26121-56-2

Usage

Uses

Used in Veterinary Medicine:
PICRASIN-B is used as a diagnostic agent for identifying and monitoring the presence of coccidiosis in animals, aiding in the early detection and treatment of this parasitic disease.
Used in Coccidiosis Treatment and Prevention:
PICRASIN-B is used as an antiprotozoal and antibacterial agent for controlling and preventing coccidiosis, a parasitic disease that affects the digestive tract of animals. Its effectiveness in treating and preventing this disease makes it a valuable chemical in veterinary medicine.
Used in Development of New Therapeutic Agents:
Due to its antiprotozoal and antibacterial properties, PICRASIN-B is used as a promising candidate for the development of new therapeutic agents in the field of veterinary medicine, offering potential solutions for treating various parasitic and bacterial infections in animals.

InChI:InChI=1/C21H28O6/c1-9-6-13(22)19(25)21(4)11(9)7-14-20(3)12(8-15(23)27-14)10(2)17(26-5)16(24)18(20)21/h9,11-14,18,22H,6-8H2,1-5H3/t9-,11+,12?,13+,14-,18?,20-,21+/m1/s1

Upstream product

• 76-78-8 quassin 
• 30315-04-9 Acetic acid (3aR,6aR,7aS,8R,10S,11aS,11bS,11cS)-2-methoxy-3,8,11a,11c-tetramethyl-1,5,11-trioxo-1,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-10-yl ester 
• 123834-86-6 (+)-2-deoxypicrasin B 
• 123834-73-1 1β,11β-diacetoxy-20-((phenoxythiocarbonyl)oxy)-16-methoxy-9β-picrasan-12-one 
• 123857-39-6 1β,11β-diacetoxy-16β-methoxy-9β-picrasan-12-one 
• 123834-84-4 1β,11β-diacetoxy-16α-methoxy-9β-picrasan-12-one 
• 26121-57-3 (+)-Δ²-picrasin B 
• 123834-87-7 (-)-2-bromo-2-deoxypicrasin 
• 123834-85-5 12,16α-dimethoxypicras-12-en-1,11-dione 
• 123834-66-2 12-hydroxy-16α-methoxypicras-12-en-1,11-dione 
• 127897-11-4 (3aR,5R,6aR,7aS,8R,11aS,11bS,11cS)-5-Hydroxy-2-methoxy-3,8,11a,11c-tetramethyl-3a,4,5,6a,7,7a,8,9,10,11a,11b,11c-dodecahydro-6-oxa-benzo[de]anthracene-1,11-dione 
• 123834-65-1 1β,11β-dihydroxy-16α-methoxy-9β-picrasan-12-one 
• 123834-86-6 2-deoxypicrasin B 
• 123834-84-4 Acetic acid (1R,3R,3aS,6aR,7aS,8R,11R,11aS,11bR,11cS)-11-acetoxy-5-methoxy-3,8,11a,11c-tetramethyl-2-oxo-hexadecahydro-6-oxa-benzo[de]anthracen-1-yl ester 

Downstream Products

• 26121-57-3 2,3-didehydropicrasin B 
• 30315-04-9 (-)-picrasin B acetate 
• 76-78-8 quassin 
• 26121-57-3 Δ²-picrasin B 
• 26121-57-3 (+)-Δ²-picrasin B 
• 76-78-8 quassin 
• 30315-04-9 Acetic acid (3aR,6aR,7aS,8R,10S,11aS,11bS,11cS)-2-methoxy-3,8,11a,11c-tetramethyl-1,5,11-trioxo-1,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-10-yl ester 

Relevant academic research and scientific papers

PICRANOSIDE-A, A NOVEL QUASSINOID GLUCOSIDE FROM PICRASMA AILANTHOIDES PLANCHON

A novel quassinoid glucoside picrasinoside-A was isolated from Picrasma ailanthoides PLANCHON and the structure was established from spectral data, chemical transformations into picrasin B and quassin, and enzyme hydrolysis.The aglycon picrasin B showed a significant clastogenic activity in cell cultures of Don lung cells of Chinese hamster.

A PARTIAL SYNTHESIS OF PICRASIN B AND Δ2-PICRASIN B1

The regioselective reductive demethylation of the O-methyldiosphenol functionality in the A ring of quassin (3) with chlorotrimethylsilane and sodium iodide furnished picrasin B (1).Swern oxidation of 1 furnished Δ2-picrasin B (2), and O-methylation of 2 regenerated quassin (3).

A Partial Synthesis of (-)-Shinjulactone H from (+)-Quassin

A partial synthesis of (-)-shinjulactone H (3) from (+)-quassin (1) required the selective manipulation of two similar O-methyldiosphenol groups.Protection of the δ-lactone in 1 as an ortho ester, selective reduction of the C-1 carbonyl group, hydrolysis of the resulting enol ether in the A ring, and catalytic hydrogenation of the O-methyldiosphenol in the C ring delivered an intermediate possessing an α-ketol group in the A ring and an α-methoxy ketone group in the C ring.Demethylation and concomitant α-ketol tautomerization in the A ring delivered (-)-shinjulactone H (3).

An Enantioselective Synthesis of (+)-Picrasin B, (+)-Δ2-Picrasin B, and (+)-Quassin from the R-(-) Enantiomer of the Wieland-Miescher Ketone

An enantioselective total synthesis of (+)-picrasin B (1), (+)-Δ2-picrasin B (11), and (+)-quassin (12) from the R-(-) enantiomer of the Wieland-Miescher ketone (3) employed an A-AB-ABC-ABCD sequence to assemble the tetracyclic skeleton.The cru

AN ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-PICRASIN B1

An enantioselective total synthesis of (+)-picrasin B (1) from the R-(-)-enantiomer of the Wieland-Miescher ketone (4) employed an A-AB-ABC-ABCD sequence to assemble the tetracyclic skeleton and relied upon a free radical cyclization of an α-bromoacetal to an enone in order to introduce the D ring and a manganese(III) acetate oxidation of a tricyclic enone intermediate in order to introduce the C-11 oxygen substituent.