scholarly journals Clerodane-type Diterpene Glycosides from Dicranopteris pedata

2021 ◽  
Author(s):  
Bei-Bei Gao ◽  
Yu-Fei Ou ◽  
Qin-Feng Zhu ◽  
Zhi-Ping Zhou ◽  
Zhen-Tao Deng ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
Addition Compound ◽  
Inhibitory Activities ◽  
The Absolute ◽  
Mcf 7

AbstractThree new clerodane-type diterpene glycosides, (5R,6S,8R,9S,10R)-6-O-[β-d-glucopyranosyl-(1 → 4)-α-l-rhamnopyranosyl]cleroda-3,13(16),14-diene (1), (5R,6S,8R,9S,10R,13S)-6-O-[β-d-glucopyranosyl-(1 → 4)-α-l-rhamnopyranosyl]-2-ox-oneocleroda-3,13-dien-15-ol (2), (5R,6S,8R,9S,10R)-6-O-[β-d-glucopyranosyl-(1 → 4)-α-l-rhamnopyranosyl]-(13E)-2-oxoneocleroda-3,14-dien-13-ol (3), together with two known compounds 4 and 5 were isolated from Dicranopteris pedata. The structures of these compounds were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 2 was determined by ECD calculations. In addition, compound 1 exhibited weak inhibitory activities against SMMC-7721, MCF-7 and SW480. Graphic Abstract

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 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 Fast Detection of Two Smenamide Family Members Using Molecular Networking

Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 618 ◽  
Author(s):  
Alessia Caso ◽  
Germana Esposito ◽  
Gerardo Della Sala ◽  
Joseph R. Pawlik ◽  
Roberta Teta ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Cell Lines ◽  
Absolute Configuration ◽  
Antiproliferative Activity ◽  
Spectroscopic Analysis ◽  
Alkyl Chain ◽  
Molecular Networking ◽  
New Members ◽  
Fast Detection ◽  
Mcf 7

Caribbean sponges of the genus Smenospongia are a prolific source of chlorinated secondary metabolites. The use of molecular networking as a powerful dereplication tool revealed in the metabolome of S. aurea two new members of the smenamide family, namely smenamide F (1) and G (2). The structure of smenamide F (1) and G (2) was determined by spectroscopic analysis (NMR, MS, ECD). The relative and the absolute configuration at C-13, C-15, and C-16 was determined on the basis of the conformational rigidity of a 1,3-disubstituted alkyl chain system (i.e., the C-12/C-18 segment of compound (1). Smenamide F (1) and G (2) were shown to exert a selective moderate antiproliferative activity against cancer cell lines MCF-7 and MDA-MB-231, while being inactive against MG-63.

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 A New Tocopherol Derivative and Cytotoxicity from the Leaves of Dalbergia velutina

2018 ◽  
Vol 13 (12) ◽  
pp. 1934578X1801301
Author(s):  
Sutin Kaennakam ◽  
Thammarat Aree ◽  
Kitiya Rassamee ◽  
Pongpun Siripong ◽  
Santi Tip-pyang
Keyword(s):  
Nmr Spectroscopy ◽  
Cell Lines ◽  
Cancer Cell ◽  
Spectroscopic Analysis ◽  
Cancer Cell Lines ◽  
The Absolute ◽  
Ht 29 ◽  
Mcf 7

A new tocopherol derivative, named (+)-α-tocuspirone (1), along with eleven known compounds, including six tocopherol derivatives (2–7) and five triterpenes (8–12) were isolated from the leaves of Dalbergia velutina. Their structures were determined by spectroscopic analysis especially NMR spectroscopy. The absolute configurations of 1 and 2 were assigned by NOESY experiments and ECD calculations. All isolated compounds were evaluated for their cytotoxicity against five cancer cell lines (KB, HeLa S-3, HT-29, MCF-7 and HepG-2). Dioslupecin A (10) showed potent cytotoxicity against all the five cancer cell lines with IC50 values in the range of 0.28–2.05 μM. In addition, caffeoxylupeol (12) showed potent cytotoxicity against KB cell with an IC50 value of 2.28 μM.

