Enzymology of Anthraquinone-γ-Pyrone Ring Formation in Complex Aromatic Polyketide Biosynthesis

2018 ◽  
Vol 57 (41) ◽  
pp. 13475-13479 ◽  
Author(s):  
Xian-Feng Hou ◽  
Yu-Jiao Song ◽  
Mei Zhang ◽  
Wenxian Lan ◽  
Song Meng ◽  
...  
2018 ◽  
Vol 130 (41) ◽  
pp. 13663-13667 ◽  
Author(s):  
Xian-Feng Hou ◽  
Yu-Jiao Song ◽  
Mei Zhang ◽  
Wenxian Lan ◽  
Song Meng ◽  
...  

Heterocycles ◽  
1994 ◽  
Vol 37 (3) ◽  
pp. 1705 ◽  
Author(s):  
Okan Tarhan ◽  
Cihangir Tanyeli ◽  
Ayhan S. Demir ◽  
�demir �arslan ◽  
Idris Mecidoglu

ChemInform ◽  
2010 ◽  
Vol 25 (43) ◽  
pp. no-no
Author(s):  
C. TANYELI ◽  
A. S. DEMIR ◽  
OE. OEZARSLAN ◽  
I. MECIDOGLU ◽  
O. TARHAN

2015 ◽  
Vol 6 (8) ◽  
pp. 5076-5085 ◽  
Author(s):  
H. Sucipto ◽  
J. H. Sahner ◽  
E. Prusov ◽  
S. C. Wenzel ◽  
R. W. Hartmann ◽  
...  

α-Pyrone rings exist in many polyketide synthase (PKS) derived natural products. We report the first in vitro reconstitution of α-pyrone ring formation by a type I PKS using chemically synthesized substrates.


Planta Medica ◽  
2007 ◽  
Vol 73 (09) ◽  
Author(s):  
RM Pádua ◽  
R Waibel ◽  
SP Kuate ◽  
PK Riedl ◽  
P Gmeiner ◽  
...  
Keyword(s):  

2020 ◽  
Vol 24 (4) ◽  
pp. 354-401 ◽  
Author(s):  
Keisham S. Singh

Marine natural products (MNPs) containing pyrone rings have been isolated from numerous marine organisms, and also produced by marine fungi and bacteria, particularly, actinomycetes. They constitute a versatile structure unit of bioactive natural products that exhibit various biological activities such as antibiotic, antifungal, cytotoxic, neurotoxic, phytotoxic and anti-tyrosinase. The two structure isomers of pyrone ring are γ- pyrone and α-pyrone. In terms of chemical motif, γ-pyrone is the vinologous form of α- pyrone which possesses a lactone ring. Actinomycete bacteria are responsible for the production of several α-pyrone compounds such as elijopyrones A-D, salinipyrones and violapyrones etc. to name a few. A class of pyrone metabolites, polypropionates which have fascinating carbon skeleton, is primarily produced by marine molluscs. Interestingly, some of the pyrone polytketides which are found in cone snails are actually synthesized by actinomycete bacteria. Several pyrone derivatives have been obtained from marine fungi such as Aspergillums flavus, Altenaria sp., etc. The γ-pyrone derivative namely, kojic acid obtained from Aspergillus fungus has high commercial demand and finds various applications. Kojic acid and its derivative displayed inhibition of tyrosinase activity and, it is also extensively used as a ligand in coordination chemistry. Owing to their commercial and biological significance, the synthesis of pyrone containing compounds has been given attention over the past years. Few reviews on the total synthesis of pyrone containing natural products namely, polypropionate metabolites have been reported. However, these reviews skipped other marine pyrone metabolites and also omitted discussion on isolation and detailed biological activities. This review presents a brief account of the isolation of marine metabolites containing a pyrone ring and their reported bio-activities. Further, the review covers the synthesis of marine pyrone metabolites such as cyercene-A, placidenes, onchitriol-I, onchitriol-II, crispatene, photodeoxytrichidione, (-) membrenone-C, lihualide-B, macrocyclic enol ethers and auripyrones-A & B.


2020 ◽  
Vol 17 (8) ◽  
pp. 922-945
Author(s):  
Andrés-Felipe Villamizar-Mogotocoro ◽  
Andrés-Felipe León-Rojas ◽  
Juan-Manuel Urbina-González

The five-membered oxacyclic system of furan-2(5H)-ones, commonly named as γ- butenolides or appropriately as Δα,β-butenolides, is of high interest since many studies have proven its bioactivity. During the past few years, Δα,β-butenolides have been important synthetic targets, with several reports of new procedures for their construction. A short compendium of the main different synthetic methodologies focused on the Δα,β-butenolide ring formation, along with selected examples of compounds with relevant biological activities of these promising pharmaceutical entities is presented.


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