scholarly journals Secondary Metabolites with Antimicrobial Activities from Chamaecyparis obtusa var. formosana

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 429
Author(s):  
Ming-Der Wu ◽  
Ming-Jen Cheng ◽  
Jih-Jung Chen ◽  
Nanthaphong Khamthong ◽  
Wen-Wei Lin ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
High Resolution Mass Spectrometry ◽  
Chamaecyparis Obtusa ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
The Past ◽  
Nmr Data ◽  
The Mean ◽  
New Compounds ◽  
First Time

Seven new compounds, including one dimer novel skeleton, chamaecyformosanin A (1); three diterpenes, chamaecyformosanins B–D (2-4); one sesquiterpene, chamaecyformosanin E (5); and two monoterpenes, chamaecyformosanins F and G (6 and 7) were isolated from the methanol extract of the bark of Chamaecyparis obtusa var. formosana. Their structures were established by the mean of spectroscopic analysis and the comparison of NMR data with those of known analogues. Their structures were elucidated on the basis of physicochemical evidence, in-depth NMR spectroscopic analysis, and high-resolution mass spectrometry. Furthermore, the isolated compounds were subjected to an evaluation of their antimicrobial activity. Metabolites 1, 3, and 4 present antibacterial activities. It is worth mentioning that the chemical composition of the bark of C. obtusa var. formosana has never been studied in the past. This is the first time the barks from C. obtusa var. formosana were studied and two new skeleton compounds, 1 and 7, were obtained.

Resorcylic Acid Lactones Produced by an Endophytic Penicillium ochrochloron Strain from Kadsura angustifolia

Planta Medica ◽  
2020 ◽  
Author(s):  
Hong Chuan Song ◽  
Dan Qin ◽  
Hai Yang Liu ◽  
Jin Yan Dong ◽  
Chuan You ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
Tumor Cell Line ◽  
Antibacterial Activities ◽  
Preparative Hplc ◽  
Solid Culture ◽  
Ic50 Value ◽  
Resorcylic Acid Lactones ◽  
New Compounds ◽  
First Time

AbstractFour new β-resorcylic acid lactones, including penochrochlactone A (2), 4-O-desmethyl-aigialomycin B (4), and penochrochlactones C and D (5 and 6), two compounds isolated from a natural source for the first time, 5α, 6β-acetonide-aigialomycin B (1) and penochrochlactone B (3), together with six known compounds, aigialomycin F (7), aigialomycins A, B, and D (8–10), zeaenol (11), and oxozeaenol (12), were isolated from a mycelial solid culture of the endophytic fungus Penicillium ochrochloron SWUKD4.1850 from the medicinal plant Kadsura angustifolia by sequential purification over silica gel, Sephadex LH-20 column chromatography, and preparative HPLC. Their structures were elucidated by extensive spectroscopic analysis and chemical conversions. In addition, all the new compounds were evaluated for their cytotoxic and antibacterial activities in vitro. Penochrochlactone C (5) displayed moderate cytotoxicity against the HeLa tumor cell line with an IC50 value of 9.70 µM. In the antibacterial assays, compounds 4 – 6 exhibited moderate activities against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa with MIC values between 9.7 and 32.0 µg/mL.

scholarly journals Bacillamidins A–G from a Marine-Derived Bacillus pumilus

Marine Drugs ◽  
2018 ◽  
Vol 16 (9) ◽  
pp. 326
Author(s):  
Si-Yu Zhou ◽  
Yi-Jie Hu ◽  
Fan-Cheng Meng ◽  
Shen-Yue Qu ◽  
Rui Wang ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Bacillus Pumilus ◽  
High Resolution Mass Spectrometry ◽  
Antimicrobial Activities ◽  
Nmr Data ◽  
Extensive Analysis ◽  
New Compounds ◽  
Long Chain ◽  
Resolution Mass

Seven long-chain amides, including five previously undescribed bacillamidins A–E (1–5) and two previously reported synthetic analogs, bacillamidins F (6) and G (7), were isolated from extracts of the marine-derived Bacillus pumilus strain RJA1515. The structures of the new compounds were established by extensive analysis of 1D and 2D nuclear magnetic resonance (NMR) data as well as high resolution mass spectrometry (HRMS), and the absolute configurations of the stereogenic carbons of 1–4 were established by comparison of the calculated and the experimental electronic circular dichroism (ECD) spectra. The cytotoxic and antimicrobial activities of 1–7 were evaluated.

