416856-92-3

Basic information

• Product Name: C₅₄H₇₆N₈O₁₃
• CAS NO: 416856-92-3
• Molecular Weight: 1045.24
• Mol File: 416856-92-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₅₄H₇₆N₈O₁₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₄H₇₆N₈O₁₃(416856-92-3)
• EPA Substance Registry System: C₅₄H₇₆N₈O₁₃(416856-92-3)

Safety Data

• Hazardous Substances Data: 416856-92-3(Hazardous Substances Data)

Upstream product

• 30562-34-6 geldanmycin 

Relevant articles and documents

Influence of the structure of drug moieties on the in Vitro efficacy of HPMA copolymer-geldanamycin derivative conjugates

Purpose. To optimize the structure of geldanamycin (GDM) derivative moieties attached to N-(2-hydroxypropyl)methacrylamide (HPMA) copolymers via an enzymatically degradable spacer. Methods. HPMA copolymers containing different AR-GDM (AR = 3-aminopropyl (AP), 6-aminohexyl (AH), and 3-amino-2-hydroxypropyl AP(OH)) were synthesized and characterized. Their cytotoxicity towards the A2780 human ovarian carcinoma cells was evaluated. Results. The cytotoxic efficacy of HPMA copolymer-AR-GDM conjugates depended on the structure of AR-GDM. Particularly, HPMA copolymer-bound AH-GDM, which possessed the longest substituent at the 17-position, demonstrated the highest efficacy among the polymer-bound GDM derivatives; however the activity of free AH-GDM was lower than that of the other free AR-GDMs. The relative increase of the activity of macromolecular AH-GDM when compared to AP-GDM or AP(OH)-GDM correlated with the enhanced recognition of AH-GDM terminated oligopeptide side-chains by the active site of the lysosomal enzyme, cathepsin B. Drug stability and further stabilization upon binding to HPMA copolymer also contributed to the observed phenomena. Conclusions. AH-GDM was found to be a suitable GDM derivative for the design of a drug delivery system based on HPMA copolymers and enzymatically-degradable spacers.