Toxic and Teratogenic Effects of Esters of Saturated and Unsaturated Fatty Acids on House Fly Larvae (Diptera: Muscidae)

Quraishi, M. Sayeed

doi:10.4039/ent1041505-10

Cited by 16 publications

(3 citation statements)

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“…Methyl trans-2-tridecenoate was an exception to the above rule and it seems that straight chain chemical possessing 13 carbon atoms or more in the chain interact with the developing insect in an unusual manner. Quraishi (1972) reported that when house fly larvae were treated topically with methyl trans-2tridecenoate, 19.5% of the adults obtained from them had deformed wings. In their earlier studies with straight chain alkanes and alkenes Quraishi and Thorsteinson (1967) found that larvae of Aedes aegypti after treatment with alkanes and alkenes of chain lengths of 13 carbon atoms or more showed a tendency to hang vertically from the surface of the water, with a pronounced curvature (dorsal surface being convex).…”

Section: October 1972mentioning

confidence: 99%

“…Their original investigations with these chemicals started with the stipulation that "queen substance" and any of its homologs may be regarded as derivatives of alkanes and alkenes of the same carbon chain length; and that other derivatives analogous to "queen substance" may exert effects on insects that may provide an insight into the biological action of reproductive and other behavioral pheromones. Subsequent investigations have not only confirmed this hypothesis but have thrown considerable light on the effects of chain length, the positions of various groups in the molecule, and action of the chemicals on the developmental physiology of insects (Quraishi 1971(Quraishi , 1972Saxena and Thorsteinson 197 1 ).…”

mentioning

confidence: 97%

“…Saxena and Thorsteinson ( 197 1 ) have also reported upon the interesting effects of "queen substance" and its analogs on the yellow-fever mosquito, Aedes aegypti (L). Quraishi (1971Quraishi ( , 1972 described the toxic and teratogenic effects of saturated and unsaturated fatty acids and their esters on the house fly, Musca dornestica L. Maw and House (1971) indicated the use of capric acid and potassium capricate as mosquito larvicides.…”

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confidence: 99%

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PHYSIOLOGICAL INTERACTIONS OF N-SATURATED AND UNSATURATED FATTY ACIDS AND THEIR ESTERS WITH PRE-IMAGINAL STAGES OF AEDES AEGYPTI (DIPTERA: CULICIDAE)

Quraishi

1972

Can Entomol

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Physiological interactions of n-saturated fatty acids, trans-2-unsaturated fatty acids and their methyl and ethyl esters with pre-imaginal stages of Aedes aegypti (L.) have been described. Differences in the response of the larvae and pupae to the same chemical and also the specific interactions of some chemicals synchronized with a short period during the development of a single stage have been emphasized. Investigations of a homologous series of fatty acids and their derivatives indicate that earlier statements to the effect that their toxicity increases as the series is ascended, and that maximum toxicity is reached in the vicinity of capric and lauric acids, should not be accepted without modifications.

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Section: October 1972mentioning

confidence: 99%

mentioning

confidence: 97%

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confidence: 99%

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PHYSIOLOGICAL INTERACTIONS OF N-SATURATED AND UNSATURATED FATTY ACIDS AND THEIR ESTERS WITH PRE-IMAGINAL STAGES OF AEDES AEGYPTI (DIPTERA: CULICIDAE)

Quraishi

1972

Can Entomol

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Esters of Mono‐ and Alkenyl Carboxylic Acids and Mono‐ and Polyalcohols

