scholarly journals Massiliamide, a cyclic tetrapeptide with potent tyrosinase inhibitory properties from the Gram-negative bacterium Massilia albidiflava DSM 17472T

2020 ◽  
Author(s):  
Andri Frediansyah ◽  
Jan Straetener ◽  
Heike Brötz-Oesterhelt ◽  
Harald Gross
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Liquid Culture ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Negative Bacterium ◽  
Gram Negative ◽  
The Absolute ◽  
Potent Inhibitory Activity ◽  
Cyclic Tetrapeptide

AbstractA cyclic tetrapeptide, designated massiliamide, was isolated from the liquid culture of the Gram-negative bacterium Massilia albidiflava DSM 17472T. The structure was elucidated through extensive spectroscopic analysis, including HR-MS and 1D and 2D NMR experiments. The absolute configuration was determined using the Marfey´s method. Massiliamide showed potent inhibitory activity towards tyrosinase with an IC50 value of 1.15 µM and no cytotoxicity.

scholarly journals Antifouling Compounds from the Marine-Derived Fungus Aspergillus terreus SCSGAF0162

2015 ◽  
Vol 10 (6) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Xu-Hua Nong ◽  
Xiao-Yong Zhang ◽  
Xin-Ya Xu ◽  
Shu-Hua Qi
Keyword(s):  
Absolute Configuration ◽  
Aspergillus Terreus ◽  
Spectroscopic Analysis ◽  
Balanus Amphitrite ◽  
Antifouling Activity ◽  
The Absolute ◽  
Cyclic Tetrapeptide ◽  
Antifouling Compounds

A new cyclic tetrapeptide, asperterrestide B (1), and 11 known compounds (2–12) were isolated from a marine-derived fungus Aspergillus terreus SCSGAF0162. The structure of 1 was elucidated by spectroscopic analysis, and the absolute configuration of 1 was determined by Mosher ester and Marfey's methods. Compounds 4, 6, and 8 had potent antifouling activity against larvae of the barnacle Balanus amphitrite, with EC50 values of 17.1±1.2, 11.6±0.6, and 17.1±0.8 μg·mL-1, respectively.

scholarly journals Absolute Configuration of Cembrane Diterpenoids from Bursera multijuga

2014 ◽  
Vol 9 (9) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Juan D. Hernández-Hernández ◽  
Hugo A. García-Gutiérrez ◽  
Luisa U. Román-Marín ◽  
Yunuen I. Torres-Blanco ◽  
Carlos M. Cerda-García-Rojas ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Absolute Configuration ◽  
2D Nmr ◽  
Vibrational Circular Dichroism ◽  
Conformational Preference ◽  
X Ray Diffraction ◽  
X Ray ◽  
The Absolute ◽  
First Time ◽  
Good Agreement

The stems of Bursera multijuga afforded (-)-(1 S,3 E,7 R,8 R,11 E)-7,8-epoxycembra-3,11-dien-1-ol (1) and its acetate 2, together with cembrene A (3), nephthenol (4), and cembrenol (5). The structures of 1 and 2 were elucidated by 1D and 2D NMR, HRESIMS, and X-ray diffraction. The conformational preference of flexible 1 was studied by molecular modeling at the DFT B3LYP/DGDZVP level of theory. Good agreement between calculated and experimental vibrational circular dichroism curves established the absolute configuration of 1. This is the first time that cembrane derivatives have been isolated from the genus Bursera.

scholarly journals Colletinin A and 2,2″-Diepicolletinin A: Two New Bisflavan-3-ols from Rhododendron Collettianum

2008 ◽  
Vol 3 (5) ◽  
pp. 1934578X0800300
Author(s):  
Viqar Uddin Ahmad ◽  
Farman Ullah ◽  
Hidayat Hussain ◽  
Gilles Dujardin ◽  
Arnaud Martel ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
2D Nmr ◽  
Nmr Analysis ◽  
Relative Configuration ◽  
The Absolute

Two new bisflavan-3-ols, named colletinin A (1) and 2,2″-diepicolletinin A (2) have been isolated from Rhododendron collettianum. Their structures were determined by means of 1D and 2D NMR analysis, aided by HREIMS data. The relative configuration was determined by means of 1H-1H NOESY correlation but the absolute configuration could not be established.

scholarly journals Chaetolactone, A Skeletally New Cyclopentenone from Chaetomium sp. C521

2018 ◽  
Vol 13 (7) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Wen-Bo Han ◽  
He Li ◽  
Hui-Yi Zhou ◽  
Jia Meng ◽  
Jin-Ming Gao ◽  
...  
Keyword(s):  
Botrytis Cinerea ◽  
Absolute Configuration ◽  
Magnaporthe Oryzae ◽  
Spectroscopic Analysis ◽  
Alternaria Solani ◽  
Carbon Skeleton ◽  
The Absolute

Chaetolactone, a new polyketide with an unprecedented carbon skeleton, was constructed by Chaetomium sp. C521. Its structure was characterized by a combination of detailed spectroscopic analysis and ECD method, which facilitated the establishment of the absolute configuration for chaetolactone. The new compound was tested for anti-phytopathogenic activity against Botrytis cinerea, Alternaria solani, Gibberella saubinettii, and Magnaporthe oryzae, but exhibited negligible inhibition at a concentration of 20 μM.

scholarly journals Structure and Absolute Configuration of a Diterpenoid from Castanea mollissima

