scholarly journals Novel 1,3-Benzodioxole From Marine-Derived Actinomycete in East Vietnam Sea

2020 ◽  
Vol 15 (5) ◽  
pp. 1934578X2092004
Author(s):  
Dao Phi Thi ◽  
Huong Doan Thi Mai ◽  
Duc Danh Cao ◽  
Quyen Vu Thi ◽  
Mai Anh Nguyen ◽  
...  

Analysis of an antimicrobial extract from the culture broth of the marine-derived actinomycete Streptomyces sp. G261 led to the isolation of a new 1,3-benzodioxole derivative (1), together with 10 known compounds 2-11. The actinomycete strain G261 was isolated from sediment, collected at Cu Lao Cham, Quang Nam in Vietnam. The taxonomic identification of the strain G261 was achieved by analysis of 16SrRNA gene sequences. On the basis of morphological and phylogenetic evidence, the actinomycete strain G261 was assigned to the genus Streptomyces. The structures of the isolated compounds were established by their spectral data analysis, including mass spectrometry, 1-dimensional nuclear magnetic resonance (1D-NMR), and 2D-NMR. The structure of 1 was confirmed by comparison of the calculated with experimental 13C NMR data. Compound 1 exhibited antimicrobial activity against Enterococcus faecalis and Staphylococcus aureus with minimum inhibitory concentration values of 128 and 256 µg/mL, respectively. Whereas, compound 1 had a weak inhibition when tested against 4 cancer cell lines, KB, LU-1, HepG-2, and MCF-7.

2016 ◽  
Vol 11 (3) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Quyen Vu Thi ◽  
Van Hieu Tran ◽  
Huong Doan Thi Mai ◽  
Cong Vinh Le ◽  
Minh Le Thi Hong ◽  
...  

Analysis of an antimicrobial extract prepared from culture broth of the marine-derived actinomycete Nocardiopsis sp. (strain G057) led to the isolation of twelve compounds, 1–12. Compound 1 (2-[(2 R-hydroxypropanoyl)amino]benzamide) was found to be a new enantiomeric isomer while compounds 2 (3-acetyl-4-hydroxycinnoline) and 3 (3,3′-bis-indole) were isolated from a natural source for the first time. The structures of 1 – 12 were determined by analyses of MS and 2D NMR data. All compounds were evaluated for their antimicrobial activity against a panel of clinically significant microorganisms. Compound 1 selectively inhibited Escherichia coli (MIC: 16 μg/mL). Compounds 2 and 3 exhibited antimicrobial activity against several strains of both Gram-positive and Gram-negative bacteria, and the yeast Candida albicans. Cytotoxic evaluation of compounds 1 – 3 against four cancer cell lines (KB, LU-1, HepG-2 and MCF-7) indicated that compound 3 produced a weak inhibition against KB and LU cell lines. Two remaining compounds, 1 and 2 were not cytotoxic, even at the concentration of 128 μg/mL.


2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Chia-Ling Jiang ◽  
Sheng-Fa Tsai ◽  
Shoei-Sheng Lee

Chemical investigation of the n-BuOH-soluble fraction of the EtOH extract of the aerial part of Curcuma longa led to the isolation of 11 flavonol glycosides and one dihydroflavonol glucoside (1) via chromatography over Sephadex LH-20 and Lobar RP-18 columns. Although they are known, the 1H and 13C NMR data recorded in CD3OD rather than the common DMSO- d6 are doubly checked via extensive 2D NMR spectroscopic analyses, leading to some revisions of the reported data, especially for the glycon part.


2006 ◽  
Vol 61 (1) ◽  
pp. 87-92 ◽  
Author(s):  
Seru Ganapaty ◽  
Pannakal S. Thomas ◽  
Kancharalapalli V. Ramana ◽  
Gloria Karagianis ◽  
Peter G. Waterman

From the leaves of Zizyphus glabrata, a new dammarane-type triterpene, pseudojujubogenin -3-O- β -D-glucopyranoside, along with the known ceanothane triterpenes, granulosic acid, ceanothic acid and daucosterol were isolated. The structures of the compounds were fully characterized by detailed NMR investigations including 1H and 13C NMR, HSQC, COSY, HMBC and NOESY experiments. In addition, the dammarane glycoside was tested for its potential to inhibit various bacteria and was found to possess significant bactericidal activity. The 1H, 13C and full 2D-NMR data on granulosic acid has also been presented. This is the first report on the chemical constituents of the leaves of Z. glabrata.


2014 ◽  
Vol 9 (1) ◽  
pp. 1934578X1400900
Author(s):  
Ju-Cheng Zhang ◽  
Ya-Bin Yang ◽  
Hao Zhou ◽  
Tian-Feng Peng ◽  
Fang-Fang Yang ◽  
...  

A new alkylamine derivative and a common fatty acid were isolated from Streptomyces sp. YIM 66142. On the basis of spectral data, including HRMS, NMR and 2D NMR, their structures were determined as medelamine C (1) and isomyristic acid (2). The ω-hydroxyl group in structure 1 is rare in a natural alkylamine. The possible biosynthetic pathway in the genus Streptomyces from isomyristic acid (2) to medelamines is proposed. Compound 1 showed no obvious cytotoxicity against HL-60, SMMC-7721, A-549, MCF-7, SW480 cell lines. The ω-hydroxyl and the acetyl at NH in compound 1 decreased its cytotoxicity in comparison with that of medelamine.


