1055-56-7

Usage

Uses

Used in Pharmaceutical Industry:
Bis(anhydro)aklavinone is used as an anti-tumor agent for its potential to inhibit the growth of certain cancer cells. Its anti-cancer properties make it a promising candidate for the development of novel therapeutics in oncology.
Used in Antibacterial Applications:
Bis(anhydro)aklavinone is used as an anti-bacterial agent due to its ability to exhibit antibacterial properties. This makes it a potential candidate for the development of new antibiotics to combat bacterial infections.
Used in Research and Development:
Bis(anhydro)aklavinone is used as a subject of study in research to better understand its mechanism of action and explore its potential therapeutic applications in various fields, including oncology and infectious diseases. Further studies are needed to fully elucidate its properties and maximize its potential in medical and pharmaceutical applications.

InChI:InChI=1/C22H16O6/c1-3-10-7-8-11-13(16(10)22(27)28-2)9-14-18(20(11)25)21(26)17-12(19(14)24)5-4-6-15(17)23/h4-9,23,25H,3H2,1-2H3

Upstream product

• 21179-19-1 7-deoxyaklavinone 
• 78821-96-2 methyl 9(R,S)-ethyl-4,6,9(R,S)-trihydroxy-5,12-dioxo-7,8,9,10-tetrahydronaphthacene-10(R,S)-carboxylate 
• 77825-05-9 3-Brommethyl-1-(2,2-dimethylpropionyloxy)-8-methoxy-2-(3-oxopentyl)-9,10-anthrachinon 
• 88365-17-7 9,10-Dihydro-4-hydroxy-5-methoxy-9,10-dioxo-3-(3-oxopentyl)-2-anthracenessigsaeure-methylester 
• 80173-04-2 c-2-Ethyl-1,2,3,4,6,11-hexahydro-t-2,5-dihydroxy-7-methoxy-6,11-dioxo-r-1-naphthacencarbonsaeure-methylester 
• 88365-11-1 3-(Acetoxymethyl)-1-(2,2-dimethylpropionyloxy)-8-methoxy-2-(3-oxopentyl)-9,10-anthrachinon 
• 88365-16-6 3-(2-Diazo-acetyl)-1-hydroxy-8-methoxy-2-(3-oxo-pentyl)-anthraquinone 
• 88365-15-5 9,10-Dihydro-4-hydroxy-5-methoxy-9,10-dioxo-3-(3-oxopentyl)-2-anthracencarbonsaeurechlorid 
• 88365-13-3 9,10-Dihydro-4-hydroxy-5-methoxy-9,10-dioxo-3-(3-oxopentyl)-2-anthracencarbonsaeure 
• 88365-12-2 1-Hydroxy-3-(hydroxymethyl)-8-methoxy-2-(3-oxopentyl)-9,10-anthrachinon 
• 186581-53-3 diazomethane 
• 138099-02-2 C₂₇H₃₀O₇Si 

Relevant academic research and scientific papers

Synthesis of (+/-)-aklavinone and (+/-)-auramycinone via electrondeficient o-quinonoid pyrones

Dehydration of the formyl acid 3 (R = H) with acetic anhydride in benzene at 80 deg C generates the quinonoid pyrone 4 which can be trapped with norbornadiene, N-phenylmaleimide and enol silyl ethers; the adduct 6 (R = Me, P = TES) and its 9-epimer 10 from 2-(triethylsilyloxy)propene are readily transformed into (+/-)-auramycinone 2 (R = Me) whilst those from 2-(triethylsilyloxy)buta-1,3-diene are readily converted into the methyl ethers 24, 25, 33 and 34 of which 24, 33 and 34 are known to be readily converted into (+/-)-aklavinone 2 (R = Et).

Epimer of 7-Deoxyaklavinone

The structure (9R,10S)-7-deoxyaklavinone (VII) was assigned to a minor metabolite isolated from Streptomyces coeruleorubidus on the basis of 1H-, 13C-NMR and CD spectra.Evidence that compounds II and VII, isomeric with 7-deoxyaklavinone, are natural compounds is presented.