scholarly journals Structure and synthesis of naturally occurring anhydrovitamin A2

1979 ◽  
Vol 177 (3) ◽  
pp. 791-799 ◽  
Author(s):  
A B Barua ◽  
K Verma ◽  
S R Das

The structure of naturally occurring anhydrovitamin A2 was elucidated as 3-hydroxyanhydroretinol from study of its u.v.–visible, i.r., n.m.r. and mass spectra. The structure has been confirmed by a chemical synthesis. Saccobranchus fossils, a freshwater fish, can convert 3-hydroxyretinol into 3-hydroxyanhydroretinol, which in turn is converted into-3-dehydroretinol. Chemical conversion of 3-hydroxyretinol into 3-dehydroretinol was also carried out.

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4762
Author(s):  
Daniel S. Grant ◽  
Jakaria Ahmed ◽  
Jason D. Whittle ◽  
Andrew Michelmore ◽  
Krasimir Vasilev ◽  
...  

If plasma polymer thin films are to be synthesised from sustainable and natural precursors of chemically heterogeneous composition, it is important to understand the extent to which this composition influences the mechanism of polymerisation. To this end, a well-studied monoterpene alcohol, terpinen-4-ol, has been targeted for a comparative study with the naturally occurring mix of terpenes (viz. Melaleuca alternifolia oil) from which it is commonly distilled. Positive ion mode mass spectra of both terpinen-4-ol and M. alternifolia oil showed a decrease in disparities between the type and abundance of cationic species formed in their respective plasma environments as applied plasma power was increased. Supplementary biological assay revealed the antibacterial action of both terpinen-4-ol and M. alternifolia derived coatings with respect to S. aureus bacteria, whilst cytocompatibility was demonstrated by comparable eukaryotic cell adhesion to both coatings. Elucidating the processes occurring within the reactive plasmas can enhance the economics of plasma polymer deposition by permitting use of the minimum power, time and precursor pre-processing required to control the extent of monomer fragmentation and fabricate a film of the desired thickness and functionality.


Marine Drugs ◽  
2019 ◽  
Vol 17 (2) ◽  
pp. 125 ◽  
Author(s):  
Siwen Niu ◽  
Xi-Xiang Tang ◽  
Zuowang Fan ◽  
Jin-Mei Xia ◽  
Chun-Lan Xie ◽  
...  

Five new (fusarisolins A–E, 1 to 5) and three known (6 to 8) polyketides were isolated from the marine-derived fungus Fusarium solani H918, along with six known phenolics (9 to 14). Their structures were established by comprehensive spectroscopic data analyses, methoxyphenylacetic acid (MPA) method, chemical conversion, and by comparison with data reported in the literature. Compounds 1 and 2 are the first two naturally occurring 21 carbons polyketides featuring a rare β- and γ-lactone unit, respectively. All isolates (1 to 14) were evaluated for their inhibitory effects against tea pathogenic fungus Pestalotiopsis theae and 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase gene expression. Compound 8 showed potent antifungal activity with an ED50 value of 55 μM, while 1, 8, 13, and 14 significantly inhibited HMG-CoA synthase gene expression.


1982 ◽  
Vol 60 (24) ◽  
pp. 3005-3010 ◽  
Author(s):  
Kelvin K. Ogilvie ◽  
Ukken O. Cheriyan ◽  
Bruno K. Radatus ◽  
Kendall O. Smith ◽  
Karen S. Galloway ◽  
...  

The chemical synthesis of 9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]guanine is described. This compound, known as BIOLF-62, is active against herpesviruses. This compound is a member of a novel class of nucleoside analogues which lack a rigid carbohydrate ring, but which possess all of the functional groups of naturally occurring deoxynucleosides.


1969 ◽  
Vol 113 (5) ◽  
pp. 837-841 ◽  
Author(s):  
L. Levenbook ◽  
R. P. Bodnaryk ◽  
T. F. Spande

1. A naturally occurring peptide, termed sarcophagine, has been isolated from larvae of the fleshfly Sarcophaga bullata. 2. The physicochemical properties of the natural peptide are identical with those of synthetic β-alanyl-l-tyrosine. 3. During larval growth the concentration of the dipeptide increases continuously; in the fully grown larva it is the predominant non-protein ninhydrin-positive material. 4. Sarcophagine is rapidly and extensively utilized at the time of hardening and darkening of the insect puparium. 5. By virtue of its much higher solubility than that of free tyrosine, the peptide may serve as a reservoir to provide large amounts of readily available tyrosine for subsequent puparium formation.


2020 ◽  
Vol 16 ◽  
pp. 1732-1739
Author(s):  
Giovanni Picca ◽  
Markus Probst ◽  
Simon M Langenegger ◽  
Oleg Khorev ◽  
Peter Bütikofer ◽  
...  

The chemical synthesis of molecular probes to identify and study membrane proteins involved in the biological pathway of protein glycosylation is described. Two short-chain glycolipid analogs that mimic the naturally occurring substrate mannosyl phosphoryl dolichol exhibit either photoreactive and clickable properties or allow the use of a fluorescence readout. Both probes consist of a hydrophilic mannose headgroup that is linked to a citronellol derivative via a phosphodiester bridge. Moreover, a novel phosphoramidite chemistry-based method offers a straightforward approach for the non-enzymatic incorporation of the saccharide moiety in an anomerically pure form.


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