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 structure and partial synthesis of imbricatine, a benzyltetrahydroisoquinoline alkaloid from the starfish Dermasterias imbricata

1991 ◽  
Vol 69 (1) ◽  
pp. 20-27 ◽  
Author(s):  
David L. Burgoyne ◽  
Shichang Miao ◽  
Charles Pathirana ◽  
Raymond J. Andersen ◽  
William A. Ayer ◽  
...  
Keyword(s):  
Key Words ◽  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
Chemical Degradation ◽  
Model Compounds ◽  
Partial Synthesis ◽  
The Absolute

The structure of imbricatine (1), a cytotoxic metabolite of the starfish Dermasterias imbricata, has been determined by spectroscopic analysis and chemical degradation. Synthesis of model compounds 7 and 18 provided evidence for the absolute configuration and constitution of the benzyltetrahydroisoquinoline substructure of imbricatine. Key words: imbricatine, asteroid, alkaloid.

scholarly journals New Isochromane Derivatives from the Mangrove Fungus Aspergillus ustus 094102

2015 ◽  
Vol 10 (12) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Peipei Liu ◽  
Cong Wang ◽  
Zhenyu Lu ◽  
Tonghan Zhu ◽  
Kui Hong ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
Fermentation Broth ◽  
Dpph Radical ◽  
Etoac Extract ◽  
Aspergillus Ustus ◽  
The Absolute ◽  
New Compounds

Four new isochromane derivatives (1–4) along with the known peniciphenol (5) and ( R)-2-(hydroxymethyl)-3-(2-hydroxypropyl)phenol (6) were isolated from the EtOAc extract of the fermentation broth of the mangrove fungus, Aspergillus ustus 094102. The structures of the new compounds including the absolute configuration were elucidated on the basis of spectroscopic analysis, CD and ECD calculation. Compounds 1 and 2 exhibited α-glucosidase inhibition and anti-oxidation against DPPH radical with IC50 values of 1.4 mM and 25.7 μM, respectively.

scholarly journals Fast Detection of Two Smenamide Family-Members Using Molecular Networking

2019 ◽  
Author(s):  
Alessia Caso ◽  
Germana Esposito ◽  
Gerardo Della Sala ◽  
Joseph R. Pawlik ◽  
Roberta Teta ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Cell Lines ◽  
Absolute Configuration ◽  
Antiproliferative Activity ◽  
Spectroscopic Analysis ◽  
Alkyl Chain ◽  
Molecular Networking ◽  
New Members ◽  
Fast Detection ◽  
Mcf 7

Caribbean sponges of the genus Smenospongia are a prolific source of chlorinated secondary metabolites. The use of molecular networking as a powerful dereplication tool revealed the presence in the metabolome of S. aurea of two new members of the smenamide family, namely smenamide F (1) and G (2). The structure of smenamide F (1) and G (2) was determined by spectroscopic analysis (NMR, MS, ECD). The relative and the absolute configuration at C-13, C-15, and C-16 was determined on the basis of the conformational rigidity of a 1,3-disubstituted alkyl chain system (i.e. the C-12/C-18 segment of compound 1). Smenamide F (1) and G (2) were shown to exert a selective moderate antiproliferative activity against cancer cell lines MCF-7 and MDA-MB-231, while being inactive against MG-63.

scholarly journals New Metabolites From the Endophytic Fungus Cercophora samala Associated With Mitragyna inermis

2021 ◽  
Vol 16 (5) ◽  
pp. 1934578X2110132
Author(s):  
Erik Donfack Vouffo ◽  
Clovis Douanla-Meli ◽  
Angelbert Fusi Awantu ◽  
Bruno Ndjakou Lenta ◽  
Sylvère Ngouela ◽  
...  
Keyword(s):  
Natural Products ◽  
Dft Calculations ◽  
Absolute Configuration ◽  
Endophytic Fungus ◽  
Spectroscopic Data ◽  
Spectroscopic Analysis ◽  
The Absolute ◽  
New Metabolites ◽  
Mitragyna Inermis

Two new natural products, mitrafungidione (1) elucidated as prototrop-isomers of ( R-3-acetyl-5-ethyl-4-hydroxy-5 H-furan-2-one, and maristachone F (2a), elucidated as 5-(1-hydroxyethyl)-4-(hydroxymethyl)-3-methoxy-2-methylphenol, together with 5 known compounds have been isolated from the solid cultures of an endophytic fungus associated with Mitragyna inermis (Rubiaceae) and identified as Cercophora samala. The structures of these compounds were elucidated by detailed spectroscopic analysis and by comparison of their spectroscopic data with those reported in the literature. The absolute configuration of 1 and 2a were determined by extensive DFT calculations.

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