2010 ◽  
Vol 5 (1) ◽  
pp. 1934578X1000500
Author(s):  
Hui-Yuan Gao ◽  
Xiao-Bo Wang ◽  
Rong-Gang Xi ◽  
Bo-Hang Sun ◽  
Jian Huang ◽  
...  
Keyword(s):  
Spectral Analysis ◽  
Enzymatic Hydrolysis ◽  
Tumor Cells ◽  
Absolute Configuration ◽  
Inhibitory Activity ◽  
2D Nmr ◽  
Growth Inhibitory ◽  
Growth Inhibitory Activity ◽  
Castanea Mollissima ◽  
Hydrolysis Of

From the nuts of Castanea mollissima Blume, a new kauranoid diterpene glycoside, named mollioside (1), was isolated. Its structure was established as (4R, 5S, 6R, 8R, 9S, 10S, 13R, 16R) 17-O-β-D-glucopyranoside, ent-6,7-epoxy-6α-hydroxyl-6,7-secokaur-19-oic acid, 6, 19-lactone-16β, 17-diol on the basis of HR-FAB-MS, 1D, 2D-NMR and CD spectral analysis. The aglycone (1a, named mollissin), also as a new compound, was obtained after enzymatic hydrolysis of 1. Both compounds exhibited significant growth inhibitory activity on HeLa tumor cells, but no activity on A375-S2.

scholarly journals Use of Circular Dichroism to Determine the Absolute Configuration of a Pimarane Diterpenoid from the Southern African Sclerocroton integerrimus (Euphorbiaceae)

2014 ◽  
Vol 9 (8) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Vuyelwa J. Tembu ◽  
Moses K. Langat ◽  
Neil R. Crouch ◽  
Dulcie A. Mulholland
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
Stem Bark ◽  
Electronic Circular Dichroism ◽  
The Absolute ◽  
Circular Dichroïsm

From the stem bark and leaves of Sclerocroton integerrimus, eight compounds, including 17-hydroxy- ent-pimara-8(14),15-dien-3-one (1), were isolated. The structures of the compounds were determined on the basis of spectroscopic analysis. The absolute configuration of 17-hydroxy- ent-pimara-8(14),15-dien-3-one was confirmed from electronic circular dichroism studies.

scholarly journals Strychnuxinal, A New Alkaloid from Strychnos nux-blanda Fruits

2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Jirapast Sichaem ◽  
Santi Tip-Pyang ◽  
Kiattisak Lugsanangarm ◽  
Lien Do Thi My
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Previous Literature ◽  
Ache Inhibitory Activity ◽  
The Absolute

A new pyrrole alkaloid, strychnuxinal (1), along with ten known compounds (2–11) were isolated from the fruits of Strychnos nux-blanda. The structures of all the isolated compounds (1–11) were fully elucidated using spectroscopic data, as well as comparisons with the previous literature data. In addition, the absolute configuration of 1 at C-8 was determined by means of the ECD calculation. Moreover, all isolated compounds were evaluated for their acetylcholinesterase (AChE) inhibitory activity.

scholarly journals Struthiolanone: A Flavanone-Resveratrol Adduct from Struthiola Argentea

2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300
Author(s):  
Sloan Ayers ◽  
Deborah L. Zink ◽  
Robert Brand ◽  
Seef Pretorius ◽  
Dennis Stevenson ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Absolute Configuration ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Cd Spectrum ◽  
High Resolution Mass ◽  
The Absolute ◽  
Resolution Mass

Struthiolanone (1), a flavanone-resveratrol adduct, was isolated from Struthiola argentea. Its structure was determined by high-resolution mass spectrometry and 1D- and 2D-NMR spectroscopic techniques. The absolute configuration was determined by comparison of the CD spectrum of biflavonoids. This compound appears to be the first example of a flavanoid-stilbene adduct.

The CFTA Method: A Reliable Procedure for the Determination of the Absolute Configuration of Chiral Primary Amines by1H NMR Spectroscopic Analysis

2006 ◽  
Vol 45 (28) ◽  
pp. 4617-4619 ◽  
Author(s):  
Yoshio Takeuchi ◽  
Masaru Segawa ◽  
Hidehito Fujisawa ◽  
Kenji Omata ◽  
Siegfried N. Lodwig ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
Primary Amines ◽  
Reliable Procedure ◽  
The Absolute

The isolation, identification, and bioassay of the antifungal metabolites produced by Monocillium nordinii

1980 ◽  
Vol 26 (7) ◽  
pp. 766-773 ◽  
Author(s):  
William A. Ayer ◽  
Sing Ping Lee ◽  
Akihiko Tsuneda ◽  
Yasuyuki Hiratsuka
Keyword(s):  
Absolute Configuration ◽  
Liquid Culture ◽  
Dutch Elm Disease ◽  
Antifungal Metabolites ◽  
The Absolute ◽  
New Compounds

The metabolites produced when Monocillium nordinii (Bourchier) W. Gams, a destructive mycoparasite of pine stem rusts, is grown in liquid culture have been separated and identified. The metabolites include the known compound monorden (1) and five new substances, monocillin I (2), monocillin II (4), monocillin III (3), monocillin IV (5), and monocillin V (6). Structural assignments and chemical correlations of the five new compounds are reported and the absolute configuration of monorden is assigned. The antifungal spectra of the three major metabolites are reported. Monorden and monocillin I show pronounced activity against a wide variety of fungi, including Ceratocystis ulmi, the cause of Dutch elm disease. Extraction of the mycelium yielded averufin (13), along with a pigment C18H12O6, as yet unidentified.

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