Next Article in Journal
Inhibition of Cancer Derived Cell Lines Proliferation by Synthesized Hydroxylated Stilbenes and New Ferrocenyl-Stilbene Analogs. Comparison with Resveratrol
Previous Article in Journal
RBAP, a Rhodamine B-Based Derivative: Synthesis, Crystal Structure Analysis, Molecular Simulation, and Its Application as a Selective Fluorescent Chemical Sensor for Sn2+
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(6), 7832-7849; doi:10.3390/molecules19067832

Design, Synthesis and Bioactivity of Novel Glycosylthiadiazole Derivatives

1
Department of Applied Chemistry, China Agricultural University, Beijing 100193, China
2
Department of Fundamental Science, Beijing University of Agriculture, Beijing 102206, China
3
Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Beijing 100081, China
The authors contributed equally to this paper.
*
Authors to whom correspondence should be addressed.
Received: 21 April 2014 / Revised: 4 June 2014 / Accepted: 5 June 2014 / Published: 11 June 2014
View Full-Text   |   Download PDF [304 KB, uploaded 18 June 2014]   |  

Abstract

A series of novel glycosylthiadiazole derivatives, namely 2-phenylamino-5-glycosyl-1,3,4-thiadiazoles, were designed and synthesized by condensation between sugar aldehydes A/B and substituted thiosemicarbazide C followed by oxidative cyclization by treating with manganese dioxide. The original fungicidal activities results showed that some title compounds exhibited excellent fungicidal activities against Sclerotinia sclerotiorum (Lib.) de Bary and Pyricularia oryzae Cav, especially compounds F-5 and G-8 which displayed better fungicidal activities than the commercial fungicide chlorothalonil. At the same time, the preliminary studies based on the Elson-Morgan method indicated that many compounds exhibited some inhibitory activity toward glucosamine-6-phosphate synthase (GlmS). The structure-activity relationships (SAR) are discussed in terms of the effects of the substituents on both the benzene and the sugar ring. View Full-Text
Keywords: 1,3,4-thiadiazole; carbohydrates; synthesis; fungicidal activity 1,3,4-thiadiazole; carbohydrates; synthesis; fungicidal activity
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Zong, G.; Zhao, H.; Jiang, R.; Zhang, J.; Liang, X.; Li, B.; Shi, Y.; Wang, D. Design, Synthesis and Bioactivity of Novel Glycosylthiadiazole Derivatives. Molecules 2014, 19, 7832-7849.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top