Photodynamic Herbicides and Chlorophyll Biosynthesis Modulators

Rebeiz, Constantin A.; Montazer-Zouhoor, A.; Mayasich, Joseph M.; Tripathy, Baishnab C.; Wu, Shaowen; Rebeiz, Carole C.

doi:10.1021/bk-1987-0339.ch022

Cited by 31 publications

(25 citation statements)

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“…In this review an attempt is made to describe this new field of research and to summarize the progress achieved since the field was last reviewed (Rebeiz et al, 1987(Rebeiz et al, , 1988a.…”

Section: Concept and Phenomenologymentioning

confidence: 99%

“…These studies were extended to 10 common weed species (Rebeiz et al, 1991). The 10 weed species were sprayed with ALA and one of four different TDPH modulators using a solvent system developed for experimental field purposes (Rebeiz et al, 1988a).…”

Section: Organismic Phenomenologymentioning

confidence: 99%

“…On the basis of the photodynamic herbicide response of cucumber (a DDV/LDV plant species) and soybean (a DMV/LDV species) toward various ALA + modulator combinations which caused the accumulation of various MV and DV tetrapyrroles, Rebeiz et al (1987Rebeiz et al ( , 1988b proposed the following working hypothesis: that (a) plants poised in the DV tetrapyrrole biosynthetic state are more photodynamically susceptible to the accumulation of MV tetrapyrroles than to the accumulation of DV tetrapyrroles, and (b) plants poised in the MV tetrapyrrole biosynthetic state are more susceptible to the accumulation of DV tetrapyrroles than to MV tetrapyrroles. This phenomenon was explained on the basis that plant species poised in the MV-greening pattern could not cope as well with a massive influx of DV tetrapyrroles.…”

Section: Dependence Of the Differential Photodynamic Herbicide Suscepmentioning

confidence: 99%

“…Upon exposure to light, tissues that had accumulated tetrapyrroles in darkness exhibit rapid photodynamic damage within the first hour of illumination. The classification of a modulator as an enhancer, inducer or inhibitor of tetrapyrrole accumulation is then determined from the pattern of tetrapyrrole accumulation in the presence and absence of ALA and modulators (Rebeiz et al, 1987(Rebeiz et al, , 1988b.…”

Section: The Four Classes Of Modulatorsmentioning

confidence: 99%

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Tetrapyrrole‐dependent Photodynamic Herbicides

Rebeiz

Reddy

Nandihalli

et al. 1990

Photochem & Photobiology

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Section: Concept and Phenomenologymentioning

confidence: 99%

Section: Organismic Phenomenologymentioning

confidence: 99%

Section: Dependence Of the Differential Photodynamic Herbicide Suscepmentioning

confidence: 99%

Section: The Four Classes Of Modulatorsmentioning

confidence: 99%

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Tetrapyrrole‐dependent Photodynamic Herbicides

Rebeiz

Reddy

Nandihalli

et al. 1990

Photochem & Photobiology

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“…The phenomenon appears to be ubiquitous. Membranes have been indicated as the key targets for photomodification in tumor cells undergoing photodynamic therapy (Bellnier and Dougherty, 1982), in insects treated with photodynamic insecticides (Robinson, 1983), in yeast cells in the laboratory (Ito and Kobayashi, 1977), and in plant cells made photosensitive by metabolic manipulation for purposes of weed control (Rebeiz et al, 1987). Not all photosensitizers act via membranes, but it is interesting to note that even in the case of psoralens, which photosensitize modification of DNA, the side effects of PUVA (psoralen + UV-A) therapy in humans may involve membrane damage (De Mol et a / .…”

Section: Introductionmentioning

confidence: 99%

Photomodification of Biological Membranes With Emphasis on Singlet Oxygen Mechanisms

Valenzeno

1987

Photochem & Photobiology

263

118

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Abstract-This review discusses photomodification of biological membranes and model membrane systems. Current concepts of membrane structure are first reviewed briefly. The role of preillumination association of sensitizer with membranes as it relates to photomodification rate is discussed, as well as the role of singlet oxygen in membrane photomodification. Finally the characteristics of singlet oxygen generation in membranes are considered. The evidence clearly indicates that membrane photomodification cannot be understood based only on the properties of sensitizers and singlet oxygen in aqueous solution. Rather the properties of sensitizers in association with membranes are the determinants of membrane photomodification. These properties differ significantly in aqueous solution and in membranes.

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Porphyric insecticides. IV: Structure‐activity study of substituted phenanthrolines

et al. 1993

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The porphyric-insecticide-modulating activities of 1,lO-phenanthroline and eight of its analogs were investigated. The insecticidal efficacy of these compounds was closely associated with their ability to enhance the conversion of exogenous baminolevulinic acid (ALA) to protoporphyrin IX (Proto). As observed for photodynamic herbicidal effects in plants, the presence of nitrogen atoms at positions 1 and 10 of the macrocycle was essential for porphyric insecticidal activity. This was evidenced by the very limited activity of phenanthrene, in which positions 1 and 10 are occupied by carbon instead of nitrogen atoms. On the other hand, enhancement of Proto formation and porphyric insecticidal activity were maintained following methyl, chloro and nitro group substitution at the periphery of 1,lO-phenanthroline. In contrast, Proto levels and photodynamic toxicity were reduced by hydroxy and phenyl substitution at the same positions. Benzyl substitution at the 2-3 and 8-9 positions was also inhibitory. Quantitative structure-activity calculations suggested a relationship between peripheral group substitution and physicochemical properties of the substituted compounds. Electron density changes in 1 ,lo-phenanthroline and its analogs that appeared to be related to reduced efficacy included (a) appearance of positive charge-binding volumes at positions 4 and 7 of the 1,lO-phenanthroline macrocycle, which flanks positive charge-repelling volumes, (b) a dramatic increase in superdelocalisability (i.e. electron density) over some unoccupied molecular orbitals, and (c) electronic charge at positions 1 and 10 of the macrocycle. Large increases in van der Waals volumes also exerted negative effects on insecticidal efficacy.

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Photodynamic Herbicides and Chlorophyll Biosynthesis Modulators

Cited by 31 publications

References 0 publications

Tetrapyrrole‐dependent Photodynamic Herbicides

Tetrapyrrole‐dependent Photodynamic Herbicides

Photomodification of Biological Membranes With Emphasis on Singlet Oxygen Mechanisms

Porphyric insecticides. IV: Structure‐activity study of substituted phenanthrolines

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