76638-09-0Relevant articles and documents
Design, synthesis and antitumor activity evaluation of Chrysamide B derivatives
Zhu, Longqing,Li, Junfang,Fan, Xiaohong,Hu, Xiaoling,Chen, Jinhong,Liu, Yonghong,Hao, Xiangyong,Shi, Tao,Wang, Zhen,Zhao, Quanyi
, (2021/04/29)
Marine natural products derived from special or extreme environment provide an important source for the development of anti-tumor drugs due to their special skeletons and functional groups. In this study, based on our previous work on the total synthesis and structure revision of the novel marine natural product Chrysamide B, a group of its derivatives were designed, synthesized, and subsequently of which the anti-cancer activity, structure-activity relationships and cellular mechanism were explored for the first time. Compared with Chrysamide B, better anti-cancer performance of some derivatives against five human cancer cell lines (SGC-7901, MGC-803, HepG2, HCT-116, MCF-7) was observed, especially for compound b-9 on MGC-803 and SGC-7901 cells with the IC 50 values of 7.88 ± 0.81 and 10.08 ± 1.08 μM, respectively. Subsequently, cellular mechanism study suggested that compound b-9 treatment could inhibit the cellular proliferation, reduce the migration and invasion ability of cells, and induce mitochondrial-dependent apoptosis in gastric cancer MGC-803 and SGC-7901 cells. Furthermore, the mitochondrial-dependent apoptosis induced by compound b-9 is related with the JAK2/STAT3/Bcl-2 signaling pathway. To conclude, our results offer a new structure for the discovery of anti-tumor lead compounds from marine natural products.
Catalytic generation of activated carboxylates: Direct, stereoselective synthesis β-hydroxyesters from epoxyaldehydes
Chow, Kenneth Yu-Kin,Bode, Jeffrey W.
, p. 8126 - 8127 (2007/10/03)
The catalytic generation of activated carboxylates from epoxyaldehydes enables the direct, stereoselective synthesis of β-hydroxyesters under mild, convenient reaction conditions. In addition to providing a new method for the synthesis of anti-aldol adducts, this chemistry unveils a mechanistically viable solution to the catalytic, waste-free synthesis of esters. Copyright
Stereospecific rearrangements of optically active 2-aryl-3-ethenyloxiranes to give optically active β-ethenylbenzeneethanols: Benzyl vs. allyl cations and an efficient synthesis of (s)-ibuprofen
Jung, Michael E.,Anderson, Karen L.
, p. 2605 - 2608 (2007/10/03)
Rearrangements of aryl- and ethenyl-substituted oxiranes proceed well in the presence of triethylsilane and BF3 to give optically active alcohols, which we have used for a synthesis of (S)-ibuprofen 1. We have also shown that a vinyl group migrates to a benzylic cation faster than a phenyl group migrates to an allyl cation.
