178267-93-1Relevant academic research and scientific papers
Design and synthesis of plant cyclopeptide Astin C analogues and investigation of their immunosuppressive activity
Li, Fei,Guo, Xi-Xi,Zeng, Guang-Zhi,Qin, Wei-Wei,Zhang, Bo,Tan, Ning-Hua
, p. 2523 - 2527 (2018/06/06)
To further investigate on the structure-activity relationships of immunosuppressive Astin C, seventeen analogues 1–17 were designed and synthetized via amino acid substitution strategy by the solid-phase peptide synthesis method for the first time. In comparison with Astin C (IC50 = 12.6 ± 3.3 μM), only compounds 2 (IC50 = 38.4 ± 16.2 μM), 4 (IC50 = 51.8 ± 12.7 μM), 5 (IC50 = 65.2 ± 15.6 μM), and 8 (IC50 = 61.8 ± 12.4 μM) exhibited immunosuppressive activity in the Lymph node cells of mice. These results showed that the Astin C analogues containing D-amino acid residues, hydrophobic long-chain alkyl substituents, and aryl substituents performed better than those carrying hydrophilic amino acid residues and short-chain alkyl substituents. Moreover compounds 15, 16, and 17 had no immunosuppressive activity, which suggested that cis-3,4-dichlorinated proline played an important role in the immunosuppressive activity of Astin C.
Cyclic peptides from higher plants. XXVIII. Antitumor activity and hepatic microsomal biotransformation of cyclic pentapeptides, astins, from Aster tataricus
Morita, Hiroshi,Nagashima, Shinji,Uchiumi, Yuki,Kuroki, Osamu,Takeya, Koichi,Itokawa, Hideji
, p. 1026 - 1032 (2007/10/03)
Antitumor activities on Sarcoma 180A of a series of cyclic pentapeptides, astins, isolated from the roots of Aster tataricus, were examined. The activities on various congeners of the dichlorinated proline residues prepared by chemical conversion and a he
