641-25-8

Basic information

• Product Name: β-Peltatin-B
• Synonyms: β-Peltatin-B
• CAS NO: 641-25-8
• Molecular Weight: 414.412
• Mol File: 641-25-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: β-Peltatin-B(CAS DataBase Reference)
• NIST Chemistry Reference: β-Peltatin-B(641-25-8)
• EPA Substance Registry System: β-Peltatin-B(641-25-8)

Safety Data

• Hazardous Substances Data: 641-25-8(Hazardous Substances Data)

Upstream product

• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 82299-37-4 benzyloxy-2 piperonal 
• 7797-83-3 2H-benzo[d]1,3-dioxolane-4-carbaldehyde 
• 82299-45-4 O-benzyl (+/-)-iso-β-peltatine 
• 82314-35-0 (5aS,8aR)-10-Benzyloxy-5-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 82299-38-5 acide (benzyloxy-2 methylenedioxy-3,4 phenyl)-4 methoxycarbonyl-3 butene-3 oique 
• 82299-39-6 (benzyloxy-2 methylenedioxy-3,4 benzylidene)-4 dihydro-3H-furannone-2 
• 82299-41-0 (benzyloxy-2 methylenedioxy-3,4 benzyl)-4 dihydro-3H-furannone-2 
• 82299-40-9 (hydroxy-2 methylenedioxy-3,4 benzyl)-4 dihydro-3H-furannone-2 
• 23780-59-8 4-hydroxybenzo[d][1,3]dioxole-5-carbaldehyde 
• 82299-36-3 bromo-5 hydroxy-4 benzodioxole-1,3 
• 69393-72-2 2H-benzo[d][1,3]dioxolan-4-ol 
• 82299-45-4 (5aR,8aR)-10-Benzyloxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 518-29-6 β-peltatin 

Downstream Products

• 38943-35-0 β-peltatin B methyl ether 
• 6962-20-5 (5aS)-10-isonicotinoyloxy-5c-(3,4,5-trimethoxy-phenyl)-(5ar,8ac)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 50905-47-0 O-Acetyl-β-peltatin-B 

Relevant articles and documents

(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase

The natural dibenzylbutyrolactone type lignanelide (-)-arctigenin (2), an inhibitor of human irnmunodeficiency virus type-1 (HIV-1) replication in infected human cell systems, was found to suppress the integration of proviral DNA into the cellular DNA genome. In the present study 2 was tested with purified HIV-1 integrase and found to be inactive in the cleavage (3'- processing) and integration (strand transfer) assays. However, the semisynthetic 3-O-demethylated congener 9 characterized by a catechol substructure exhibited remarkable activities in both assays. Structure- activity relationship studies with 30 natural (1-6), semisynthetic (7-21), and synthetic (37-43, 45, 46) lignans revealed that (1) the lactone moiety is crucial since compounds with a butane-1,4-diol or tetrahydrofuran substructure and also lignanamide analogues lacked activity and (2) the number and arrangement of phenolic hydroxyl groups is important for the activity of lignanolides. The congener with two catechol substructures (7) was found to be the most active compound in this study. 7 was also a potent inhibitor of the 'disintegration' reaction which models the reversal of the strand transfer reaction. The inhibitory activity of 7 with the core enzyme fragment consisting of amino acids 50-212 suggests that the binding site of 7 resides in the catalytic domain.

SYNTHESE TOTALES DE LA (+/-) ISO β-PELTATINE ET DE SES ANALOGUES

α-Hydroxyalkylation of a β-(2-alkoxy 3,4-methylenedioxy benzyl)-γ-butyrolactone (17 or 25) with 3,4,5-trimethoxybenzaldehyde or syringaldehyde 27, followed by cyclisation, afforded good yields of the corresponding (+/-) isopeltatins.