Synthesis and Antimicrobial activities of Some Polyphenol compounds by Nano ZnO-TBAB as a Heterogeneous Catalytic Media

2020 ◽  
Vol 17 ◽  
Author(s):  
Rahele Bargebid ◽  
Ali Khalafi-Nezhad ◽  
Kamiar Zomorodian ◽  
Leila Zamani ◽  
Ali Ahmadinejad ◽  
...  
Keyword(s):  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Reusable Catalyst ◽  
Nano Zno ◽  
Antifungal Activities ◽  
Chemical Structures ◽  
Heterogeneous Catalytic ◽  
Solvent Free Conditions ◽  
New Compounds ◽  
Derivatives Of

Introduction: Mannich reaction is a typical example of a three-component condensation reaction and the chemistry of Mannich bases has been the matter of search by researchers. Here an efficient procedure for the synthesis of some new Mannich derivatives of simple phenols is described. Methods: In this procedure a microwave-assisted and solvent less condensation were done between different phenols, secondary amines and paraformaldehyde. The reactions proceed in the presence of catalytic amount of nano ZnO and tetrabutylammonium bromide (TBAB) in excellent yields. 10 new compounds were synthesized (A1-A10). Chemical structures of all new compounds were confirmed by different spectroscopic methods. We optimized the chemical reactions in different conditions. Optimization reactions were done in the presence of different mineral oxides, different amount of TBAB and also different solvents. Nano ZnO and TBAB in catalytic amounts and solvent free conditions were the best conditions. All the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated against some Candida, filaments fungi, gram positive and gram negative bacteria by broth micro dilution method as recommended by CLSI. Results: The result showed that compounds A2, A3 and A4 against most of the tested Candida species and compounds A5 and A7 against C. parapsilosis and C. tropicalis, exhibited considerable antifungal activities. Also Compounds A8 and A10 showed desirable antifungal activities against C. neoformance and C. parapsilosis, respectively. The antibacterial activities of the synthesized compounds were also evaluated. Compounds A6 - A10 against E. Fecalis and compounds A5, A7, A9 and A10 against P. aeruginosa showed desirable antibacterial activities. Discussion: We have synthesized some new Mannich adducts of poly-hydroxyl phenols in the presence of nano-ZnO as a reusable catalyst, with the hope of discovering new lead compounds serving as potent antimicrobial agents. The advantages of this method are generality, high yields with short reaction times, simplicity, low cost and matching with green chemistry protocols. The antimicriobial studies of Mannich derivatives of phenols showed desirable results in vitro.

scholarly journals Quantum Mechanics-Based Structure Analysis of Cyclic Monoterpene Glycosides from Rhodiola Rosea

2020 ◽  
Author(s):  
Yu Tang ◽  
J. Brent Friesen ◽  
David C. Lankin ◽  
James McAlpine ◽  
Dejan Nikolić ◽  
...  
Keyword(s):  
Quantum Mechanics ◽  
Spectroscopic Analysis ◽  
Spatial Arrangement ◽  
Spin Coupling ◽  
Rhodiola Rosea ◽  
Analysis Software ◽  
Nmr Data ◽  
Biological Studies ◽  
Spin Analysis ◽  
New Compounds

NMR- and MS-guided metabolomic mining for new phytoconstituents from a widely used dietary supplement, <i>Rhodiola rosea</i>, yielded two new (+)-myrtenol glycosides, <b>1</b> and <b>2</b>, and two new cuminol glycosides (<b>3</b> and <b>4</b>), along with three known analogues (<b>5</b>–<b>7</b>). The structures of the new compounds were determined by extensive spectroscopic analysis. Quantum Mechanics-driven <sup>1</sup>H iterative Full Spin Analysis (QM-HiFSA) decoded the spatial arrangement of the methyl groups in <b>1</b> and <b>2</b>, as well as other features not recognizable by conventional methods, including higher order spin-coupling effects. The application of QM-HiFSA will provide a definitive reference point for future phytochemical and biological studies of <i>R. rosea</i> as a resilience botanical. Application of a new NMR data analysis software package, CT, for QM-based iteration of NMR spectra is also discussed.

scholarly journals Sesquiterpenoids From the Antarctic Fungus Pseudogymnoascus sp. HSX2#-11

