scholarly journals Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2448
Author(s):  
Jun Wang ◽  
Hongshuai Yang ◽  
Yang Liu ◽  
Kelsang Norbo ◽  
Kewu Zeng ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Glucuronic Acid ◽  
Acid Methyl Ester ◽  
Triterpene Glycosides ◽  
Raw 264.7 Cells ◽  
No Production ◽  
Acid Methyl ◽  
Potent Inhibition ◽  
New Compounds ◽  
First Time

Eight azukisapogenol triterpene glycosides, including five new compounds, oxychiliotriterpenosides A–E (1–5), two new methyl glucuronide derivatives that proved to be artifacts, oxychiliotriterpenoside E-glucuronic acid methyl ester (6) and myrioside B-glucuronic acid methyl ester (7), and a known one, myrioside B (8), was isolated from the aerial part of Oxytropis chiliophylla Royle. Their structures were elucidated based on extensive spectroscopic analyses and chemical methods. Triterpene glycosides were first obtained from O. chiliophylla, and those containing a galactose unit (1, 2, 5 and 6) and diglucosidic or triglucosidic linkage at C-29 (1–4), were reported from Oxytropis species for the first time, which might be recognized as a chemotaxonomic feature of O. chiliophylla. All isolated compounds were evaluated for their anti-inflammatory activities against NO production using lipopolysaccharide (LPS)-induced RAW 264.7 cells, but no compounds showed potent inhibition on NO production.

scholarly journals Volatile Components from Selected Tahitian Liverworts

2009 ◽  
Vol 4 (10) ◽  
pp. 1934578X0900401 ◽  
Author(s):  
Agnieszka Ludwiczuk ◽  
Ismiarni Komala ◽  
André Pham ◽  
Jean-Pierre Bianchini ◽  
Phila Raharivelomanana ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Vanillic Acid ◽  
Acid Methyl Ester ◽  
Volatile Components ◽  
Acid Methyl ◽  
Unpleasant Odor ◽  
First Time

Six Tahitian liverworts, Trichocolea pluma, Chandonanthus hirtellus, Mastigophora diclados, Jungermannia sp., Plagiochila sp. and Cyathodium foetidissimum were chemically investigated. All of these liverworts produce their own characteristic compounds. Vanillic acid methyl ester was isolated for the first time from T. pluma. Skatol is responsible for the very intense unpleasant odor of C. foetidissimum. Herbertane-type sesquiterpenoids are peculiar components of M. diclados, and fusicoccane-type diterpenoids were identified in Pagiochila sp. Cembranes and ent-verticillanes were isolated from C. hirtellus and also detected in Jungermannia species. C. hirtellus also biosynthesizes algal components and such results may suggest that some liverworts originate from algae.

scholarly journals Phytochemical Investigation of Tradescantia Albiflora and Anti-Inflammatory Butenolide Derivatives

Molecules ◽  
2019 ◽  
Vol 24 (18) ◽  
pp. 3336 ◽  
Author(s):  
Ping-Chen Tu ◽  
Han-Chun Tseng ◽  
Yu-Chia Liang ◽  
Guan-Jhong Huang ◽  
Te-Ling Lu ◽  
...  
Keyword(s):  
2D Nmr ◽  
Raw 264.7 Cells ◽  
No Production ◽  
Isolation And Characterization ◽  
Whole Plant ◽  
Phytochemical Investigation ◽  
Ic50 Value ◽  
Anti Inflammatory ◽  
New Compounds ◽  
First Time

Phytochemical investigation of the whole plant of Tradescantia albiflora Kunth led to the isolation and characterization of a butanolide, rosmarinosin B (1), that was isolated from natural sources for the first time, a new butenolide, 5-O-acetyl bracteanolide A (2), and a new apocarotenoid, 2β-hydroxyisololiolide (11), together with 25 known compounds (compounds 3–10 and 12–28). The structures of the new compounds were elucidated by analysis of their spectroscopic data, including MS, 1D, and 2D NMR experiments, and comparison with literature data of known compounds. Furthermore, four butenolides 4a–4d were synthesized as novel derivatives of bracteanolide A. The isolates and the synthesized derivatives were evaluated for their preliminary anti-inflammatory activity against lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production in RAW 264.7 cells. Among them, the synthesized butenolide derivative n-butyl bracteanolide A (4d) showed enhanced NO inhibitory activity compared to the original compound, with an IC50 value of 4.32 ± 0.09 μg/mL.

