Abstract

A new series of carboxhydrazides 6-8 was synthesized under microwave irradiation by reaction of carboxhydrazide 1 with heterocyclic aldehydes 2-4 in the presence of p-toluenesulfonic acid in ethanol. N-Benzoylcarboxhydrazide 9 was prepared by reaction of 1 with benzoylchlorid 5 in THF at room temperature. The effects of 6-9 on inhibition of photosynthetic electron transport in spinach chloroplasts and chlorophyll content in the antialgal suspensions of Chlorella vulgaris were investigated.

Highlights

  • Carboxhydrazides and their derivatives represent an interesting class of compounds which exhibits antimicrobial (EL-SHAAER et al, 1998), antifungal (DUTTA et al, 1986), analgesic and anti-inflammatory (SANTOS et al, 1997) activities

  • The present study is a follow-up paper to our previous research dealing with the synthesis and reactions of furo[3,2-b]pyrrole system and the study of its biological activity (GAŠPAROVÁ et al, 2005; MONCMAN, 2006)

  • The photosynthetic electron transport (PET)-inhibitory activity of the compounds studied was expressed in term of IC50 values as their negative logarithms corresponding to molar concentrations of inhibitors causing a 50% decrease of oxygen evolution rate (OER) with respect to the untreated control sample

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Summary

Introduction

Carboxhydrazides and their derivatives represent an interesting class of compounds which exhibits antimicrobial (EL-SHAAER et al, 1998), antifungal (DUTTA et al, 1986), analgesic and anti-inflammatory (SANTOS et al, 1997) activities. The presence of trifluoromethyl group in the molecule leads often to the biologically active compounds. Many heterocycles bearing the trifluoromethyl group possess antiprotozoal (NAVARRETE-VAZQUEZ et al, 2006), antimalarial (MADRID et al, 2005) or antibacterial (WOLFART et al, 2004) activities. 5-Substituted furan-2-carboxaldehydes and some of their derivatives show antibacterial (SHINDHAR et al, 1980) or antiviral (SHIGETAKA et al, 1970) activities. The present study is a follow-up paper to our previous research dealing with the synthesis and reactions of furo[3,2-b]pyrrole system and the study of its biological activity (GAŠPAROVÁ et al, 2005; MONCMAN, 2006)

General procedure for synthesis of 6-8
Synthesis of 9
Study of chlorophyll content in Chlorella vulgaris
Results and discussion
Conclusions

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