scholarly journals Biotransformation of Natural and Synthetic Isoflavonoids by Two Recombinant Microbial Enzymes

2003 ◽  
Vol 69 (9) ◽  
pp. 5045-5050 ◽  
Author(s):  
Michael Seeger ◽  
Myriam González ◽  
Beatriz Cámara ◽  
Liliana Muñoz ◽  
Emilio Ponce ◽  
...  

ABSTRACT Isolation and synthesis of isoflavonoids has become a frequent endeavor, due to their interesting biological activities. The introduction of hydroxyl groups into isoflavonoids by the use of enzymes represents an attractive alternative to conventional chemical synthesis. In this study, the capabilities of biphenyl-2,3-dioxygenase (BphA) and biphenyl-2,3-dihydrodiol 2,3-dehydrogenase (BphB) of Burkholderia sp. strain LB400 to biotransform 14 isoflavonoids synthesized in the laboratory were investigated by using recombinant Escherichia coli strains containing plasmid vectors expressing the bphA1A2A3A4 or bphA1A2A3A4B genes of strain LB400. The use of BphA and BphB allowed us to biotransform 7-hydroxy-8-methylisoflavone and 7-hydroxyisoflavone into 7,2′,3′-trihydroxy-8-methylisoflavone and 7,3′,4′-trihydroxyisoflavone, respectively. The compound 2′-fluoro-7-hydroxy-8-methylisoflavone was dihydroxylated by BphA at ortho-fluorinated and meta positions of ring B, with concomitant dehalogenation leading to 7,2′,3′,-trihydroxy-8-methylisoflavone. Daidzein (7,4′-dihydroxyisoflavone) was biotransformed by BphA, generating 7,2′,4′-trihydroxyisoflavone after dehydration. Biotransformation products were analyzed by gas chromatography-mass spectrometry and nuclear magnetic resonance techniques.

Author(s):  
S. Navaith Ahmed ◽  
P. Kalaivani ◽  
P. Amudha ◽  
B. Usharani

Sea grass are good source of potent drug which has medicinal properties and able to cure human disease. One such marine plant is the Enhalus acoroides which belong to hydrocharitaeceae family. This marine species are widely distributed in the tropics of Indian and western Pacific Ocean and the species were collected from Ramanathapuram district for further process. This study reveals about the bioactive components present in Enhalus acoroides and identified its biological activity by Gas chromatography Mass spectrometry analysis using hydroalcoholic extract. The compounds present in Enhalus acoroides are Benzoic acid, 2- methyl 7- oxa bicyclol heptanes, 1, 3 Nonadiene, silane, ethoxytriethyl. Biological activities of the compounds present in the sample include antioxidant, hypocholesterolemic, antihypertensive, anti-inflammatory, anti-microbial, antiviral and anti-hepatotoxic effect.


Author(s):  
Kuladip Gurav ◽  
Varsha Jadhav (rathod)

Objective: The aim was to investigate important bioactive compounds, biological activities, and medicinal importance of Zanthoxylum rhetsa fruits.Methods: The present work was carried out by gas chromatography–mass spectrometry (GC-MS) method for the identification of different compounds.Result: The methanolic extract of fruits showed 32 chemical compounds which are identified through GC-MS analysis. Among them, some of the compound names and percentage values are as follows: 2-propanone, 1,3-dihydroxy (48.9%), 4H-pyran-4-one,2,3-dihydro-3,5-dihydroxy-6-methyl (33.7%), 2-furancarboxaldehyde, 5-[hydroxymethyl] (50.2%), 1-Heptatriacontanol (34.4%), 9,12-octadecadienoic acid (zz)- (48.6%), cholestan- 3-ol,2-methylene, [3β,5α] (75.0%), 4H-pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl (90.8), 2-furancarboxaldehyde, 5-[hydroxymethyl] (92.0%), hydroquinone (64.9%), n-hexadecanoic acid (37.5%), octadecanoic acid (28.2%), 9,12,15, octadecatrienoic acid, 2-[(trimethylsiyl]oxy]-1- [(trimethylsiyl]oxy]methyl] ethyl ester, [zzz] (22.6%), 9-hexadecanoic acid (10.3%), digitoxin (18.8%), 8,11,14-eicosatrienoic acid methyl ester, [zzz] (25.5%), and oleic acid (16.5%). Most of the identified compounds in the crude methanolic extracts exhibit some bioactivities, namely anticancer, anti-inflammatory, antimicrobial, hepatoprotective, antioxidant, hypocholesterolemic, nematicide, pesticide, anti-androgenic flavor, hemolytic, 5-alpha-reductase inhibitor, insectifuge, antiarthritic, anti-coronary, cardiovascular, anti-breast cancer, aromatic, and insectifuge. On the basis of the above investigation, the fruits can be recommended as a treasure of bioactive compounds and it plays a promising role in herbal medicine.Conclusion: The present study reveals that fruits of Z. rhetsa contain various bioactive compounds. Digitoxin is recorded in the ripened fruit of Z. rhetsa and it shows the anticancerous and cardiac arrest properties. Hence, in future, this plant will play a promising role in curing cancer.