2008 ◽  
Vol 55 (1) ◽  
pp. 191-200 ◽  
Author(s):  
Anna Turska-Szewczuk ◽  
Hubert Pietras ◽  
Wojciech Borucki ◽  
Ryszard Russa

Mesorhizobium loti mutant 2213.1 derived from the wild-type strain NZP2213 by Tn5 mutagenesis showed impaired effectiveness of symbiosis with the host plant Lotus corniculatus (Turska-Szewczuk et al., 2007 Microbiol Res, in press). The inability of lipopolysaccharide (LPS) isolated from the mutant 2213.1 strain or de-O-acetylated LPS of the parental cells to inactivate phage A1 particles implicated alterations in the LPS structure. The O-specific polysaccharide of the mutant was studied by chemical analyses along with (1)H and (13)C NMR spectroscopy, which clearly confirmed alterations in the O-chain structure. 2D NMR data showed that the mutant O-polysaccharide consists of a tetrasaccharide repeating unit containing non-substituted as well as O-acetylated or O-methylated 6-deoxytalopyranose residues. Additionally, an immunogold assay revealed a reduced number of gold particles on the mutant bacteroid cell surface, which could result from both a diminished amount of an O-antigenic determinant in mutant LPS and modifications of structural epitopes caused by alterations in O-acetylation or O-methylation of sugar residues. Western immunoblot assay of alkaline de-O-acetylated lipophilic M. loti NZP2213 LPS showed no reactivity with homologous serum indicating a role of O-acetyl groups in its O-specificity.


Molecules ◽  
2019 ◽  
Vol 24 (14) ◽  
pp. 2599
Author(s):  
Thi-Ngoc-Mai Tran ◽  
Guillaume Bernadat ◽  
Dinh-Tri Mai ◽  
Van-Kieu Nguyen ◽  
Jirapast Sichaem ◽  
...  

Two new cycloartane glycosides, nervisides I–J, were isolated from Nervilia concolor whole plants. Their structures were unambiguously established by interpretation of their HRESIMS and 1D and 2D NMR data. These cycloartanes comprised a stereogenic center at C-24, the R configuration of which was assigned based on DFT-NMR calculations and the subsequent DP4 probability score. These compounds were tested for cytotoxicity against K562 and MCF-7 tumor cell lines, revealing mild cytotoxic activity.


1982 ◽  
Vol 37 (12) ◽  
pp. 1661-1664 ◽  
Author(s):  
Martin Feigel ◽  
Gerhard Hägele ◽  
Axel Hinke ◽  
Gudrun Tossing

2D NMR ist used to determine the 1H NMR parameters of L-Menthyldichlorophosphine. 13C NMR data are given


2017 ◽  
Vol 12 (8) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Takashi Fukuda ◽  
Misaki Takahashi ◽  
Hiroaki Kasai ◽  
Kenichiro Nagai ◽  
Hiroshi Tomoda

A new chlorinated metabolite designated chlokamycin (1), was isolated along with ikarugamycin (2) from the culture broth of the marine-derived Streptomyces sp. MA2–12. The structure of 1 was elucidated based on spectroscopic analyses (1D and 2D NMR data and ROESY correlations). Chlokamycin moderately inhibited the growth of Jurkat cells and HCT116 cells with IC50 values of 24.7 and 33.5 μM, respectively.


2007 ◽  
Vol 2 (3) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Jinwei Li-Yang ◽  
Jun-ichiro Nakajima ◽  
Nobuhito Kimura ◽  
Kazuki Saito ◽  
Shujiro Seo

Chemical investigation of the roots of Glycyrrhiza uralensis resulted in the isolation of six oleanane-type triterpene glycosides (1 – 6), including one new saponin (1) and two (2 and 3) obtained as natural products for the first time. The new licorice saponin (1) was identified as 22β–acetoxylglycyrrhizin from [α]D, mass spectrometric, and UV, IR, and NMR spectroscopic data.. Full assignments of 1H and 13C-NMR data for compounds 2, 3, 4, 5 and 6 were made for the first time according to 2D NMR methods.


2010 ◽  
Vol 5 (2) ◽  
pp. 1934578X1000500
Author(s):  
Virginia F. Rodrigues ◽  
Hadria M. Carmo ◽  
Raimundo Braz Filho ◽  
Leda Mathias ◽  
Ivo J. Curcino Vieira

Two new terpenoids, ambrosanoli-10(14)-en-11,12-diol (1), a sesquiterpene named quadrijugol, and a pregnane steroid, 3β,4β-dihydroxypregnan-16-one (2), were isolated from the stem and leaves of Trichilia quadrijuga, along with eleven known compounds, spathulenol, kudtdiol, 2β,3β,4β-trihydroxypregnan-16-one, bourjotinolone B, piscidinol, niloticin, dihydroniloticin, β-sitosterol, 3-O-β-D-glucopyranosyl-sitosterol, itesmol and stigmasterol. Structures were elucidated by spectral data analysis, mainly afforded by 1H and 13C NMR (1D and 2D NMR HMQC, HMBC, NOESY and COSY) and mass spectra.


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