scholarly journals Targeted Isolation of Indole Alkaloids from Streptomyces sp. CT37

Molecules ◽  
2020 ◽  
Vol 25 (5) ◽  
pp. 1108 ◽  
Author(s):  
Qing Fang ◽  
Fleurdeliz Maglangit ◽  
Morgane Mugat ◽  
Caroline Urwald ◽  
Kwaku Kyeremeh ◽  
...  

Four compounds (1–4) were isolated from the extracts of Streptomyces sp. CT37 using bioassay in conjunction with mass spectrometric molecular networking (MN) driven isolation. Their complete structures were established by high-resolution electrospray ionization mass spectrometry (HR-ESIMS), and 1D and 2D nuclear magnetic resonance (NMR) data. Legonimide 1 was identified as a new alkaloid containing a rare linear imide motif in its structure, while compounds 2–4 were already known and their structures were elucidated as 1H-indole-3-carbaldehyde, actinopolymorphol B, (2R,3R)-1-phenylbutane-2,3-diol, respectively. The biosynthetic pathways of 1–4 were proposed based on the reported biogenesis of indole alkaloids in literature. Bioactivity tests for 1 and 2 revealed moderate growth inhibition activity against Candida albicans ATCC 10231 with MIC95 values of 21.54 µg/mL and 11.47 µg/mL, respectively.

Holzforschung ◽  
2014 ◽  
Vol 68 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Gui-Shan Lin ◽  
Chang-Hua Ma ◽  
Wen-Gui Duan ◽  
Bo Cen ◽  
Fu-Hou Lei ◽  
...  

Abstract This work is aiming at the preparation of new bioactive compounds from α-pinene as starting material. To this purpose, the intermediates (disubstituted phenyl acylamino thioureas, class G) were cyclized to dithiadiazoles (class H). The intermediates and target compounds were analyzed by Fourier transform infrared, 1H nuclear magnetic resonance (NMR), 13C NMR, and electrospray ionization-mass spectrometry and elemental analysis. The bioassay experiments showed that the compounds G and H have herbicidal, fungicidal, and plant growth-regulating activities. The compounds 2,2′-dimethylphenyl thiadiazole and 3,3′-dimethylphenyl thiadiazole exhibited a growth inhibition activity of 72% and 68% against the root of rape (Brassica campestris L.) at a concentration of 100 μg ml-1 (60–79% inhibition level). The compound 4,4′-dichlorophenyl acylamino thiourea displayed an inhibition activity of 75% against Physalospora piricola at a concentration level of 50 μg ml-1 (60–79% inhibition level).


2015 ◽  
Vol 7 (23) ◽  
pp. 9808-9816 ◽  
Author(s):  
Steven L. Reeber ◽  
Sneha Gadi ◽  
Sung-Ben Huang ◽  
Gary L. Glish

Paper spray ionization enables the rapid mass spectrometric analysis of environmental samples without the use of chromatography or sample cleanup techniques.


2013 ◽  
Vol 91 (8) ◽  
pp. 671-678 ◽  
Author(s):  
Endler Marcel Borges ◽  
Dietrich A. Volmer ◽  
Marcos N. Eberlin

We report here that easy ambient sonic spray ionization − mass spectrometry (EASI−MS) allowed direct, rapid, and comprehensive analysis of active components (e.g., terpenetrilactones and intact flavonol glycosides) in Ginkgo tablets. Unlike conventional methods that hydrolyze flavonol glycosides to flavonoids prior to analysis, EASI−MS detects intact flavonol glycosides directly from the tablets enabling differentiation of these natural glycosides from the synthetic flavonoids. Adulteration of Ginkgo tablets is therefore readily recognized in less than 10 s measurement time. Sample preparation is simple and requires only 0.5 mL of methanol and a mortar and pestle. Additionally, no reference standards are needed and a comparison is made to a certified Ginkgo tablet. To demonstrate these abilities, 22 commercial Ginkgo tablets were analyzed by EASI−MS. The data revealed large variations of ingredients and strong deviations from the specified Ginkgo extract levels. These results emphasize the importance of monitoring Ginkgo products using appropriate methodologies as suggested in our work. The technique may replace more demanding LC−MS/MS methods, which can achieve comparable results but are considerably more labor-intensive. Importantly, the presented method is cheaper, faster, and much simpler to operate than chromatography-based mass spectrometric techniques.