Volatile Fragrance Compounds from the Fungus Gloeophyllum odoratum (Basidiomycotina)

1986 ◽  
Vol 41 (9-10) ◽  
pp. 825-829 ◽  
Author(s):  
Hans-Peter Hanssen ◽  
Volker Sinnwell ◽  
Wolf-Rainer Abraham
Keyword(s):  
Methyl Ester ◽  
Acid Methyl Ester ◽  
Mineral Salts ◽  
Mass Spectral ◽  
Liquid Culture Medium ◽  
Acid Methyl ◽  
Linalool Oxide ◽  
Fragrance Compounds ◽  
First Time ◽  
C Nmr

The accumulation of volatile metabolites in liquid cultures of the basidiomycete Gloeophyllum odoratum CBS 444.61 was studied after cultivation on defined synthetic liquid culture medium containing glucose (2%), asparagine (0.15%), and mineral salts. The composition of the steam volatile compounds differed distinctly from that obtained with another, previously investigated strain of this species. Two major constituents, the bicyclic sesquiterpene alcohol drimenol and a linalool derivative, 3,7-dimethyl-3-hydroxy-6-octenic acid methyl ester, could be identified by mass spectral data and 1H and 13C NMR spectroscopy. Besides several monoterpene alcohols, other minor constituents were trans-linalool oxide and 1-octen-3-ol. 3,7-Dimethyl-3-hydroxy-6-octenic acid methyl ester is described for the first time as a natural product.

scholarly journals Influence of microbial bioinoculants on the accumulation of new phytocompounds in Oroxylum indicum (L.) Benth. ex Kurz

2020 ◽  
Vol 13 (3) ◽  
pp. 228-243
Author(s):  
Chandrima Debi ◽  
Vipin Parkash
Keyword(s):  
Methyl Ester ◽  
Pseudomonas Putida ◽  
Trichoderma Harzianum ◽  
Mycorrhizal Fungi ◽  
Glomus Mosseae ◽  
Acid Methyl Ester ◽  
Octadecanoic Acid ◽  
Tetradecanoic Acid ◽  
Acid Methyl ◽  
New Compounds

