Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids
Abstract
The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method.
Keywords:
Fullerene-peptide-steroid hybrids / DCC/DMAP / EDC/HOBT / SEM / Antioxidant activitySource:
Tetrahedron, 2014, 70, 45, 8564-8570Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
DOI: 10.1016/j.tet.2014.09.070
ISSN: 0040-4020
WoS: 000345815100015
Scopus: 2-s2.0-84907971389
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Institution/Community
IHTMTY - JOUR AU - Bjelaković, Mira AU - Kop, Tatjana AU - Vajic, Marina AU - Dordevic, Jelena AU - Milić, Dragana PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1471 AB - The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Tetrahedron T1 - Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids VL - 70 IS - 45 SP - 8564 EP - 8570 DO - 10.1016/j.tet.2014.09.070 ER -
@article{ author = "Bjelaković, Mira and Kop, Tatjana and Vajic, Marina and Dordevic, Jelena and Milić, Dragana", year = "2014", abstract = "The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Tetrahedron", title = "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids", volume = "70", number = "45", pages = "8564-8570", doi = "10.1016/j.tet.2014.09.070" }
Bjelaković, M., Kop, T., Vajic, M., Dordevic, J.,& Milić, D.. (2014). Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron Oxford : Pergamon-Elsevier Science Ltd., 70(45), 8564-8570. https://doi.org/10.1016/j.tet.2014.09.070
Bjelaković M, Kop T, Vajic M, Dordevic J, Milić D. Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron. 2014;70(45):8564-8570. doi:10.1016/j.tet.2014.09.070 .
Bjelaković, Mira, Kop, Tatjana, Vajic, Marina, Dordevic, Jelena, Milić, Dragana, "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids" in Tetrahedron, 70, no. 45 (2014):8564-8570, https://doi.org/10.1016/j.tet.2014.09.070 . .