72704-01-9

Basic information

• Product Name: plicatin B
• Synonyms: plicatin B;(E)-3-[4-Hydroxy-3-(3-methyl-2-butenyl)phenyl]propenoic acid methyl ester;3-Prenyl-4-hydroxycinnamic acid methyl ester
• CAS NO: 72704-01-9
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 0
• Mol File: 72704-01-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 371.1°C at 760 mmHg
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.096g/cm³
• Vapor Pressure: 4.96E-06mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: plicatin B(CAS DataBase Reference)
• NIST Chemistry Reference: plicatin B(72704-01-9)
• EPA Substance Registry System: plicatin B(72704-01-9)

Safety Data

• Hazardous Substances Data: 72704-01-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H18O3/c1-11(2)4-7-13-10-12(5-8-14(13)16)6-9-15(17)18-3/h4-6,8-10,16H,7H2,1-3H3/b9-6+

Upstream product

• 186581-53-3 diazomethane 
• 7400-08-0 p-Coumaric Acid 
• 870-63-3 prenyl bromide 
• 292638-85-8 acrylic acid methyl ester 
• 151071-03-3 4-iodo-2-(3-methylbut-2-en-1-yl)phenol 
• 151071-04-4 4-iodo-2-(3-methylbut-2-en-1-yl)phenyl acetate 
• 151071-01-1 4-bromo-2-(3-methyl-2-butenyl)phenyl acetate 
• 151071-00-0 4-bromo-2-(3-methylbut-2-en-1-yl)phenol 
• 540-38-5 p-Iodophenol 
• 106-41-2 4-bromo-phenol 
• 53755-58-1 drupanin 
• 3943-97-3 methyl 4-hydroxycinnamate 
• 151071-02-2 methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate 

Downstream Products

• 1303962-66-4 (E)-methyl 3-{3-(3-methylbut-2-en-1-yl)-4-[(2-methylbut-3-yn-2-yl)-oxy]phenyl}acrylate 
• 104358-49-8 methyl 3-(4-hydroxy-3-isopentylphenyl)propanoate 
• 104358-48-7 4-hydroxy-3-(3-methyl-2-butenyl)-cinnamyl alcohol 
• 53755-58-1 drupanin 

Relevant articles and documents

Growth-inhibitory activities of benzofuran and chromene derivatives toward Tenebrio molitor

Growth-inhibitory activities of selected natural benzofurans (4-9), trans-cinnamic acid derivatives (10-13), chromene compounds (14 and 16), and some semisynthetic derivatives were determined in last instar larvae of Tenebrio molitor via topical administr

Ph3PAuNTf2 as a superior catalyst for the selective synthesis of 2H-chromenes: Application to the concise synthesis of benzopyran natural products

Ph3PAuNTf2 (≈1 mol-%) catalyzes the selective cycloisomerization of substituted aryl propargyl ethers into 2H-chromenes in excellent yields. Benzofuran byproducts are formed only in the case of electron-deficient arenes, in up to 7% relative yield. The Ph 3PAuNTf2-catalyzed cyclization of aryl propargyl ethers was applied as a key step to the concise synthesis of the naturally occurring benzopyrans seselin, xanthyletin, precocenes I and II, 8-(3′,3′- dimethylallyl)wenteria chromene, and 2,2-dimethyl-8-prenylchromene-6-propenoic acid. Ph3PAuNTf2 is a general, highly efficient, and product-selective catalyst for the clean synthesis of 2H-chromenes from the cycloisomerization of aryl propargyl ethers.The Ph3PAuNTf 2-catalyzed cyclization was applied as a key step in the synthesis of several benzopyran-bearing naturally occurring substances. Copyright

Structure-antimutagenic activity relationship study of plicatin B

A systematic structure-activity relationship study of plicatin B (1), an antimutagenic constituent of Psoralea juncea, was undertaken with a view toward elucidating its chemical mode of action and possibly optimizing its antimutagenic activity during the process. Compound 1 and its related analogues were examined for their antimutagenic activity against mutations induced by ethyl methanesulfonate, a direct acting mutagen and alkylating agent, in Salmonella typhimurium strain TA100, utilizing the modified Ames test protocol. The dihydro analogue 3 resulting from saturation of the conjugated alkene double bond of 1 was found to exhibit reduced cytotoxicity and enhanced efficacy relative to the parent compound. This result serves preliminarily to exclude a Michael acceptor role of the α,β-unsaturated carbonyl moiety in connection with its antimutagenic activity.