13040-46-5

Usage

Uses

Paulownine portrays anti-inflammatory effects by suppressing expression of iNOS and TNF.

InChI:InChI=1/C20H18O7/c21-20-8-23-18(11-1-3-14-16(5-11)26-9-24-14)13(20)7-22-19(20)12-2-4-15-17(6-12)27-10-25-15/h1-6,13,18-19,21H,7-10H2/t13-,18-,19-,20-/m1/s1

Upstream product

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• 331686-47-6 (2S,3S,4R)-4-hydroxy-2-(3,4-methylenedioxyphenyl)-3-[(3,4-methylenedioxyphenyl)methoxymethyl]tetrahydrofuran 
• 495-76-1 piperonol 
• 120-57-0 piperonal 
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Relevant academic research and scientific papers

Improved procedure for the enantiometric synthesis of 1-hydroxy/acetoxy-2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans: Total syntheses of (+)-paulownin, (+)-phrymarin I and (+)-phrymarin II

Short enantiomeric syntheses of the 1-hydroxy/ acetoxy-3,7-dioxabicyclo[3.3.0]octane lignans, (+)-paulownin, and (+)-phrymarin I and II, were accomplished by starting from the chiral synthon, (R)-(+)-3-hydroxybutanolide, and employing photocyclization as the key step.

Total synthesis of (+)-paulownin

(+)-Paulownin, a furofuran lignan from Paulownia tomentosa, was stereoselectively synthesized from (R)-(+)-3-hydroxybutanolide in 12 steps with a yield of 4.4%.