72704-01-9Relevant academic research and scientific papers
Growth-inhibitory activities of benzofuran and chromene derivatives toward Tenebrio molitor
Carrizo F., Roberto,Sosa, Marta E.,Favier, Laura S.,Penna, Fabricio,Guerreiro, Eduardo,Giordano, Oscar S.,Tonn, Carlos E.
, p. 1209 - 1211 (1998)
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
Palladium-Catalyzed Directed para C?H Functionalization of Phenols
Patra, Tuhin,Bag, Sukdev,Kancherla, Rajesh,Mondal, Anirban,Dey, Aniruddha,Pimparkar, Sandeep,Agasti, Soumitra,Modak, Atanu,Maiti, Debabrata
supporting information, p. 7751 - 7755 (2016/07/07)
Various practical methods for the selective C?H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing-group-assisted para C?H functionalization of toluene derivatives, we herein report the first remote para C?H functionalization of phenol derivatives by using a recyclable silicon-containing biphenyl-based template. The effectiveness of this strategy was illustrated with different synthetic elaborations and by the synthesis of various phenol-based natural products.
Ph3PAuNTf2 as a superior catalyst for the selective synthesis of 2H-chromenes: Application to the concise synthesis of benzopyran natural products
Lykakis, Ioannis N.,Efe, Christina,Gryparis, Charis,Stratakis, Manolis
experimental part, p. 2334 - 2338 (2011/06/20)
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-antifungal activity relationship of cinnamic acid derivatives
Bisogno, Fabricio,Mascoti, Laura,Sanchez, Cecilia,Garibotto, Francisco,Giannini, Fernando,Kurina-Sanz, Marcela,Enriz, Ricardo
experimental part, p. 10635 - 10640 (2009/11/30)
A structure-antifungal activity relationship (SAR) study of 22 related cinnamic acid derivatives was carried out. Attention was focused on the antifungal activities exhibited against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. (E)-3-(4-Methoxy-3-(3-methylbut-2-enyl)phenyl)acrylic acid (16) exhibited antifungal activity against A. niger, comparable to that of miconazole and a significant antifungal effect against A. flavus and A. terreus as well. A structure-activity relationship (SAR) study of related cinnamic acid derivatives has allowed a model to be proposed for the recognition of the minimal structural requirements for the antifungal effect in this series.
Structure-antimutagenic activity relationship study of plicatin B
Menon, Sanjay R.,Patel, Vishal K.,Mitscher, Lester A.,Shih, Peter,Pillai, Segaran P.,Shankel, Delbert M.
, p. 102 - 106 (2007/10/03)
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.
Synthesis of Phenolic Natural Products Using Palladium Catalyzed Coupling Reactions
Bates, Roderick W.,Gabel, Christine J.,Ji, Jianhua,Rama-Devi, Thota
, p. 8199 - 8212 (2007/10/02)
Derivatives of 2,4-diiodophenol are shown to undergo palladium catalyzed carbonylation and alkyne coupling reactions in excellent to moderate yield and high regioselectivity.The scope of these reactions is explored.Palladium catalyzed reactions are employ
The synthesis of Plicatin B via the Heck reaction
Bates,Gabel
, p. 3547 - 3550 (2007/10/02)
The anti-microbial natural product Plicatin B has been synthesized in 53% overall yield using a Heck reaction as the key step. The optimum conditions for this reaction have been determined. Halophenols proved much less reactive than their corresponding ac