Bisesi¹

2001

Patty's Toxicology

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This volume contains three chapters reviewing 12 classes of the organic compounds called esters . Chapter 79, this chapter, reviews ( 1 ) esters of monocarboxylic acids and mono‐ and polyalcohols and ( 2 ) esters of alkenyl carboxylic acids and monoalcohols; Chapter 80 reviews ( 3 ) esters of aromatic monocarboxylic acids and monoalcohols, ( 4 ) esters of monocarboxylic acids and di‐, tri‐, and polyalcohol; ( 5 ) dicarboxylic acid esters; ( 6 ) alkenyl dicarboxylic esters; ( 7 ) esters of aromatic diacids; ( 8 ) tricarboxylic acid esters; and, Chapter 81 covers ( 9 ) esters of carbonic and orthocarbonic acid; ( 10 ) esters of organic phosphorous compounds; ( 11 ) esters of monocarboxylic halogenated acids, alkanols, or haloalcohols; and ( 12 ) organic silicon esters. The sequence of the compounds has been organized according to the chemical structure of the major functional metabolites. This involves the ester hydrolyzates, primarily the acid and secondarily the alcohol. The reason for this sequence was the general observation that the degree of toxic effect, in addition to that of the original material, more often was the result of the toxicity of the acid rather than the response of the alcohol. Esters are important from an industrial hygiene perspective since exposure can occur during the process of manufacturing esters, the process of manufacturing materials containing or composed of esters, handling and use of products containing or composed of esters, and treatment of wastes containing esters. In turn, exposure to esters is important from a toxicological perspective because of the correlated observations of adverse physiological responses exhibited by laboratory animals and humans. Overviews of the physical, chemical and toxicologic (i.e., physiologic responses) properties of many subclasses of esters and/or of specific compounds are provided. In addition, summaries of relative manufacturing and use information are also included for many compounds. Chemically, esters are organic compounds commonly formed via the combination of an acid, typically an organic (COOH) mono‐ or polyacid, plus a hydroxyl (OH) group of a mono‐or polyalcohol or phenol; water (HOH) is generated as a by‐product of the reaction. The esters are widely used in industry and commerce. They can be prepared by the reactions of acids with alcohols, by reacting metal salts of acids with alkyl halides, acid halides with alcohols, or acid anhydrides with alcohols by the interchange of radicals between esters. Most esters exist in liquid form at ambient temperatures, but some possess lower boiling points than their original starting materials. They are relatively water‐insoluble, except for the lower molecular weight members. Their flash points are in the flammable range. The monocarboxylic acid esters have high volatility and pleasant odors, whereas the di‐ and polyacid esters are relatively nonvolatile and exhibit essentially no odor. The monocarboxylic esters occur frequently in natural products, as, for example, in fruits, to which they lend their pleasant odor and taste. Because of the different properties of esters from the original acids and alcohols, esterification can be used for their isolation or to chemically protect specific carboxy or hydroxy functions. Absorbed esters and/or metabolites derived from biotransformed esters can initiate toxic effects in some mammalian systems, including humans, and cause adverse physiological responses. Indeed, the underlying causes of physiological responses are due to initial interactions biochemically within a system. Within these chapters, a summary of reviewed literature will reveal that, in general, toxic effects associated with exposure to various esters include primary irritation to ocular, upper and lower respiratory, and dermal systems; depression of the central nervous system (CNS) ( e.g ., anesthesia, narcosis); dermal hypersensitization; impact to the gastrointestinal (GI), hepatic, and renal systems; abnormal cardiac rhythm; and carcinogenesis. Indeed, these and some additional effects, are based predominantly on rodent studies. A review of the literature reported here, however, indicates that the most commonly reported effects in animals and humans are irritation and, to some extent, CNS depression. Data are reported in this chapter for several classes of esters, including formates, acetates, acrylates and methacrylates, propionates, and lactates. Most of the aliphatic esters possess some degree of irritation on exposed surfaces. Practically all the common aliphatic and aromatic esters, except for some phosphates used as plasticizers, are inert. At the most, minor degrees of irritation may follow inhalation of heated vapors or prolonged skin exposure. Some of the literature also suggests that reported skin sensitization appears more likely in the presence of impurities or side products. Many of the materials are so inert that any LD 50 value is impractical to determine. Specific pathology is usually absent, even when the materials is fed in massive quantities to the point of nutritional deprivation. Oily or watery excretion products, sometimes observed at high feeding levels, indicate lack of absorption. The apparent nontoxicity may also be a sign of rapid hydrolysis, metabolism, and excretion. The resins are completely inert, unabsorbed in the gastrointestinal tract, and nonirritant at the surface of the skin and pulmonary system.

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Esters of Mono- and Alkenyl Carboxylic Acids and Mono- and Polyalcohols

Bisesi¹

2001

Patty's Toxicology

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Toxic and Teratogenic Effects of Esters of Saturated and Unsaturated Fatty Acids on House Fly Larvae (Diptera: Muscidae)

Cited by 16 publications

References 6 publications

PHYSIOLOGICAL INTERACTIONS OF N-SATURATED AND UNSATURATED FATTY ACIDS AND THEIR ESTERS WITH PRE-IMAGINAL STAGES OF AEDES AEGYPTI (DIPTERA: CULICIDAE)

PHYSIOLOGICAL INTERACTIONS OF N-SATURATED AND UNSATURATED FATTY ACIDS AND THEIR ESTERS WITH PRE-IMAGINAL STAGES OF AEDES AEGYPTI (DIPTERA: CULICIDAE)

Esters of Mono‐ and Alkenyl Carboxylic Acids and Mono‐ and Polyalcohols

Esters of Mono- and Alkenyl Carboxylic Acids and Mono- and Polyalcohols

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