Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, P. R. China.
Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, P. R. China.
Chem Biodivers. 2020 Jul;17(7):e2000207. doi: 10.1002/cbdv.202000207. Epub 2020 Jun 17.
A small library of 120 compounds was established with seventy new alkylated derivatives of the natural product terphenyllin, together with 45 previous reported derivatives and four natural p-terphenyl analogs. The 70 new derivatives were semi-synthesized and evaluated for cytotoxic activities against four cancer cell lines. Interestingly, 2',4''-diethoxyterphenyllin, 2',4,4''-triisopropoxyterphenyllin, and 2',4''-bis(cyclopentyloxy)terphenyllin showed potent activities with IC values in a range from 0.13 to 5.51 μM, which were similar to those of the positive control, adriamycin. The preliminary structure-activity relationships indicated that the introduction of alkyl substituents including ethyl, allyl, propargyl, isopropyl, bromopropyl, isopentenyl, cyclopropylmethyl, and cyclopentylmethyl are important for improving the cytotoxicity.
建立了一个由 120 种化合物组成的小文库，其中包括 70 种天然产物三苯并菲的新烷基化衍生物，以及 45 种以前报道的衍生物和 4 种天然对三联苯类似物。这 70 种新衍生物是半合成的，并对四种癌细胞系的细胞毒性活性进行了评估。有趣的是，2′，4′′-二乙氧基三苯并菲、2′，4，4′′-三异丙氧基三苯并菲和 2′，4′′-双（环戊氧基）三苯并菲表现出很强的活性，IC 值在 0.13 到 5.51 μM 之间，与阳性对照阿霉素相当。初步的构效关系表明，引入包括乙基、烯丙基、炔丙基、异丙基、溴丙基、异戊烯基、环丙基甲基和环戊基甲基在内的烷基取代基对于提高细胞毒性是重要的。
