5-(1,2,3,4-Tetrahydroxybutyl)-2-methylfuran-3-carbohydrazide (
2) was condensed with a variety of ketones to afford carbohydrazide derivatives
3–
6. Acetylation of
3–
5 afforded the acetyl derivatives
7–
9, while periodate oxidation of
3–
6 afforded the formyl derivatives
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5-(1,2,3,4-Tetrahydroxybutyl)-2-methylfuran-3-carbohydrazide (
2) was condensed with a variety of ketones to afford carbohydrazide derivatives
3–
6. Acetylation of
3–
5 afforded the acetyl derivatives
7–
9, while periodate oxidation of
3–
6 afforded the formyl derivatives
10–
13. Acid catalyzed condensation of thiosemicarbazide or
o-tolylthiosemicarbazide with the prepared aldehydes
10–
12 gave thiosemicarbazone derivatives
14–
19. Cyclization of the latter with acetic anhydride afforded 4,5-dihydro-1,3,4-thiadiazolyl derivatives
20–
25. On the other hand, condensation of
p-tosylhydrazine with the prepared aldehydes
10–
12 afforded
p-tosylhydrazone derivatives
26–
28. Cyclization of
26–
28 with acetic anhydride afforded 1,2,3,4-oxathiadiazole derivatives
29–
31 respectively. Moreover, the obtained results regarding to the effect of some of the prepared compounds on tyrosinase enzyme showed that the majority of these compounds having an inhibitory effect; especially compounds
12,
16,
17, and
28.
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