Isolation and identification of chloramphenicol from the moon snail, Lunatia heros.

Price, Catherine A.; Lynch, Eva Maria; Bowie, Betty Anne; Newman, David J.

doi:10.7164/antibiotics.34.118

Cited by 2 publications

(2 citation statements)

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“…The mechanism of action of several clinically useful drugs including vasodilators such as nitro‐glycerine, radiosensitisers such as etanidazole (SR2508), which targets brainstem glioma, and antibiotics such as metronidazole, certain antileishmanials and putative anticancer agents require the presence of a nitro group. Chloramphenicol 15 , a halogenated nitrobenzene antibiotic produced by Streptomyces venezuelae and found in the moon snail Lunatia heros , lacks systemic toxicity following topical application that prevents opportunistic infections following eye surgery . However, it has been noted that compounds containing a nitro group are over‐represented in the Ames test whether the compounds are metabolically activated or not .…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Structural Determination, and Pharmacology of Putative Dinitroaniline Antimalarials

et al. 2018

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A series of novel, homologous compounds possessing the general formula N1‐Nn‐bis(2,6‐dinitro‐4‐trifluormethylphenyl)‐1,n‐diamino alkanes (where n=4, 6, 10 or 12), were designed to probe inter‐ and intra‐ binding site dimensions in malarial parasite (Plasmodium) tubulin. Various crystal structures, including chloralin and trifluralin, an isopropyl dimer, and 2,6‐dinitro‐4‐trifluoromethyl‐phenylamine, were determined. Dinitroanilines, when soluble, were evaluated both in culture and in vivo. Trifluralin was up to 2‐fold more active than chloralin against cultured parasites. The isopropyl dimer was water soluble (>5 mM) and revealed activity superior to that of chloralin in culture. The effects of selected dinitroanilines upon the mitotic microtubular structures of Plasmodium, the putative target of these dinitroanilines, were also determined. Electronic properties of the molecules were calculated using DFT (B3LYP/6‐31+G* level) to ascertain whether incorporation of such a pharmacophore could allow both QSAR and rational development of more selectively toxic antiparasitic agents.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Structural Determination, and Pharmacology of Putative Dinitroaniline Antimalarials

et al. 2018

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“…In 1981, though not dealing with a sponge source, Price et al 26 reported that chloramphenicol was found in an extract of the moon snail (Lunatia heros) collected in the Gulf of Maine. As far as we know, was the first confirmed report of a terrestrial-sourced antibiotic from a marine invertebrate.…”

Section: Brazilian Paederus Beetles and Marine Sponge Metabolitesmentioning

confidence: 99%

The Influence of Brazilian Biodiversity on Searching for Human Use Pharmaceuticals

Newman¹

2016

J. Braz. Chem. Soc.

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This relatively short review will cover the history of some potential drug entities whose beginnings were from Brazilian flora and fauna that led to scientific findings many years later that could not even have been thought of at the time of their initial discovery. The first two are the discoveries of the effects of peptidic toxins from the highly poisonous snake Bothrops jararaca upon the control of bradykinins that led to the angiotensin converting enzyme inhibitors, and the identification of pederin from the blister beetle Paederus species that 50 plus years later led to brand new discoveries as the source of many marine sponge metabolites. All occurred well before the Convention on Biological Diversity (CBD), in 1992. Then come discussions on lapachol and its congeners and then the potential for the investigation of microbes that are associated with insects, plants and marine invertebrates and their control of the syntheses of novel metabolites with pharmaceutical potential. The review finishes with comments on the biodiversity programs that São Paulo State has put in place and how they are materially aiding in investigations of Brazilian flora and fauna but under conditions that are CBD-compliant.

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Isolation and identification of chloramphenicol from the moon snail, Lunatia heros.

Cited by 2 publications

References 1 publication

Synthesis, Structural Determination, and Pharmacology of Putative Dinitroaniline Antimalarials

Synthesis, Structural Determination, and Pharmacology of Putative Dinitroaniline Antimalarials

The Influence of Brazilian Biodiversity on Searching for Human Use Pharmaceuticals

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