Phytogrowth-Inhibitory Activity of Sulphur-Containing Compounds. I. Inhibitory Activities of Thiazolidine Derivatives on Plant Growth.

Inamori, Yoshihiko; Muro, Chikaaki; Tanaka, Ryoko; Adachi, Atsushi; Miyamoto, Katsushiro; Tsujibo, Hiroshi

doi:10.1248/cpb.40.2854

Cited by 18 publications

(14 citation statements)

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“…Particularly, these cell suspension cultures with a high chlorophyll content are appropriate tools for the study of herbicides affecting the photosynthetic apparatus. Inamori et al 10) have found that thiazolidine derivatives, rhodanine and 2(5H)thiophenone, are potent inhibitors of germination and root growth of the embryo after germination of plant seeds. A concentration range of these compounds from 0.1 to 1 mM was sufficient to determine their influence on inhibition of germination and root growth of plants.…”

Section: Discussionmentioning

confidence: 99%

“…Asparagusic acid (1, 2-dithiolane-4-carboxylic acid) with sulfur in the molecule has been isolated from asparagus roots as a plant growth regulator.9> Recently, we found that thiazolidine derivatives had a strong inhibitory activity on plant growth and inhibited the germination of seeds of some plants. 10 These thiazolidine derivatives induced decline in chlorophyll content of treated plants and led to membrane disruption, followed by cellular lysis. However, the action mechanism as herbicide of these heterocyclic sulfur derivatives remains unknown.…”

Section: Introductionmentioning

confidence: 99%

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Effect of Rhodanine and 2(5<i>H</i>)-Thiophenone in Green Algae and Liverwort Cells

et al. 1997

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Rhodanine (2-thioxo-4-thiazolidinone) and 2(5H)-thiophenone inhibit germination and root growth of several plants. Using Scenedesmus acutus and Marchantia polymorpha L., these compounds were assayed with respect to degradation of chlorophyll, light-induced ethane formation and growth inhibition to determine the action mechanism. Chlorophyll reduction and growth inhibition of liverwort cells were quantitatively correlated with light-induced ethane formation of Scenedesmus in the presence of these compounds. Furthermore, we found that rhodanine itself decreased the chlorophyll content in liverwort cells and produced ethane with Scenedesmus cells in the light although no protoporphyrin IX (PPIX) accumulated. Diuron did not influence ethane formation with these two compounds as is observed with peroxidizing herbicides like oxyfluorfen. Apparently, rhodanine prevents PPIX accumulation by AFM.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Effect of Rhodanine and 2(5<i>H</i>)-Thiophenone in Green Algae and Liverwort Cells

et al. 1997

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“…Because the latter is conjugated to the carbonyl group at position 4 of the rhodanine ring, such compounds are electrophilic and potentially reactive due to possible Michael addition of the nucleophilic protein residues to the exocyclic double bond [3][4][5]. Rhodanine have been found to possess various biological activities, such as antidiabetic, antibacterial, antifungal, anti-infective, pesticidal, antimycobacterial, antineoplastic, and so on [6][7][8][9][10][11][12][13][14][15][16][17][18][19]. They also exhibit antitubercular, anti-human immunodeficiency virus (HIV), and antimalarial activities.…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Biological Importance of Rhodanine Derivatives

Patel¹,

Kumari²

2016

Scope of Selective Heterocycles From Organic and Pharmaceutical Perspective

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Heterocyclic compounds are an important part of the synthetic medicinal chemistry. They offer a high degree of structural variety and have proven to be widely useful as therapeutic agents. Heterocyclic compounds play an important role in the biological processes. They are widespread as natural products. Heterocyclic compounds are widely found in nature categorically in plant alkaloids, nucleic acids, anthocyanins, and flavones. They are also present as in chlorophyll and hemoglobin. "dditionally, some proteins, hormones, and vitamins also contain aromatic heterocyclic system. Heterocycles have huge potential as the most promising molecules as lead structures for the design of new drugs. "bout one half of over million compounds recorded so far in chemical abstracts are heterocyclic. The proposed book chapter entitled, Recent Advances in the Biological Importance of Rhodanine Derivatives gives an outline of importance and applications of the various rhodanine derivatives in medicinal chemistry from to .

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“…Rhodanine-3-acetic acid was prepared by Korner [2] in 1908, and condensation products of the acid with various aldehydes were reported in the same year [3]. Since that time, many 5-arylalkylidene-3-carboxymethylrhodanines have been prepared and studied as potential antimycobacterial [4,5], antifungal [6][7][8][9][10][11][12], pesticidal [13][14][15], antihypertensive [16], and antineoplastic [17,18] agents. Rhodanine carboxylic acid derivatives have also be patented for the treatment and prevention of metabolic bone disorders.…”

Section: Introductionmentioning

confidence: 99%

Rhodanineacetic Acid Derivatives as Potential Drugs: Preparation and Hydrophobic Properties of 5-Arylalkylidene-3-carboxymethylrhodanines

Jampílek

Opletalová

Dolezel

et al. 2008

Proceedings of the 12th International Electronic Conference on Synthetic Organic Chemistry

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Some (5-arylalkylidene-4-oxo-2-thioxothiazolidin-3-yl)acetic acids were prepared as potential antimicrobial compounds. General synthetic approach of all synthesized compounds is presented. All the discussed rhodanine-3-acetic acid derivatives were analyzed using the reversed phase high performance liquid chromatography (RP-HPLC) method for the lipophilicity measurement. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using end-capped non-polar C 18 stationary RP column. RP-HPLC retention parameter log k (the logarithm of capacity factor k) is compared with log P values calculated in silico. The relationships between the lipophilicity and chemical structure of the studied compounds are discussed as well.

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Phytogrowth-Inhibitory Activity of Sulphur-Containing Compounds. I. Inhibitory Activities of Thiazolidine Derivatives on Plant Growth.

Cited by 18 publications

References 1 publication

Effect of Rhodanine and 2(5<i>H</i>)-Thiophenone in Green Algae and Liverwort Cells

Effect of Rhodanine and 2(5<i>H</i>)-Thiophenone in Green Algae and Liverwort Cells

Recent Advances in the Biological Importance of Rhodanine Derivatives

Rhodanineacetic Acid Derivatives as Potential Drugs: Preparation and Hydrophobic Properties of 5-Arylalkylidene-3-carboxymethylrhodanines

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