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Symphyocladins A–G: bromophenol adducts from a Chinese marine red alga, Symphyocladia latiuscula
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Apr2012, Vol. 53 Issue 16, p2103-2106. 4p. - Publication Year :
- 2012
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Abstract
- Abstract: Chemical analysis of a Chinese collection of the marine red alga Symphyocladia latiuscula yielded five unprecedented bromophenol–aconitic acid adducts, symphyocladins A–E, together with a new example of a bromophenol–pyroglutamic acid adduct, symphyocladin F, a new example of a bromophenol–urea adduct, symphyocladin G, and the known methyl ester of cis-aconitic acid. The structures were assigned on the basis of detailed spectroscopic analysis, and were consistent with a plausible biosynthetic pathway linking these bromophenol natural products with a putative quinone methide intermediate. Symphyocladins A/B and C/D were isolated as inseparable 1:1 mixtures of E/Z isomers. A plausible mechanism for their facile equilibration during handling and storage is presented. The bromophenol–urea exhibits antifungal activity (MIC 10μg/mL) against Candida albicans. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 53
- Issue :
- 16
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 73778887
- Full Text :
- https://doi.org/10.1016/j.tetlet.2012.02.044