2021 ◽  
Vol 12 ◽  
Author(s):  
Ting Shi ◽  
Xiang-Qian Li ◽  
Li Zheng ◽  
Ya-Hui Zhang ◽  
Jia-Jia Dai ◽  
...  
Keyword(s):  
Pathogenic Fungi ◽  
Antibacterial Activities ◽  
Aeromonas Salmonicida ◽  
Systematic Research ◽  
Cytotoxic Activities ◽  
Hepg2 Cell Lines ◽  
New Compounds ◽  
The Antarctic ◽  
First Time ◽  
Hepatoma Hepg2

The fungal strains Pseudogymnoascus are a kind of psychrophilic pathogenic fungi that are ubiquitously distributed in Antarctica, while the studies of their secondary metabolites are infrequent. Systematic research of the metabolites of the fungus Pseudogymnoascus sp. HSX2#-11 led to the isolation of six new tremulane sesquiterpenoids pseudotremulanes A–F (1–6), combined with one known analog 11,12-epoxy-12β-hydroxy-1-tremulen-5-one (7), and five known steroids (8–12). The absolute configurations of the new compounds (1–6) were elucidated by their ECD spectra and ECD calculations. Compounds 1–7 were proved to be isomeride structures with the same chemical formula. Compounds 1/2, 3/4, 1/4, and 2/3 were identified as four pairs of epimerides at the locations of C-3, C-3, C-9, and C-9, respectively. Compounds 8 and 9 exhibited cytotoxic activities against human breast cancer (MDA-MB-231), colorectal cancer (HCT116), and hepatoma (HepG2) cell lines. Compounds 9 and 10 also showed antibacterial activities against marine fouling bacteria Aeromonas salmonicida. This is the first time to find terpenoids and steroids in the fungal genus Pseudogymnoascus.

scholarly journals neo-Clerodane Diterpenoids from Scutellaria galericulata

2014 ◽  
Vol 9 (3) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Petko I. Bozov ◽  
Plamen N. Penchev ◽  
Josep Coll
Keyword(s):  
Acetone Extract ◽  
Aerial Parts ◽  
Nmr Data ◽  
Clerodane Diterpenoids ◽  
New Compounds ◽  
First Time

Four neo-clerodane diterpenoids, neoajugapyrin A, scutegalerins A and B and scutecolumnin C have been isolated from the acetone extract of the aerial parts of Scutellaria galericulata. Neoajugapyrin A and scutecolumnin C are reported in this species for the first time, whereas scutegalerins A and B are new compounds. NMR data of neoajugapyrin A are discussed in detail to support the proposed revised structure of ajugapyrin A.

scholarly journals New Compounds from Leaves of Smallanthus sonchifolius

2009 ◽  
Vol 4 (9) ◽  
pp. 1934578X0900400
Author(s):  
Xiang Zheng ◽  
Gai Kuo ◽  
Dou De-Qiang ◽  
Kang Ting-Guo ◽  
Shi Yu-Yuan ◽  
...  
Keyword(s):  
Benzyl Alcohol ◽  
Spectral Data ◽  
Spectroscopic Analysis ◽  
Trienoic Acid ◽  
Octadecatrienoic Acid ◽  
Smallanthus Sonchifolius ◽  
New Compounds ◽  
First Time ◽  
Chemical Evidence

A new octadecatrienoic acid and a new benzyl glycoside, along with a known compound, were isolated from the leaves of Smallanthus sonchifolius. The structures of the two new compounds were elucidated as 13(R)-hydroxy-octadeca-(9E,11E,15Z)-trienoic acid (1) and benzyl alcohol 7-O-α-L-arabinopyranosyl(1″→2′)-β-D-glucopyranoside (2) on the basis of spectroscopic analysis and chemical evidence. The known compound was identified as 13(R)-hydroxy-octadeca-(9Z,11E,15Z)-trienoic acid (3) by comparison of its spectral data with that reported. Compound 3 was isolated for the first time from the title plant.

scholarly journals Microbial Transformation of neo-Clerodane Diterpenoid, Scutebarbatine F, by Streptomyces sp. CPCC 205437

