1990
DOI: 10.1007/bf00607526
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Photochemical isomers of tropolone alkaloids

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Cited by 5 publications
(8 citation statements)
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“…All of these antitumor activities are related to ion chelation in the active site of ribonucleotide reductase. Colchicine and its structural analogues are of special interest as vascular targeting and apoptosisinducing agents, and its chemical synthesis as a great challenge and prominent target has been explored [7,51]. A series of O-alkylated tropolones and related -ketohydroxy compounds were synthesized with an expected ribonucleotide reductase inhibition and cytotoxicity against some cancer cell lines but no antitubulin activity [52].…”
Section: Chemical Synthesis and Modification Of Troponoidsmentioning
confidence: 99%
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“…All of these antitumor activities are related to ion chelation in the active site of ribonucleotide reductase. Colchicine and its structural analogues are of special interest as vascular targeting and apoptosisinducing agents, and its chemical synthesis as a great challenge and prominent target has been explored [7,51]. A series of O-alkylated tropolones and related -ketohydroxy compounds were synthesized with an expected ribonucleotide reductase inhibition and cytotoxicity against some cancer cell lines but no antitubulin activity [52].…”
Section: Chemical Synthesis and Modification Of Troponoidsmentioning
confidence: 99%
“…3) have a long history [51]. Because of less selectivity but high toxicity and therefore limited clinical use, many studies still try to find modifications with a high therapeutic index [106].…”
Section: Tropone Alkaloidsmentioning
confidence: 99%
“…The UV/PDA spectrum of the compound showed two absorption maxima at 243 and 353 nm, similar to colchicine-type alkaloids. These data suggested that this compound was either (−)-2demethyl-(−)-colchicine or (−)-3-demethyl-(−)-colchicine (Chommadov et al, 1990). Both (−)-2-demethyl-(−)colchicine and (−)-3-demethyl-(−)-colchicine were isolated previously in our laboratory Alali et al, 2006a, d;Al-Mahmoud et al, 2006).…”
Section: Resultsmentioning
confidence: 70%
“…However, the UV/PDA spectrum of the compound showed two absorption maxima at 230 and 266 nm, indicating that this compound was a photoisomer of 2-demethyl-or 3-demethly-(−)-colchicine. These data suggested that this compound was either 2-demethylβ-lumicholchicine or 3-demethyl-β-lumicholchicine (Chommadov et al, 1990). As with peak 4 described above, this dereplication strategy quickly narrowed the structure to two possibilities.…”
Section: Resultsmentioning
confidence: 74%
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