Chemistry and biology of vitamin B6. 33. General method for modifying the 2-methyl group of pyridoxol. Synthesis and biological activity of 2-vinyl- and 2-ethynylpyridoxols and related compounds

1973 ◽  
Vol 16 (10) ◽  
pp. 1096-1101 ◽  
Author(s):  
W. Korytnyk ◽  
S. C. Srivastava ◽  
N. Angelino ◽  
P. G. G. Potti ◽  
B. Paul
Keyword(s):  
Biological Activity ◽  
Vitamin B6 ◽  
Methyl Group ◽  
Related Compounds ◽  
General Method

Cytosporones and Related Compounds, A Review: Isolation, Biosynthesis, Synthesis and Biological Activity of Promising Fungal Resorcinolic Lipids

2015 ◽  
Vol 12 (5) ◽  
pp. 618-638 ◽  
Author(s):  
Alisson Meza ◽  
Edson Anjos dos Santos ◽  
Roberto Silva Gomes ◽  
Dênis de Lima ◽  
Adilson Beatriz
Keyword(s):  
Biological Activity ◽  
Resorcinolic Lipids ◽  
Related Compounds

The Pyrolytic Rearrangement of 1-Alkynoyl-3-methylpyrazoles: Synthesis of Pyrazolo[1,5-a]pyridin-5-ols and Related Compounds

1994 ◽  
Vol 47 (6) ◽  
pp. 991 ◽  
Author(s):  
RFC Brown ◽  
FW Eastwood ◽  
GD Fallon ◽  
SC Lee ◽  
RP Mcgeary
Keyword(s):  
Carbon Chain ◽  
Ring Structure ◽  
High Yield ◽  
Methyl Group ◽  
X Ray ◽  
X Ray Crystallography ◽  
Flash Vacuum Pyrolysis ◽  
Vacuum Pyrolysis ◽  
Fused Ring ◽  
Related Compounds

Flash vacuum pyrolysis of 1-(alkyn-2′-oyl)-3-methylpyrazoles at 650°/0.03 mm forms pyrazolo[1,5-a]pyridin-5-ols, often in high yield, which may bear substituents at C2, C3 or C7. In the absence of a 3-methyl group in the precursor, N-ethynylpyrazoles are formed in low yield. The formation of both types of product is interpreted as involving 3-(N-pyrazolyl)propadienones formed by N1 → N2 migration of the N-alkynoyl group with inversion of the three-carbon chain. The fused-ring structure of 2-methylpyrazolo[1,5-a]pyridin-5-ol (25) was established by X-ray crystallography of the O-benzoyl derivative (27).

scholarly journals Az ösztrogénmetabolom biológiai és klinikai jelentősége lokális folyamatokban

2017 ◽  
Vol 158 (24) ◽  
pp. 929-937
Author(s):  
Krisztián Kovács ◽  
Barna Vásárhelyi ◽  
Katalin Mészáros ◽  
Attila Patócs ◽  
Gellért Karvaly
Keyword(s):  
Biological Activity ◽  
Clinical Significance ◽  
Physiological Role ◽  
Tissue Homeostasis ◽  
Diagnostic Significance ◽  
Peripheral Tissues ◽  
Breakdown Process ◽  
Specific Manner ◽  
Related Compounds

Abstract: Considerable knowledge has been gathered on the physiological role of estrogens. However, fairly little information is available on the role of compounds produced in the breakdown process of estrone and estradiol wich may play a role in various diseases associated with estrogen impact. To date, approximately 15 extragonadal estrogen-related compounds have been identified. These metabolites may exert protective, or, instead, pro-inflammatory and/or pro-oncogenic activity in a tissue-specific manner. Systemic and local estrogen metabolite levels are not necesserily correlated, which may promote the diagnostic significance of the locally produced estrogen metabolites in the future. The aim of the present study is a bibliographic review of the extragonadal metabolome in peripheral tissues, and to highlight the role of the peripheral tissue homeostasis of estrogens as well as the non-hormonal biological activity and clinical significance of the estrogen metabolome. Orv Hetil. 2017; 158(24): 929–937.

Hitting a Moving Target: How Does anN-Methyl Group Impact Biological Activity?

ChemMedChem ◽  
2016 ◽  
Vol 11 (8) ◽  
pp. 881-892 ◽  
Author(s):  
Yen Chin Koay ◽  
Nicole L. Richardson ◽  
Samantha S. Zaiter ◽  
Jessica Kho ◽  
Sheena Y. Nguyen ◽  
...  
Keyword(s):  
Biological Activity ◽  
Moving Target ◽  
Methyl Group

scholarly journals Evidence that the metabolite repair enzyme NAD(P)HX epimerase has a moonlighting function

2018 ◽  
Vol 38 (3) ◽  
Author(s):  
Thomas D. Niehaus ◽  
Mona Elbadawi-Sidhu ◽  
Lili Huang ◽  
Laurence Prunetti ◽  
Jesse F. Gregory ◽  
...  
Keyword(s):  
Vitamin B6 ◽  
Weakly Bound ◽  
E Coli ◽  
Essentially Normal ◽  
Metabolite Repair ◽  
Mutant Cells ◽  
Dehydratase Activity ◽  
Related Compounds

NAD(P)H-hydrate epimerase (EC 5.1.99.6) is known to help repair NAD(P)H hydrates (NAD(P)HX), which are damage products existing as R and S epimers. The S epimer is reconverted to NAD(P)H by a dehydratase; the epimerase facilitates epimer interconversion. Epimerase deficiency in humans causes a lethal disorder attributed to NADHX accumulation. However, bioinformatic evidence suggest caution about this attribution by predicting that the epimerase has a second function connected to vitamin B6 (pyridoxal 5′-phosphate and related compounds). Specifically, (i) the epimerase is fused to a B6 salvage enzyme in plants, (ii) epimerase genes cluster on the chromosome with B6-related genes in bacteria, and (iii) epimerase and B6-related genes are coexpressed in yeast and Arabidopsis. The predicted second function was explored in Escherichia coli, whose epimerase and dehydratase are fused and encoded by yjeF. The putative NAD(P)HX epimerase active site has a conserved lysine residue (K192 in E. coli YjeF). Changing this residue to alanine cut in vitro epimerase activity by ≥95% but did not affect dehydratase activity. Mutant cells carrying the K192A mutation had essentially normal NAD(P)HX dehydratase activity and NAD(P)HX levels, showing that the mutation had little impact on NAD(P)HX repair in vivo. However, these cells showed metabolome changes, particularly in amino acids, which exceeded those in cells lacking the entire yjeF gene. The K192A mutant cells also had reduced levels of ‘free’ (i.e. weakly bound or unbound) pyridoxal 5'-phosphate. These results provide circumstantial evidence that the epimerase has a metabolic function beyond NAD(P)HX repair and that this function involves vitamin B6.

Chemical structure and biological activity of hormones and related compounds

2007 ◽  
pp. 405-489
Author(s):  
K. Bankowski ◽  
D. Brandenburg ◽  
D. Gillessen ◽  
U. Ludescher ◽  
M. Manning ◽  
...  
Keyword(s):  
Biological Activity ◽  
Chemical Structure ◽  
Related Compounds

Chemical structure and biological activity of hormones and related compounds

2007 ◽  
pp. 427-493
Author(s):  
A. Bodanszky ◽  
M. Bodanszky ◽  
D. Brandenburg ◽  
D. Gillessen ◽  
U. Ludescher ◽  
...  
Keyword(s):  
Biological Activity ◽  
Chemical Structure ◽  
Related Compounds
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