Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C
Abstract
The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.
Source:
Organic & Biomolecular Chemistry, 2014, 12, 39, 7682-7685Publisher:
- Royal Soc Chemistry, Cambridge
Funding / projects:
- The development of new synthetic methods and their application in the synthesis of natural products and biologically active molecules (RS-MESTD-Basic Research (BR or ON)-172027)
- Serbian Academy of Sciences and Arts [F193]
DOI: 10.1039/c4ob01436g
ISSN: 1477-0520
PubMed: 25166901
WoS: 000342886000005
Scopus: 2-s2.0-84907867681
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Institution/Community
IHTMTY - JOUR AU - Matović, Radomir AU - Bihelović, Filip AU - Gruden-Pavlović, Maja AU - Saičić, Radomir N. PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1400 AB - The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C. PB - Royal Soc Chemistry, Cambridge T2 - Organic & Biomolecular Chemistry T1 - Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C VL - 12 IS - 39 SP - 7682 EP - 7685 DO - 10.1039/c4ob01436g ER -
@article{ author = "Matović, Radomir and Bihelović, Filip and Gruden-Pavlović, Maja and Saičić, Radomir N.", year = "2014", abstract = "The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.", publisher = "Royal Soc Chemistry, Cambridge", journal = "Organic & Biomolecular Chemistry", title = "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C", volume = "12", number = "39", pages = "7682-7685", doi = "10.1039/c4ob01436g" }
Matović, R., Bihelović, F., Gruden-Pavlović, M.,& Saičić, R. N.. (2014). Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic & Biomolecular Chemistry Royal Soc Chemistry, Cambridge., 12(39), 7682-7685. https://doi.org/10.1039/c4ob01436g
Matović R, Bihelović F, Gruden-Pavlović M, Saičić RN. Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic & Biomolecular Chemistry. 2014;12(39):7682-7685. doi:10.1039/c4ob01436g .
Matović, Radomir, Bihelović, Filip, Gruden-Pavlović, Maja, Saičić, Radomir N., "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C" in Organic & Biomolecular Chemistry, 12, no. 39 (2014):7682-7685, https://doi.org/10.1039/c4ob01436g . .