57688-73-0Relevant articles and documents
Synthesis and biological evaluation of novel aniline-derived asiatic acid derivatives as potential anticancer agents
Li, Jian-Fei,Huang, Ri-Zhen,Yao, Gui-Yang,Ye, Man-Yi,Wang, Heng-Shan,Pan, Ying-Ming,Xiao, Jing-Teng
, p. 175 - 188 (2014)
Asiatic acid (AA) derivatives 4 and 5 modified at the C-11 and C-28 positions were designed and synthesized, their structures were confirmed using HRMS, 1H NMR and 13C NMR. In vitro antitumor activities of all compounds against MGC-8
Synthesis of asiatic acid derivatives and their cytotoxic activity
Tran Van, Loc,Vo Thi, Quynh Nhu,Tran Van, Chien,Tran Thi, Phuong Thao,Pham Thi, Ninh,Nguyen Tuan, Thanh,Le Thi, Thu Ha,Nguyen Thi, Nga,Do Thi, Thao,Tran Van, Sung
, p. 1609 - 1623 (2018)
Twenty-eight compounds, including 24 new (4–22, 25–26, and 28–30) and four known (2, 23, 24, and 27) have been synthesized starting from asiatic acid (1), which was isolated from Centella asiatica. The preparation procedure included the acetylation, hydrolyzation on the 2-, 3-, 23-, and the side chain hydroxyl, amino groups, as well as the amidation of the 28-carboxylic group. All the synthesized derivatives were structurally confirmed by 1H, 13C NMR, and MS spectra. Besides, they were evaluated for their cytotoxicity against three cancer cell lines: KB (human carcinoma in the mouth), HepG2 (human hepatocellular carcinoma), and SK-LU-1 (human lung carcinoma). Eleven of the tested compounds, including nine newly synthesized and two known ones showed very strong activity against three tested cell lines with the IC50 values ranging from 0.67 to 37.39 μM. Three compounds showed good activity against KB and HepG2 cell lines with the IC50 values ranging from 1.95 to 32.12 μM. The activity against the KB and HepG2 cell lines was in general higher than that against the SK-LU-1 cell line. The acetylation of the hydroxyl groups in the A-ring and the OH or NH groups in the amide side chains strongly enhanced the activity of the compounds. In addition, five potent compounds (9, 12, and 15–17) were also evaluated for apoptosis-inducing activities. The ratio of apoptosis and necrotic cells increased when lung cancer cells were treated with these compounds. On the other hand, compound 9 increased caspase 3 activities (P 0.05). Thus, these compounds induced lung cancer cell death by apoptosis and necrosis.
Design, synthesis, and biological evaluation of novel asiatic acid derivatives as potential anticancer agents
Gon?alves, Bruno M. F.,Salvador, Jorge A. R.,Santos, Diana S. M.,Marín, Silvia,Cascante, Marta
, p. 39296 - 39309 (2016)
A series of new asiatic acid derivatives modified in the A-ring and at C-28 were synthesized and their antiproliferative activity was evaluated against HT-29 and HeLa cell lines. Most of the derivatives tested here exhibited improved antiproliferative activity compared with asiatic acid. Among them, the best compounds, 7 and 8, were further evaluated against additional cancer cell lines (MCF-7, Jurkat, and PC-3 cells) and a nontumoral cell line (BJ). The most active compound, 7, exhibited IC50 values ranging from 1.62 μM in HeLa cells to 9.93 μM in MCF-7 cells. Further studies revealed that compound 7 arrested the cell cycle at the G0/G1 phase and induced caspase-dependent apoptosis in HeLa cells. Furthermore, this compound showed selectivity toward cancer cells, and a synergistic effect was observed after simultaneous treatment of HeLa cells with compound 7 and cisplatin. Collectively, our results suggest that compound 7 may be useful for the development of new anticancer therapies; thus, additional preclinical studies are warranted.
Synthesis and discovery of asiatic acid based 1,2,3-triazole derivatives as antitumor agents blocking NF-κB activation and cell migration
Huang, Ri-Zhen,Liang, Gui-Bin,Li, Mei-Shan,Fang, Yi-Lin,Zhao, Shi-Feng,Zhou, Mei-Mei,Liao, Zhi-Xin,Sun, Jing,Wang, Heng-Shan
, p. 584 - 597 (2019/04/30)
A series of asiatic acid (AA) based 1,2,3-triazole derivatives were designed, synthesized and subjected to a cell-based NF-κB inhibition screening assay. Among the tested compounds, compound 6k displayed impressive NF-κB inhibitory activity with an ICsub
