ib-01212 and Neoplasms

ib-01212 has been researched along with Neoplasms* in 1 studies

*Neoplasms: New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms. [MeSH]

Other Studies

1 other study(ies) available for ib-01212 and Neoplasms

Article	Year
Synthesis of IB-01212 by multiple N-methylations of peptide bonds. Bioorganic & medicinal chemistry, 2014, Nov-01, Volume: 22, Issue:21 There are many natural peptides with multiple N-methylamino acids that exhibit potent attractive biological activities. N-methylation of a peptide bond(s) is also one of the standard approaches in medicinal chemistry of bioactive peptides, to improve the potency and physicochemical properties, especially membrane permeability. In this study, we investigated a facile synthesis process of N-methylated peptides via simultaneous N-methylation of several peptide bonds in the presence of peptide bonds that were not to be methylated. As a model study, we investigated the synthesis of the antiproliferative depsipeptide, IB-01212. We used a pseudoproline to protect the non-methylated peptide bond during a simultaneous N-methylation with MeI-Ag2O. Using further manipulations including a dimerization/cyclization process, IB-01212 and its derivatives were successfully synthesized. A preliminary structure-activity relationship study demonstrated that the symmetric structure contributed to the potent cytotoxic activity of IB-01212. Topics: Amino Acid Sequence; Antineoplastic Agents; Cell Line, Tumor; Cell Proliferation; Depsipeptides; Humans; Methylation; Neoplasms	2014

Article

Year

Synthesis of IB-01212 by multiple N-methylations of peptide bonds.

Bioorganic & medicinal chemistry, 2014, Nov-01, Volume: 22, Issue:21

There are many natural peptides with multiple N-methylamino acids that exhibit potent attractive biological activities. N-methylation of a peptide bond(s) is also one of the standard approaches in medicinal chemistry of bioactive peptides, to improve the potency and physicochemical properties, especially membrane permeability. In this study, we investigated a facile synthesis process of N-methylated peptides via simultaneous N-methylation of several peptide bonds in the presence of peptide bonds that were not to be methylated. As a model study, we investigated the synthesis of the antiproliferative depsipeptide, IB-01212. We used a pseudoproline to protect the non-methylated peptide bond during a simultaneous N-methylation with MeI-Ag2O. Using further manipulations including a dimerization/cyclization process, IB-01212 and its derivatives were successfully synthesized. A preliminary structure-activity relationship study demonstrated that the symmetric structure contributed to the potent cytotoxic activity of IB-01212.

Topics: Amino Acid Sequence; Antineoplastic Agents; Cell Line, Tumor; Cell Proliferation; Depsipeptides; Humans; Methylation; Neoplasms

2014