The seedlings of Oroxylum indicum were inoculated with plant growth promoting microbes (PGPMs) mainly, Glomus mosseae, Trichoderma harzianum and Pseudomonas putida both alone and consortium. The GCMS analysis of the methanolic root extract of inoculated seedlings of O. indicum showed that seedlings treated with mixed consortium of mycorrhizal fungi, bacteria and fungus showed the presence of maximum number of phytocompounds. The GC-MS analysis of control seedlings showed presence of 55 compounds where three new compounds were found i.e. 2-Cyclobutene-1-Carboxamide; Tetradecanoic Acid, 10, 13-dimethyl-, methyl ester; 1-methylene-2b-hydroxymethyl-3, 3-dimethyl-4b-(3-methylbut-2-enyl)-cy. 53 compounds were found in seedlings treated with mycorrhizae i.e., Glomus mosseae, and three new compounds were found i.e., 1-Ethyl-2-Hydroxymethylimidazole; Octadecanoic Acid, 11-Methyl-, methyl ester; 4-Methyl-1, 4-Heptadiene. The seedlings treated with bacteria i.e. Pseudomonas putida showed the presence of 52 compounds and three new compounds were found i.e. Meso-4, 5-octanediol; 1-ethyl-2-hydroxymethylimidazole; 2, 5-cyclohexadiene-1, 4-dione, 2, 5-dihydroxy-3-methyl-6-(1-methylethyl) - . A total of 56 compounds were present in seedlings treated with fungus i.e. Trichoderma harzianum and five new compounds were found i.e. 2-CyclohexeN-1-one, 2-Butyl-3-Methoxy; Methyl 12, 13-Tetradecadienoate; Methyl 6, 9, 12-hexadecatrienoate; 1, 9-Decadiyne; 1, 4-Naphthalenedione. The seedlings treated with dual consortium of mycorrhizae and bacteria showed the presence of 88 compounds and five new compounds were found i.e., N-(1-Methoxycarbonyl-1-methylethyl)-4-methyl-2-aza-1,3-dioxane;1-ethyl-2 hydroxy methylimidazole; Methyl 8-methyl-nonanoate; Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4a,8-dimethyl; Methyl 12,13-tetradecadienoate. 152 compounds were present in seedlings treated with dual consortium of mycorrhizal fungi and fungus and ten new compounds were found to be present i.e. 1,9-Decadiyne; 3,7,11-Trimethyl-3-hydroxy-6,10-dodecadien-1-yl acetate; 3-Heptyne, 7-chloro; 3-Methyl-4-(methoxycarbonyl) hexa-2,4-dienoic acid; Benzo[c]cinnolin-2-amine ; Tetradecanoic acid, 10,13-dimethyl-,Methyl ester; Cis,cis-4,6-octadienol; 2-Cyclohexen-1-one, 2-butyl-3-methoxy; Methyl 12,13-tetradecadienoate; 2-Aminopyridazino(6,1-b) quinazolin-10-one. A total of 36 compounds were present in seedlings treated with dual consortium of bacteria and fungi and two new compounds were found i.e. [1,4] Dioxino [2,3-b]-1,4-dioxin, hexahydro-2,3,6,7 ; 1-Ethyl-2-hydroxymethylimidazole. The seedlings inoculated with mixed consortium of mycorrhizae, bacteria and fungus showed the presence of 213 compounds and fourteen new compounds were found i.e. 3,7,11-Tridecatrienenitrile, 4,8,12-Trimethyl; 1,9-Decadiyne; 2,6,10,14,18,22-Tetracosahexaene, 2,6,10,15,19,23-Hexamethyl-, (ALL-E) ; 1-Methylene-2b-hydroxymethyl-3,3-dimethyl-4b-(3-methylbut-2-enyl)-cy; 1,9-Decadiyne, Cyclobutane, 1,2-bis(1-methylethenyl)-, trans-, 3,7,11-Trimethyl-3-hydroxy-6,10-dodecadien-1-yl acetate, 5-Hydroxy-4-hydroxymethyl-1-(1-hydroxy-1-isopropyl)cyclohex-3-ene, 5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-z)-, 1-Cyclohexyl-2-buten-1-ol (c,t) , 1-Oxetan-2-one, 4,4-diethyl-3-methylene-, Tetradecanoic acid, 10,13-dimethyl-, methyl ester, 2-Cyclohexen-1-one, 2-butyl-3-methoxy-, Methyl 12,13-tetradecadienoate, Heptacosanoic acid, 25-methyl-, methyl ester Hexadecanoic Acid, Methyl Ester; 2-Chloroethyl Linoleate; 9,12-Octadecadienoic Acid, Methyl Ester, (E,E); Butanoic acid, methyl ester; 4A,5,6,7,8,8A(4H) HexahydroBenzopyran-3-Carboxamide, 8A-Methoxy-4A-M,; Octadecanoic acid; Farnesene; Squalene; Myrcene; Naphthalene; Tetradecanoic Acid, Methyl Ester; Octadecanoic Acid, Methyl Ester; 1H-Cycloprop[E] Azulene, Decahydro-1,1,4,7-Tetramethyl-, [1AR-(1A].Alph ; Cyclohexane, 1-methyl-4-(1-methylethenyl)-, trans (Elemene); Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (s)- (Limonene); were found to be present in this treatment.