Marine Drugs ◽  
2019 ◽  
Vol 17 (9) ◽  
pp. 529 ◽  
Author(s):  
Cao ◽  
Trinh ◽  
Mai ◽  
Vu ◽  
Le ◽  
...  

Three new lavandulylated flavonoids, (2S,2′’S)-6-lavandulyl-7,4′-dimethoxy-5,2′-dihydroxylflavanone (1), (2S,2′’S)-6-lavandulyl-5,7,2′,4′-tetrahydroxylflavanone (2), and (2′’S)-5′-lavandulyl-2′-methoxy-2,4,4′,6′-tetrahydroxylchalcone (3), along with seven known compounds 4–10 were isolated from culture broth of Streptomyces sp. G248. Their structures were established by spectroscopic data analysis, including 1D and 2D nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configurations of 1–3 were resolved by comparison of their experimental and calculated electronic circular dichroism spectra. Compounds 1–3 exhibited remarkable antimicrobial activity. Whereas, two known compounds 4 and 5 exhibited inhibitory activity against Mycobacterium tuberculosis H37Rv with minimum inhibitory concentration (MIC) values of 6.0 µg/mL and 11.1 µg/mL, respectively.


2017 ◽  
Vol 95 (3) ◽  
pp. 239-242 ◽  
Author(s):  
Bronwyn H. Gillon ◽  
Derek P. Gates ◽  
Matthew A. Henderson ◽  
Eric Janusson ◽  
J. Scott McIndoe

Oligomeric phosphaalkenes are readily characterized using electrospray ionization mass spectrometry (ESI-MS). The high affinity of phosphines for silver ions permits the detection of the unadulterated polymer as [M + xAg]x+ ions (x = 2–3). When the oligomers are oxidized using H2O2, the resulting phosphine oxide polymer may be treated with sodium ions to produce [M + xNa]x+ ions (x = 2–3). Both methods predict a similar distribution of oligomers: Mn values of 3450 ± 100 Da and a PDI of 1.09 ± 0.01 cover both analyses. This distribution represents oligomers of the general formula Me(PMesCPh2)nH from n = 4–20, maximizing at ∼n = 10.


The Analyst ◽  
2016 ◽  
Vol 141 (19) ◽  
pp. 5520-5526 ◽  
Author(s):  
Eric Janusson ◽  
G. Bryce McGarvey ◽  
Farhana Islam ◽  
Christine Rowan ◽  
J. Scott McIndoe

A simple chemical derivatization technique was developed for electrospray ionization mass spectrometry (ESI-MS) in which thiols and disulfides may be selectively analyzed in a complex matrix and easily characterized.


1983 ◽  
Vol 245 (5) ◽  
pp. E476-E482 ◽  
Author(s):  
K. Y. Tserng ◽  
S. C. Kalhan

To estimate "true" rate of glucose production, as well as glucose carbon recycling in humans, a mass spectrometric method with [U-13C]glucose as tracer was developed. Because the opportunity for the uniformly labeled glucose, [13C6]glucose, to recycle back as [13C6]glucose is negligible, the true glucose production rate was obtained by measuring the plasma isotope enrichment of [13C6]glucose with chemical ionization mass spectrometry. In contrast, when the isotopic enrichment of C-1 of glucose was measured by enzymatic decarboxylation and ratio mass spectrometry, the "apparent" glucose production including carbon recycling was obtained. The difference between the two rates was the extent of glucose carbon recycling. [U-13C]glucose was administered as primed constant-rate infusion to six normal healthy adult subjects. Rates of glucose turnover were calculated from tracer dilution by applying steady-state kinetics. The true rate of glucose production estimated by the present method was 2.02 +/- 0.19 mg X kg-1 X min-1 (mean +/- SD). After an overnight fast, glucose carbon recycling contributed from 3 to 26% of the total glucose production rate. Use of stable isotopes and mass spectrometric technique permits estimation of important parameters of glucose metabolism without resorting to multiple tracers and at the same time preventing the risk of radiation.


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