Holzforschung ◽  
2014 ◽  
Vol 68 (2) ◽  
pp. 151-155 ◽  
Author(s):  
Daniel J. van de Pas ◽  
Bernadette Nanayakkara ◽  
Ian D. Suckling ◽  
Kirk M. Torr

Abstract Mild hydrogenolysis has been compared with thioacidolysis as a method for degrading lignins in situ and in isolated form before analysis by gas chromatography/mass spectrometry and quantitative 31P nuclear magnetic resonance (NMR) spectroscopy. Both degradation methods gave similar levels of β-aryl ether-linked phenylpropane units that were released as monomers. Degradation by hydrogenolysis generally gave lower levels of total phenylpropane units when analyzed by 31P NMR, especially in the case of lignins with high levels of condensed units. Overall, these results indicate that mild hydrogenolysis could offer an alternative to thioacidolysis for probing lignin structure.


2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985099 ◽  
Author(s):  
Tran Hui Thai ◽  
Nguyen Thi Hien ◽  
Le Ngoc Diep ◽  
Mathieu Paoli ◽  
Joseph Casanova ◽  
...  

Conifers are well represented in Vietnam where a new pine species has been recently discovered in Son La province: Pinus cernua, synonym P. armandii ssp. xuannhaensis. The compositions of needle, cone, and branch oils have been investigated by gas chromatography (retention index), gas chromatography-mass spectrometry, and 13C nuclear magnetic resonance. Myrcene (47.0%) was the main component of needle oil, followed by β-pinene (28.4%) and α-pinene (12.5%). Branch oil also contained myrcene (32.8%), α-pinene (17.9%), β-pinene (9.8%), and a high content of limonene (20.0%). Finally, cone oil displayed α-pinene (44.1%) beside myrcene (11.5%), β-pinene (8.1%), and limonene (5.8%).


2020 ◽  
Vol 10 (5) ◽  
pp. 307-316
Author(s):  
Mohammad Sanad Abu-Darwish ◽  
Célia Cabral ◽  
Zulfigar Ali ◽  
Mei Wang ◽  
Shabana I. Khan ◽  
...  

Abstract In Jordan, Salvia ceratophylla L. is traditionally used in the treatment of cancer, microbial infections, and urinary disorders. This study aimed: (1) to chemically characterize S. ceratophylla essential oil (EO) from South Jordan, by gas chromatography (GC) and gas chromatography-mass spectrometry (GC–MS); and (2) to evaluate in vitro the cytotoxic, anti-inflammatory, and antiprotozoal activities of the EO, it’s predominant components, and the hexane (A), ethyl acetate (B), methanol (C) and crude-methanol extracts (D). The analysis revealed that the EO has 71 compounds, with linalool (54.8%) as main constituent. Only the hexane extract (A) showed some cytotoxic activity against SK-MEL, KB, BT-549, SK-OV-3, LLC-PK1 and VERO cells lines with IC50 between 60 and > 100 µg/mL. The EO inhibited NO production (IC50 90 µg/mL) and NF-κB activity (IC50 38 µg/mL). The extracts A, B, and D inhibited NO production and NF- κB activity with IC50 between 32 and 150 µg/mL. Linalool considerably inhibited NO production (IC50 18 µg/mL). The extracts tested did not exhibit antileishmanial activity. Regarding antitrypanosomal activity, the EO exhibited significant results with IC50 2.65 µg/mL. In conclusion, Jordan S. ceratophylla EO represents a rich source of linalool and bears a promising therapeutic potential for further antitrypanosomal drug development.


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