125638-34-8

Basic information

• Product Name: (+)-medioresinol
• Synonyms: (+)-medioresinol
• CAS NO: 125638-34-8
• Molecular Weight: 388.417
• Mol File: 125638-34-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (+)-medioresinol(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-medioresinol(125638-34-8)
• EPA Substance Registry System: (+)-medioresinol(125638-34-8)

Safety Data

• Hazardous Substances Data: 125638-34-8(Hazardous Substances Data)

Upstream product

• 458-35-5 coniferol 
• 20675-96-1 Syringenin 
• 6527-32-8 4-(benzyloxy)-3,5-dimethoxybenzaldehyde 
• 123195-63-1 4-benzyloxy-3-methoxybenzaldehyde-bis-phenylthioacetal 
• 1292294-24-6 (-)-(7R,7′R,7″R,8S,8′S,8″S)-4′,4″-dihydroxy-3,3′,3″,5-tetramethoxy-7,9′:7′,9-diepoxy-4,8″-oxy-8,8′-sesquineolignan-7″,9″-diol 
• 1292294-23-5 (?)-(7R,7′R,7″R,8S,8′S,8″S)-4′,4″-dihydroxy-3,3′,3″,5-tetramethoxy-7,9′; 7′,9-diepoxy-4,8″-oxy-8,8′-sesquineolignan-7″,9″-diol 
• 1428768-22-2 2,6-dimethoxy-4-[(1S,3aR,4S,6aR)-4-(3-methoxy-4-{[(2Z)-2-methylbut-2-enoyl]oxy}phenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]phenyl (2Z)-2-methylbut-2-enoate 
• 97399-82-1 hedyotol-C 
• 97400-05-0 hedyotol-C tetraacetate 
• 67-64-1 acetone 
• 99633-12-2 medioresinol-4″-β-glucoside 

Downstream Products

• 136051-42-8 (7'R,8'S,8S)-5-methoxylariciresinol triacetate 
• 136051-41-7 (+)-5'-methoxylariciresinol 

Relevant articles and documents

Lignans and neolignans from Sinocalamus affinis and their absolute configurations

Twenty-two new lignans and neolignans (1-22), together with 14 known analogues, have been isolated from an ethanolic extract of the stem (with skin removed) of Sinocalamus affinis. Their structures were elucidated by spectroscopic and chemical methods. On the basis of systematic NMR and circular dichroism (CD) data analysis, the validity of J7,8 and ΔδC8-C7 values to distinguish threo and erythro aryl glycerol units in different neolignans and the CD data [particularly the Rh 2(OCOCF3)4-induced CD data (the E band)] to determine the absolute configurations at C-8 (C-7) of the aryl glycerol units are discussed. At a concentration of 10 μM, compounds 20 and 22 inhibited NO production in mouse peritoneal macrophages 84.2 ± 5.9% and 71.7 ± 1.0%, respectively. Compounds 19, 20, and 22 showed activity against serum deprivation induced PC12 cell damage by increasing the cell viability from 80.7 ± 2.8% to 91.6 ± 6.4%, 107.2 ± 8.0%, and 97.6 ± 8.5%, respectively. (Chemical Equation Presented).

Pinoresinol-lariciresinol reductase: Substrate versatility, enantiospecificity, and kinetic properties

Two western red cedar pinoresinol-lariciresinol reductase (PLR) homologues were studied to determine their enantioselective, substrate versatility, and kinetic properties. PLRs are downstream of dirigent protein engendered, coniferyl alcohol derived, stereoselective coupling to afford entry into the 8- and 8′-linked furofuran lignan, pinoresinol. Our investigations showed that each PLR homolog can enantiospecifically metabolize different furofuran lignans with modified aromatic ring substituents, but where phenolic groups at both C4/C4′ are essential for catalysis. These results are consistent with quinone methide intermediate formation in the PLR active site. Site-directed mutagenesis and kinetic measurements provided additional insight into factors affecting enantioselectivity and kinetic properties. From these data, PLRs can be envisaged to allow for the biotechnological potential of generation of various lignan skeleta, that could be differentially “decorated” on their aromatic ring substituents, via the action of upstream dirigent proteins.

Studies on the constituents of medicinal and related plants in Sri Lanka. III. Novel sesquilignans from Hedyotis lawsoniae

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