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Frontiers in Plant Science · 2022 · IF 6.627

Stereoselective (4 + 3) cycloadditions of allenyl ethers-furans by chiral auxiliaries inducing and evaluation of anti-breast cancer activity

Lei Wenli,Song Yuyang,Long Ai,Que Yanyan,He Shuzhong,Zhong Hang,Chen Yang

The medicinal plants were wildly library of natural products in drug discovery. The most active molecules with seven-membered rings skeleton represent a challenge for construction. A stereoselectivity (4 + 3) cycloadditions between allenyl ethers and substituted furans induced by chiral auxiliaries has been investigated. And the results showed significant stereoselectivities and regioselectivities. The optical cycloadducts with an oxygen-substituted seven-membered ring framework were generated by removing chiral auxiliaries under acidic conditions. The antiproliferative activity of the novel compounds displayed moderate antiproliferative effects toward T47D cells.

研究领域: 有机化学 · 药物化学 · 癌症研究

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CHINESE JOURNAL OF POLYMER SCIENCE · 2019 ·Vol. 38 ·期 1 ·72-83 · IF 2.804

Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties

Han Yue,Tang Dong-Hao,Wang Guang-Xing,Sun Ya-Nan,Guo Ying,Zhou Heng,Qiu Wen-Feng,Zhao Tong

Vanillin was used as sustainable source for phthalonitrile monomer synthesis, and allyl/propargyl ether moieties were introduced to improve the processability at the minimal cost of thermal properties. The synthesis route was optimized to minimize side-reactions and simplify post-processing, and the monomers were obtained in high purity and good yields. The curing behavior, mechanism, and processability of the monomers were studied, and the thermal properties of cured polymers were evaluated. Of the two monomers, the allyl ether-containing one exhibited a wide processing window of 185 °C, and was mainly cured into phthalocyanine and linear aliphatic structures through self-catalytic curing process. Also, the glass transition temperature was higher than 500 °C. In contrast, the propargyl ether-containing monomer could only be partially cured, and heat resistance was found to be compromised. Compared with traditional petroleum-based phthalonitrile resins, the bio-based monomers could be cured without the addition of catalysts, and improvement in processability was achieved at no cost of thermal performances.

CAS / MDL: 106-95-6 121-33-5 106-96-7

研究领域: 材料科学 · 高分子化学 · 可持续材料 · 有机化学

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Stereoselective (4 + 3) cycloadditions of allenyl ethers-furans by chiral auxiliaries inducing and evaluation of anti-breast cancer activity

Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties