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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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ANALYTICAL CHEMISTRY · 2025 · IF 6.7

Comparative SERS Analysis of Passive and Active Tumor Targeting in Single Cells, Spheroids, and Tissues

Chang Liu,Jianguo Dong,Chunyan An,Dekun Wang,Xue Mi,Shijing Yue,Xiaoyue Tan,Yuying Zhang

Nanoparticles (NPs) exhibit great promise in cancer diagnosis and treatment as drug carriers, imaging probes, and therapeutic agents. The surface ligands of NPs play a crucial role in determining their accumulation at the tumor site, thereby affecting the overall theranostic effectiveness. Here, we report a precise technique for the direct comparison of NP deposition within a singular tumor model by surface-enhanced Raman spectroscopy (SERS) encoding. We synthesized SERS-encoded NPs functionalized with diverse ligands (PEG for passive targeting and APTMUC1 or iRGD for active targeting, respectively) and administered a 1:1:1 mixture of the NPs to monolayer-cultured T47D breast cancer cells, 3D multicellular spheroids, and xenograft tumor-bearing mice. Through simultaneous localization and quantification of different NPs in the same tumor cell/spheroid/tissue section, we found that APTMUC1 incorporation could effectively enhance NP delivery in vitro (7.2× and 4.1× for T47D cells and spheroids, respectively, in comparison to the PEGylated NPs), albeit the active targeting efficacy was compromised for in vivo tumor delivery (1.4×). Modification with iRGD facilitated NP delivery with a lower efficiency (2.9×, 1.7×, and 1.1× for T47D cells, spheroids, and tumor tissue, respectively). The findings illustrate the effectiveness of employing the active targeting approach yet underscore the necessity for additional optimization of the NPs to surmount biological barriers in vivo despite successful active targeting observed in vitro. Moreover, this multicolor SERS-encoding technique can be further utilized to systematically explore the spatial distribution of NPs with diverse physiochemical attributes among different tissues and organs.

CAS / MDL: 34819-78-8

研究领域: 纳米技术 · 癌症研究 · 生物成像 · 药物递送 · 分析化学

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

Comparative SERS Analysis of Passive and Active Tumor Targeting in Single Cells, Spheroids, and Tissues