18-Succinyloxyabieta-8,11,13-triene as a new component from green shoots of the Siberian fir

Ралдугин, В. А.; Гришко, В. В.; Кукина, Т. П.; Druganov, A. G.; Шакиров, М. М.

doi:10.1007/s11172-006-0033-5

Cited by 12 publications

(5 citation statements)

References 4 publications

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“…In the mass spectrum of 37 the peak at m/z 456 corresponds to the [M -90 (HOTMS)] þ ion showing the presence of a hydroxyl group in the structure and thus the characteristic ions are 90 mass units lower than the above-mentioned. The identification of the succinyl derivatives leads to the assumption for participation of two propolis plant sources of Pinaceae and Cupressaceae in this location, taking into account that such derivatives have been isolated from representatives of Pinaceae (22).…”

Section: Resultsmentioning

confidence: 99%

GC-MS Profiling of Diterpene Compounds in Mediterranean Propolis from Greece

Popova

Graikou

Chinou

et al. 2010

J. Agric. Food Chem.

115

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The objective of this work is to analyze and identify the diterpene compounds in Mediterranean propolis samples from different Greek regions by GC-MS. The chemical composition of six propolis samples was established using previously isolated diterpenes from Cretan propolis as authentic standards for identification, based on mass spectral fragmentation of the TMS derivatives and retention index. More than 30 diterpenes, among which were new propolis constituents, were identified and characterized by means of authentic standards and interpretation of MS fragmentation as well. This is the first detailed profiling of a new type of propolis, rich in diterpenes. The chromatographic and mass- spectral characteristics of the diterpenes identified could be very useful for rapid GC-MS profiling of this propolis type and for revealing its plant sources.

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Section: Resultsmentioning

confidence: 99%

GC-MS Profiling of Diterpene Compounds in Mediterranean Propolis from Greece

Popova

Graikou

Chinou

et al. 2010

J. Agric. Food Chem.

115

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“…The planar structure can be deduced as shown in Fig. 1 according to the heteronuclear multiple bond connectivity (HMBC) correlations traced from four methyls 17,19,20), methoxyl, and olefinic protons. Based on the small coupling constant of H-12 ( 3 J H11,H12 ϭ 2.9 Hz), the configuration of C12-OMe was deduced as axial-orientation.…”

Section: Resultsmentioning

confidence: 99%

“…3 and the EtOAc extract. They were 18 diterpenoids: abieta-7,13-diene-18-oic acid (4, 680 mg), 19) 18-succinyloxyabieta-8,11,13-triene methyl ester (6, 110 mg), 20) 15,18-dihydroxyabieta-8,11,13-trien-7-one (7, 53 mg), 21) 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid (8, 26 mg), 22) abiesadine R (9, 102.4 mg), 9 15-hydroxydehydroabietic acid (10, 68.9 mg), 12) abiesadine I (11, 157 mg), 9) 9,13b-epidioxy-8(14)-abieten-18-oic acid (12, 62.5 mg), 11) abiesadine X (14, 286 mg), 9) manool (15, 34.6 mg), 23) torreferol (16, 18.6 mg), 24) abiesadine Y (17, 40.7 mg), labd-13(Z)-ene-8a,15-diol (18, 88.6 mg), 25) manoyl oxide (19, 3.8 mg), 26) 8-epimanoyl oxide (20, 3.8 mg), 27) phytol (21, 209.5 mg), 28) abiesanordine F (23, 124 mg), 4) 2-hydroxynaringenin (35, 990 mg), 38) pallasiin (36, 908 mg), 39) apigenin (37, 8.9 mg), 40) myricetin (39, 12.2 mg), 41) 4Ј,5-dihydroxy-3,7-dimethoxy-6-methylflavone (40, 70 mg) 42) ; 12 lignans: (7ЈS,8ЈR)-dihydrodehydrodiconiferyl alcohol (41, 22.8 mg), 43) 67) Briefly, compound 3 (10 mg) was dissolved in 5 ml HCl (10%), and kept refluxing at 75°C. After 2 h, the reaction was stopped and the mixture was extracted by EtOAc.…”

Section: Methodsmentioning

confidence: 99%

Systematic Phytochemical Investigation of Abies spectabilis

et al. 2010

Chem. Pharm. Bull.

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Abies is an important genus of the Pinaceae family comprising about 50 species around the world. Plants of this genus show high diversity in their secondary metabolites as well as pharmacological effects.1) Previously, we reported the occurrence of a unique sesquiterpenoid, a novel biflavanol, some diterpenoids, norditerpnoids, triterpnoids, and other compounds from three different Abies plants of A. georgei, A. delabayi, and A. chensiensis. 2-9) Abies spectabilis (D. DON) spach is a tall evergreen tree distributed mainly in East Asia-Himalayas from Afghanistan to Nepal. 10) To date, no phytochemical study has been reported on this species. As a continuation of the research analyzing the chemical constituents form Abies species in China, A. spectabilis was selected and subjected to a systematic phytochemical investigation, which led to the isolation of 3 new ( Fig. 1) and 69 known chemical components. In this paper, we report the isolation and structure elucidation of the new compounds. Meanwhile, the cytotoxic activities of all three new compounds against four tumor cell lines are also described. Results and DiscussionThe CHCl 3 extract of whole plants of Abies spectabilis was subjected to silica gel, RP-18, and Sephadex LH-20 column chromatographic purification, as well as repeated preparative (prep.) TLC to yield two new diterpenes and 35 known compounds. By similar procedures, one new flavone and 34 known compounds were separated from the EtOAc extract.Compound 1 C-13)]. In the double quantunum fluorescein (DQF) correlation spectroscopy (COSY) experiment, the correlations of H-1 through H-2 to H-3; H-5 to H-6, H-9 through H-11 to H-12, and H-15 to H-16,17 established four fragments. The planar structure can be deduced as shown in Fig. 1 according to the heteronuclear multiple bond connectivity (HMBC) correlations traced from four methyls 17,19,20), methoxyl, and olefinic protons. Based on the small coupling constant of H-12 ( 3 J H11,H12 ϭ 2.9 Hz), the configuration of C12-OMe was deduced as axial-orientation.11) This could also be confirmed by the nuclear Overhauser effect spectroscopy (NOESY) correlations of H 3 -20 to H 3 -19/H-11 and H-9 to H-5/12-OMe. Therefore, compound 1 was concluded to be abieta-7,13-diene-12a-methoxy-18-oic acid.Compound 2 was found to possess the molecular formula

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“…Another agent with fungicidal properties has been developed, which enhances the yield of cereals, legumes, and vegetables while reducing their susceptibility to fungal diseases. This agent consists of a mixture of saturated fatty acids (FA) with carbon chain lengths of 14:0-34:0 and unsaturated fatty acids with chain lengths of C18-20 (predominantly oleic 18:1 and linoleic 18:2 acids), as well as phytosterols, polyprenols with an admixture of mono-and sesquiterpene compounds [14].…”

Section: Full Textmentioning

confidence: 99%

Growth-stimulating and anti-stress activity of lipids of the seed of Zygophyllum oxianum Boriss.under salt stress

Svetlana,

Rano,

Shahrukh

et al. 2023

Preprint

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It is known that the lipid components of plant cells play an important role in protecting plants from the influence of stress factors. Changes in membrane lipids in response to salinity are observed in many plant species, including halophytes and glycophytes. Lipid messenger molecules are involved in many important processes of the adaptive mechanism that allow plants to cope with salt stress. The aim of the work was the studying of the lipids of the seeds of the plant Zygophyllum oxianum Boriss. (family of Zygophyllaceae) and their effect on the growth of wheat shoots grown under saline conditions, as well as the effect of plant lipids on the lipid composition of wheat seedlings. As a result of the study, we found that pre-sowing treatment of wheat and cucumber seeds with neutral components of Zygophyllum moxianum seed lipids in low doses stimulates the growth and development of seedlings of these crops under normal conditions and under the influence of salt stress, promotes the formation of total lipids and the biosynthesis of eicosatrienoic and arachidonic acids in wheat seedlings grown under saline conditions.

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18-Succinyloxyabieta-8,11,13-triene as a new component from green shoots of the Siberian fir

Cited by 12 publications

References 4 publications

GC-MS Profiling of Diterpene Compounds in Mediterranean Propolis from Greece

GC-MS Profiling of Diterpene Compounds in Mediterranean Propolis from Greece

Systematic Phytochemical Investigation of Abies spectabilis

Growth-stimulating and anti-stress activity of lipids of the seed of Zygophyllum oxianum Boriss.under salt stress

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