scholarly journals Structure and Absolute Configuration of Secondary Metabolites from Two Strains of Streptomyces chartreusis Associated with Attine Ants

Author(s):  
Humberto Ortega ◽  
João Batista ◽  
Weilan Melo ◽  
Gabriela de Paula ◽  
Mônica Pupo
Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 618 ◽  
Author(s):  
Alessia Caso ◽  
Germana Esposito ◽  
Gerardo Della Sala ◽  
Joseph R. Pawlik ◽  
Roberta Teta ◽  
...  

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.


2016 ◽  
Vol 69 (8) ◽  
pp. 925 ◽  
Author(s):  
Rudi Hendra ◽  
Paul A. Keller

The first reported phytochemical studies on two species of flowers in Australia enabled the identification of six secondary metabolites from Illawarra flame tree flower (Brachychiton acerifolius) and seven secondary metabolites from the flowers of the Alstonville (Tibouchina lepidota). Pelargonidin 3-(6-coumarylglucoside)-5-(6-acetylglucoside) was found to be responsible for the red colour of B. acerifolius, whereas malvidin 3-(coumarylglucoside)-5-(acetylxyloside) was responsible for the purple colour of (T. lepidota) flowers. (2S)-4,5-Dihydroxyflavanone 7-O-β-d-glucuronide methyl ester was isolated for the first time from B. acerifolius, and its absolute configuration was determined by circular dichroism spectroscopy. Some of the traditional uses of B. acerifolius could also be correlated with the known activity of the isolated metabolites.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 483 ◽  
Author(s):  
Pei Qiu ◽  
Zhaoming Liu ◽  
Yan Chen ◽  
Runlin Cai ◽  
Guangying Chen ◽  
...  

Four new metabolites, asperchalasine I (1), dibefurin B (2) and two epicoccine derivatives (3 and 4), together with seven known compounds (5–11) were isolated from a mangrove fungus Mycosphaerella sp. SYSU-DZG01. The structures of compounds 1–4 were established from extensive spectroscopic data and HRESIMS analysis. The absolute configuration of 1 was deduced by comparison of ECD data with that of a known structure. The stereostructures of 2–4 were further confirmed by single-crystal X-ray diffraction. Compounds 1, 8 and 9 exhibited significant α-glucosidase inhibitory activity with IC50 values of 17.1, 26.7 and 15.7 μM, respectively. Compounds 1, 4, 6 and 8 showed antioxidant activity by scavenging DPPH· with EC50 values ranging from 16.3 to 85.8 μM.


2019 ◽  
Vol 14 (10) ◽  
pp. 1934578X1987890
Author(s):  
Zhang-Gui Ding ◽  
Jian-Hai Ding ◽  
Jiang-Yuan Zhao ◽  
Ming-Gang Li ◽  
Dong-Bao Hu ◽  
...  

A new phenylspirodrimane derivative, stachartin F (1), and 2 known secondary metabolites stachybonoid E (2) and stachybonoid F (3) were isolated from cultures of the tin mine tailings-associated fungus Stachybotrys chartarum YIM DT 10079. Their structures were determined with the help of extensive spectroscopic analyses and absolute configuration of compound 1 was rationalized by quantum chemical calculations of the electronic circular dichroism spectra.


2007 ◽  
Vol 2007 (19) ◽  
pp. 3206-3211 ◽  
Author(s):  
Karsten Krohn ◽  
Umar Farooq ◽  
Ulrich Flörke ◽  
Barbara Schulz ◽  
Siegfried Draeger ◽  
...  

Author(s):  
Alessia Caso ◽  
Germana Esposito ◽  
Gerardo Della Sala ◽  
Joseph R. Pawlik ◽  
Roberta Teta ◽  
...  

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.


2016 ◽  
Vol 11 (9) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Larisa K. Shubina ◽  
Tatyana N. Makarieva ◽  
Vladimir A. Denisenko ◽  
Pavel S. Dmitrenok ◽  
Sergey A. Dyshlovoy ◽  
...  

As a result of the first study on secondary metabolites from the cosmopolitan bioluminescent marine tube polychaete Chaetopterus variopedatus, a new bicyclic guanidine alkaloid, 6- epi-monanchorin (1), along with the previously known monanchorin (2) were isolated. The structure of 1 was elucidated by spectroscopic and chemical methods, including a cleavage of the C1–O7 bond to obtain a secondary alcohol (3), which was used to determine the absolute configurations by Mosher's method. It was found that 1 and 2 were mainly accumulated in a secreted mucus special organ of the worm (food net), where green and blue-green microalgae were detected. A biosynthetic pathway to 6- epi-monanchorin and monanchorin from dietary polyenic fatty acid precursors was proposed.


2020 ◽  
Vol 34 (1) ◽  
pp. 135-140
Author(s):  
Japheth O. Ombito ◽  
Gomotsang Bojase ◽  
Runner R.T. Majinda ◽  
Ishmael B. Masesane ◽  
Anja Schüffler ◽  
...  

Phytochemical investigation on the root wood of Erythrina sacleuxii (Leguminosae) led to the isolation of nine secondary metabolites (1-9). Compound 1 was isolated from the genus Erythrina for the first time. The pure compounds were identified on the basis of comprehensive spectroscopic and spectrometric analyses, while their absolute configurations were determined based on chiroptical measurements. Compounds 5 and 6 showed weak antifungal activity against Pyricularia oryzae with MIC values of 20 µg/mL.   Bull. Chem. Soc. Ethiop. 2020, 34(1), 135-140. DOI: https://dx.doi.org/10.4314/bcse.v34i1.12


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