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1 article(s) from Saad, Hosam Ali

Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners

Mohamed Ramadan El Sayed Aly,
Hosam Ali Saad and
Shams Hashim Abdel-Hafez

Beilstein J. Org. Chem. 2015, 11, 1922–1932, doi:10.3762/bjoc.11.208

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Graphical Abstract

Figure 1: Structure of ceragenin (CSA-8) and selected cholesterol conjugates.

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Scheme 1: Reagents and conditions: (a) CBr₄, PPh₃, DCM (74%); (b) NaN₃, DMF, 100 °C (63%); (c) CuSO₄·5H₂O, L-...

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Scheme 2: Reagents and conditions: (a) NaN₃, DMF, 100 °C (9b, 47%); (b) CuSO₄·5H₂O, L-AsAc, THF/H₂O [11a, n =...

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Scheme 3: Reagents and conditions: CuSO₄·5H₂O, L-AsAc, THF/H₂O (96%).

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Scheme 4: Reagents and conditions: (a) 1, TMSOTF, CH₃CN, rt (74%); (b) NaOMe, MeOH (84%); (c) NaOH; HCl (pH 5...

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Scheme 5: Reagents and conditions: (a) 9a, TMSOTF, DCM, rt (19%); (b) 10, CuSO₄·5H₂O, L-AsAc, THF/H₂O (62%); ...

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Scheme 6: Reagents & conditions: (a) Propargyl bromide, NaH, Et₂O/DMF (quant. for both 26 and 30); (b) 3, CuSO...

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Scheme 7: Reagents and conditions: (a) Bu₂SnO, MeOH; propargyl bromide, TBAI, Tol (92%); (b) CuSO₄·5H₂O, L-As...

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Figure 2: In vitro antimicrobial activity of some new cholesterol derivatives against E.coli, S. aureus. A. f...

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Figure 3: Cytotoxicity effect of some new cholesterol derivatives on the PC3 cell line. Doxorubicin (Dox) was...

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Published 16 Oct 2015

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