10129-16-5Relevant articles and documents
Isolation, Structure Elucidation, Semi-Synthesis, and Structural Modification of C19-Diterpenoid Alkaloids fromAconitum apetalumand Their Neuroprotective Activities
Wan, Lin-Xi,Zhang, Ji-Fa,Zhen, Yong-Qi,Zhang, Lan,Li, Xiaohuan,Gao, Feng,Zhou, Xian-Li
supporting information, p. 1067 - 1077 (2021/04/06)
Five new aconitine-type C19-diterpenoid alkaloids, apetalrines A-E (1-5), were isolated fromAconitum apetalum. Their structures were determined by analysis of 1D and 2D NMR, IR, and HRESIMS data. Semisynthesis of apetalrine B (2) from its parent compound aconorine was achieved to confirm the structure proposed. Twenty derivatives of2(11a-11l12a12b12d12e12j12k12m12n) were synthesized via a unified approach relying on simple coupling reactions. The evaluation of neuroprotective effects of compounds (1-511b11c11f-11i12a12b12d12e12k12m12n) with low cytotoxicity revealed compound2to exhibit good neuroprotective effects in H2O2-treated SH-SY5Y cells at a concentration of 50 μM. A series of studies using flow cytometry, staining, and Western blotting on2indicated that its neuroprotective effects may arise from inhibiting cell apoptosis.
Synthesis, biological evaluation, and structure-activity relationships of 2-[2-(benzoylamino)benzoylamino]benzoic acid analogues as inhibitors of adenovirus replication
?berg, Christopher T.,Strand, M?rten,Andersson, Emma K.,Edlund, Karin,Tran, Nam Phuong Nguyen,Mei, Ya-Fang,Wadell, G?ran,Elofsson, Mikael
, p. 3170 - 3181 (2012/06/04)
2-[2-Benzoylamino)benzoylamino]benzoic acid (1) was previously identified as a potent and nontoxic antiadenoviral compound (Antimicrob. Agents Chemother. 2010, 54, 3871). Here, the potency of 1 was improved over three generations of compounds. We found that the ortho, ortho substituent pattern and the presence of the carboxylic acid of 1 are favorable for this class of compounds and that the direction of the amide bonds (as in 1) is obligatory. Some variability in the N-terminal moiety was tolerated, but benzamides appear to be preferred. The substituents on the middle and C-terminal rings were varied, resulting in two potent inhibitors, 35g and 35j, with EC50 = 0.6 μM and low cell toxicity.