759-36-4Relevant articles and documents
First total synthesis of a novel amide alkaloid derived from Aconitum taipeicum and its anticancer activity
Zhang, Xinxin,Li, Dandan,Xue, Xuanji,Zhang, Yan,Zhang, Jie,Huang, Chen,Guo, Zengjun,Tadesse, Nigatu
, p. 128 - 132 (2018)
A concise total synthesis of a naturally occurring 3-isopropyl-tetrahydropyrrolo[1, 2-a]pyrimidine-2, 4(1H, 3H)-dione (ITPD) isolated from Aconitum taipeicum with a three-step approach was depicted in this study for the first time. Two key intermediates, diethyl isopropylmalonate (2) and pyrrolidin-2-amine (3), being synthsesised separately from initial diethyl malonate (4) and 3, 4-dihydro-2H-pyrrol-5-amine (5), were utilised to obtain the compound entitled ITPD. ITPD showed a promising anticancer activity in vitro on SMMC-7721 cell lines. Flow cytometry and cell cycle analysis revealed that ITPD could induce apoptosis and cell cycle arrest in S phase. The occurrence of apoptosis possibly attributed to the mechanism that ITPD could mediate the mitochondrial pathway through activating caspase-3/9 and increasing the ratio of Bax/Bcl-2 to finally trigger cell apoptosis and DNA damage. Collectively, the possibility to produce sufficient quantity of synthetic ITPD provided the base for further bio-evaluation in vivo and in vitro. The bioactive assay suggested that it may be a potential candidate for further chemical optimisation and use in cancer therapy.
Nuclearity expansion in Pd clusters triggered by the migration of a phenyl group in cyclooligosilanes
Shimamoto, Kento,Sunada, Yusuke
supporting information, p. 7649 - 7652 (2021/08/09)
Heptanuclear palladium clusters with six palladium atoms in a planar arrangement were obtained from the reaction of [Pd(CNtBu)2]3with Ph-substituted cyclotetrasilane or cyclopentasilaneviathe migration of a phenyl group. The molecular structures of these clusters as well as those of two possible intermediates were determined by single-crystal X-ray diffraction analyses.
Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates
Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 5054 - 5059 (2021/07/20)
An efficient rhodium-catalyzed protocol for the synthesis of cyclopentenones based on a three-component reaction of acrylic acids, formaldehyde, and malonates via vinylic C-H activation is reported. Exploratory studies showed that 5-alkylation of as-prepared cyclopentenones could be realized smoothly by the treatment of a variety of alkyl halides with a Na2CO3/MeOH solution. Excess formaldehyde and malonate led to a multicomponent reaction that afforded the multisubstituted cyclopentenones through a Michael addition.