Bioorganic & Medicinal Chemistry 2008-09-01

Chemoenzymatic syntheses of prenylated aromatic small molecules using Streptomyces prenyltransferases with relaxed substrate specificities.

Takuto Kumano, Stéphane B Richard, Joseph P Noel, Makoto Nishiyama, Tomohisa Kuzuyama

文献索引：Bioorg. Med. Chem. 16 , 8117-26, (2008)

全文：HTML全文

摘要

NphB is a soluble prenyltransferase from Streptomyces sp. strain CL190 that attaches a geranyl group to a 1,3,6,8-tetrahydroxynaphthalene-derived polyketide during the biosynthesis of anti-oxidant naphterpin. Here we report multiple chemoenzymatic syntheses of various prenylated compounds from aromatic substrates including flavonoids using two prenyltransferases NphB and SCO7190, a NphB homolog from Streptomyces coelicolor A3(2), as biocatalysts. NphB catalyzes carbon-carbon-based and carbon-oxygen-based geranylation of a diverse collection of hydroxyl-containing aromatic acceptors. Thus, this simple method using the prenyltransferases can be used to explore novel prenylated aromatic compounds with biological activities. Kinetic studies with NphB reveal that the prenylation reaction follows a sequential ordered mechanism.

相关化合物

  • 芹菜素; 芹黄素; 5,...
  • 白藜芦醇
  • 染料木素
  • 大豆苷元
  • 1,6-二羟基萘
  • 2,7-二羟基萘

相关文献：

Rapid evaluation and comparison of natural products and antioxidant activity in calendula, feverfew, and German chamomile extracts.

2015-03-13

[J. Chromatogr. A. 1385 , 103-10, (2015)]

Effects of flavonoids on senescence-associated secretory phenotype formation from bleomycin-induced senescence in BJ fibroblasts.

2015-08-15

[Biochem. Pharmacol. 96 , 337-48, (2015)]

Apigenin induces caspase-dependent apoptosis by inhibiting signal transducer and activator of transcription 3 signaling in HER2-overexpressing SKBR3 breast cancer cells.

2015-08-01

[Mol. Med. Report. 12 , 2977-84, (2015)]

Membrane transport of nobilin conjugation products and use of the extract of Chamomillae romanae flos influence absorption of nobilin in the Caco-2 model.

2015-04-05

[Eur. J. Pharm. Sci. 70 , 92-106, (2015)]

Differential metabolomic analysis of the potential antiproliferative mechanism of olive leaf extract on the JIMT-1 breast cancer cell line.

2015-02-01

[J. Pharm. Biomed. Anal. 105 , 156-62, (2015)]

更多文献...