Dergi makalesi Açık Erişim
Aydin, Gokay; Coban, Canan cakir; Kurbanoglu, N. Izzet; Turk, Mustafa; Baran, Arif
{
"DOI": "10.1016/j.bioorg.2024.108078",
"abstract": "<p>In this study, Diels-Alder reaction was performed to sulfolene and endo/exo-diacetate compounds. After a series of reactions, new conduritol A and F analogs containing oxo-bridge and naphthalene rings in their structures were synthesized. To the starting compound, bromination, elimination, singlet oxygen reaction, acetylation, selective oxidation with osmium tetroxide (OsO4), and m-chloroperbenzoic acid (m-CPBA), re-acetylation, and finally hydrolysis of the compounds by NH3(g)/MeOH reactions were carried out. 1 H NMR, 13 C NMR, IR, and elemental analysis elucidated the structures of all synthesized compounds. The alpha, (1-glucosidase, and alpha-amylase inhibitory potentials of the new polycyclitols, conduritol A and F analogs, were examined for biological activity. Also, enzyme kinetic studies of well-active compounds were carried out. Compound 30 showed the best inhibition activity against alpha, (1-glucosidase, and alpha-amylase enzymes. Compound 28a showed the best activity against L929 and Capan-1 cell lines, and compound 22 showed the best activity against the A549 fibroblast cell line. Moreover, hemolysis (ASTM F756 standard) and genotoxicity test results were recorded.</p>",
"author": [
{
"family": "Aydin",
"given": " Gokay"
},
{
"family": "Coban",
"given": " Canan cakir"
},
{
"family": "Kurbanoglu",
"given": " N. Izzet"
},
{
"family": "Turk",
"given": " Mustafa"
},
{
"family": "Baran",
"given": " Arif"
}
],
"container_title": "BIOORGANIC CHEMISTRY",
"id": "282971",
"issued": {
"date-parts": [
[
2025,
1,
1
]
]
},
"page": "23",
"title": "Acquiring stereospecific new pseudosugars: Obtaining<i> rac</i>-decahydro-1,4-epoxynaphthalene-2,3,5,6,7,8-hexaols from the Diels-Alder reaction and investigating their biological effects",
"type": "article-journal",
"volume": "154"
}
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