協奏機能材料創出スマートラボ Development of Synergistic Functional Materials Smart Lab

KUMAR Sanjay KUMAR Sanjay 助教

• 個人サイト
• 個人サイト

研究テーマ

1. Synthesis of natural product analogues for biological evaluation
2. Synthesis of macromolecules from natural resources

• Synthesis of prodrugs and fabricate into nano prodrugs
• Post polymerization modification

研究キーワード

Medicinal chemistry, Organic chemistry, Nano Prodrugs, Natural
Products, Polymer Chemistry

研究概要

Synthesis and fabrication of nano prodrugs for chemotherapy

Novel prodrugs were developed based on a chemical structure that allows releasing the anticancer agent specifically in cancer cells. The prodrugs were fabricated into nanoparticles without the use of nanocarriers or PEG. These nano-prodrugs (NPDs), which consist of two molecules of the anticancer agent SN-38 connected via a linker with a S-S bond, are stable toward hydrolysis by carboxylesterase, and selectively release SN-38 in environments with high concentrations of GSH such as cancer cells.

Methyl dihydrojasmonate and methyl (5-methylidene-4-oxocyclopent-2- en-1-yl)acetate were synthesized from 4-hydroxy-2- (hydroxymethyl)cyclopentenone, which was obtained from D-Glucose. The reaction condition of the key reaction, Johnson-Claisen rearrangement, was optimized to get the maximum yield of an intermediate, methyl 2-(2-methylene-3-oxo-5- ((triisopropylsilyl)oxy)cyclopentyl)acetate. Common　intermediate was used for the synthesis of both methyl dihydrojasmonate and methyl (5- methylidene-4-oxocyclopent-2-en-1-yl) acetate.