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. 2009 Jan 1;11(1):65-8.
doi: 10.1021/ol802247m.

Triple hybrids of steroids, spiroketals, and oligopeptides as new biomolecular chimeras

Abhisek Banerjee  1 , Eduard Sergienko, Stefan Vasile, Vineet Gupta, Kristiina Vuori, Peter Wipf
Affiliations

Triple hybrids of steroids, spiroketals, and oligopeptides as new biomolecular chimeras

Abhisek Banerjee et al. Org Lett. .

Abstract

An oxidative enol ether rearrangement was the key methodology in the construction of steroid-spiroketal-RGD peptides. Biological studies demonstrated potent integrin CD11b/CD18 antagonistic effects.

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Figures

Figure 1
Figure 1
Selected natural and designed steroid-peptide, steroid-amino acid, and steroid-spiroketal hybrid structures.–
Scheme 1
Scheme 1
Oxidative rearrangement of alkyl enol ethers
Scheme 2
Scheme 2
Steroid spiroketal α-alkoxy ester synthesis
Scheme 3
Scheme 3
Solid phase synthesis of steroid-peptide chimeras
Scheme 4
Scheme 4
Solid phase RXD-triple hybrid library synthesis
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