2021 ◽  
Vol 12 ◽  
Author(s):  
Dewu Zhang ◽  
Xiaoyu Tao ◽  
Guowei Gu ◽  
Yujia Wang ◽  
Wenxia Zhao ◽  
...  
Keyword(s):  
Influenza A ◽  
Microbial Transformation ◽  
Cancer Cell Line ◽  
Antibacterial Activities ◽  
Positive Control ◽  
Cytotoxic Activities ◽  
Ionization Mass ◽  
Nmr Data ◽  
First Time ◽  
New Metabolites

Biotransformation of the neo-clerodane diterpene, scutebarbatine F (1), by Streptomyces sp. CPCC 205437 was investigated for the first time, which led to the isolation of nine new metabolites, scutebarbatine F1–F9 (2–10). Their structures were determined by extensive high-resolution electrospray ionization mass spectrometry (HRESIMS) and NMR data analyses. The reactions that occurred included hydroxylation, acetylation, and deacetylation. Compounds 2–4 and 8–10 possess 18-OAc fragment, which were the first examples of 13-spiro neo-clerodanes with 18-OAc group. Compounds 7–10 were the first report of 13-spiro neo-clerodanes with 2-OH. Compounds 1–10 were biologically evaluated for the cytotoxic, antiviral, and antibacterial activities. Compounds 5, 7, and 9 exhibited cytotoxic activities against H460 cancer cell line with inhibitory ratios of 46.0, 42.2, and 51.1%, respectively, at 0.3 μM. Compound 5 displayed a significant anti-influenza A virus activity with inhibitory ratio of 54.8% at 20 μM, close to the positive control, ribavirin.

scholarly journals Chemical constituents of the lichen Roccella sinensis growing in Binh Thuan province

2019 ◽  
Vol 2 (5) ◽  
pp. 63-67
Author(s):  
Huy Thuc Duong ◽  
Hao Xuan Bui
Keyword(s):  
Spectroscopic Analysis ◽  
Chemical Constituents ◽  
Human Lung Cancer ◽  
Cytotoxic Activities ◽  
Human Breast ◽  
Nmr Data ◽  
Liver Hepatocellular Carcinoma ◽  
First Time ◽  
Layer Chromatography ◽  
Mcf 7

The lichen Roccella sinensis has not been studied chemically. This research described the isolation and elucidation of compounds isolated from the lichen Roccella sinensis collected in Binh Thuan. Phytochemistry investigation of this lichen was carried out by using normal phase silica gel column chromatography and thin-layer chromatography. Six compounds was isolated. Their structures were established by extensively spectroscopic analysis as well as comparison with NMR data in the literatures. They are (+)-D-montagnetol (1), (+)-D-erythrin (2), lecanorin (3), 1-acetylerythritol (4), (E)-nostodione A (5), and 2,4-dihydroxyphthalide (6). This is the first time compounds 3 6 were found in the Roccella genus. Compounds 1, 2, and 6 were evaluated for their cytotoxic activities against HepG2 (liver hepatocellular carcinoma), NCI-H460 (human lung cancer), MCF-7 (human breast cancer), and HeLa (human epithelial cancer) and all of them showed no activity.

scholarly journals New Lupane-type Triterpenoid Saponins from Leaves of Oplopanax horridus (Devil's Club)

2010 ◽  
Vol 5 (7) ◽  
pp. 1934578X1000500
Author(s):  
Pei-Pei Liu ◽  
Mo Li ◽  
Ting-Guo Kang ◽  
De-Qiang Dou ◽  
David C Smith
Keyword(s):  
Spectral Data ◽  
Spectroscopic Analysis ◽  
Dioic Acid ◽  
Triterpenoid Saponins ◽  
Oplopanax Horridus ◽  
New Compounds ◽  
First Time ◽  
Chemical Evidence

Two new lupane type saponins, along with one known saponin were isolated from leaves of Oplopanax horridus (Devil's Club). The structures of the two new compounds were elucidated as 3α-hydroxy-lup-20(29)-ene-23, 28-dioic acid-3- O-β-D-glucopyranoside (2) and 24-nor-3-oxo-lup-20(29)-en-28-oic acid-28- O-α-L-rhamnopyranosyl(1″′→4′)-β-D-glucopyranosyl(1″→6′)-β-D-glucopyranoside (3) on the basis of spectroscopic analysis and chemical evidence. The known compound was identified as 3α-hydroxy-lup-20(29)-ene-23, 28-dioic acid (1) by comparison of its spectral data with those reported. Compound 1 was isolated for the first time from the title plant.

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