Study on the Chemical Constituents of Apocynum venetum Bark

2011 ◽  
Vol 284-286 ◽  
pp. 2119-2122
Author(s):  
Ming Hua Li ◽  
Guang Ting Han ◽  
Hao Chen ◽  
Jian Yong Yu ◽  
Yuan Ming Zhang
Keyword(s):  
Methyl Ester ◽  
Benzoic Acid ◽  
Ir Spectra ◽  
Silica Gel ◽  
Chemical Constituents ◽  
Acid Methyl Ester ◽  
Alcoholic Extract ◽  
Acid Methyl ◽  
Apocynum Venetum ◽  
First Time

The alcoholic extract of the Apocynum venentum (AV)bark were purified by silica gel column chromatography. The isolated chemical constituents were identified by MS, NMR, IR spectra. The main chemicals isolated from AV bark were quercetin (1), kaempferol (2), isoquercitrin (3), luteolin (4), hyperoside(5), 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one (6), b-sitosterol (7), stigmasterol (8), 3, 4-dihydroxy-benzoic acid methyl ester (9), 3, 5-dihydroxybenzaldehyde (10) and 3, 4-dihydroxy-benzoic acid (11). The compounds (1)～(6) and (8)～(11) were obtained from AV bark for the first time.

Pannarsäure und Porphyrilsäuremethylester — Sekundärstoffe der Flechtengattung Psoroma / Pannaric Acid and Prophyrilic Acid Methyl Ester Lichen Substances in the Genus Psorma

1981 ◽  
Vol 36 (9-10) ◽  
pp. 893-895 ◽  
Author(s):  
B. Renner ◽  
A. Henssen ◽  
E. Gerstner
Keyword(s):  
Mass Spectrometry ◽  
New Species ◽  
Methyl Ester ◽  
Acid Methyl Ester ◽  
The Novel ◽  
Acid Methyl ◽  
Vis Spectroscopy ◽  
Lichen Substances ◽  
Unknown Structure ◽  
First Time

Abstract The novel liehen substance porphyrilic acid methyl ester and pannaric acid are reported the first time in the lichen genus Psoroma. They are constituents in the two varieties of the new species Psoroma tenue as well as in members of the Psoroma hypnorum/paleaceum aggr. and in a hitherto underscribed species from the southern hemisphere. Both dibenzofuranes are characterized by mass spectrometry and UV/VIS spectroscopy. A third compound of unknown structure (Ut) has been found additionally in the two varieties of P. tenue and in some specimens of the P. hypnorum/paleaceum group.

Chemical Constituents of Lavatera trimestris L. – Antioxidant and Antimicrobial Activities

2007 ◽  
Vol 62 (11-12) ◽  
pp. 797-800 ◽  
Author(s):  
Krystyna Skalicka-Woźniak ◽  
Eleni Melliou ◽  
Olga Gortzi ◽  
Kazimierz Glowniak ◽  
Ioanna B. Chinou
Keyword(s):  
Methyl Ester ◽  
Methanolic Extract ◽  
Chemical Constituents ◽  
Acid Methyl Ester ◽  
Antimicrobial Activities ◽  
Coumaric Acid ◽  
Chromatographic Techniques ◽  
Acid Methyl ◽  
Phenolic Esters ◽  
First Time

Nine phenolic compounds, such as cis-/trans-p-coumaric acid, cis-/trans-p-coumaric acid methyl ester, glucose ester of cis-/trans-p-coumaric acid, caffeic acid methyl ester, kaempferol 7-O-β-d-glucoside and kaempferol 3-O-β-d-glucoside, were isolated from Lavatera trimestris flowers by chromatographic techniques and their structures were elucidated by spectral means (NMR). All compounds were tested for their antioxidant activity, while the methanolic extract was tested also for its antimicrobial activity. Also several non-polar constituents have been identified using GC and GC/MS methods. This is the first time that phenolic esters and non-polar constituents were identified in the flowers of L. trimestris L.

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