roseophilin
Sign in to saveRoseophilin is an antibiotic isolated from Streptomyces griseoviridis shown to have antitumor activity. The chemical structure can be considered in terms of two components, a macrotricyclic segment and a heterocyclic side-chain. Several laboratory syntheses of roseophilin (e.g., those of Trost, Fürstner, Salamone) are based upon the Paal-Knorr synthesis, and two others are based on the Nazarov cyclization reaction (those of Tius, Frontier). The compound is related to the prodiginines.
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 452.223055976
Show 3 more facts
- isomeric SMILES
- CC(C)C1C\2CCCCCCCCC3=CC1=C(/C2=C\4/C(=C/C(=C/5\C(=CC=N5)Cl)/O4)OC)N3
- canonical SMILES
- CC(C)C1C\2CCCCCCCCC3=CC1=C(/C2=C\4/C(=C/C(=C/5\C(=CC=N5)Cl)/O4)OC)N3
- chemical formula
- C₂₇H₃₃ClN₂O₂
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Encyclopedic overview
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- References
Roseophilin is an antibiotic isolated from Streptomyces griseoviridis shown to have antitumor activity. The chemical structure can be considered in terms of two components, a macrotricyclic segment and a heterocyclic side-chain. Several laboratory syntheses of roseophilin (e.g., those of Trost, Fürstner, Salamone) are based upon the Paal-Knorr synthesis, and two others are based on the Nazarov cyclization reaction (those of Tius, Frontier). The compound is related to the prodiginines.
==References==
Excerpted from Wikipedia’s “roseophilin” article, available under the CC BY-SA 4.0 licence.