-instar larvae of Spodoptera exigua and its cell line, and three plant pathogenic fungi respectively. Compounds 1–3 and 6–7 were found to be more effective contact toxicity to S. exigua with the corrected mortality values of 38.89%-58.89% at 10?μg/larva doses for 24?h. Further studies showed that compounds 3 and 6 exhibited cell growth inhibitory activity against S. exigua cell line with the EC50 values of 22.78 and 14.64?µM for 72?h. In addition, compound 6 exhibited potent antifungal activity with MICs?=?16–32?µg/mL. 相似文献