A New Approach to 16α-Hydroxycorticoids<sup>1</sup>

Magerlein, Barney J.; Birkenmeyer, Robert D.; Kagan, Fred

doi:10.1021/jo01047a048

Cited by 9 publications

(7 citation statements)

References 3 publications

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“…Maintaining a similar, favorable acute‐toxicity profile, 79 is about two‐ to fourfold more potent than its parent 16 (Table 11). 261…”

Section: Lincosamidesmentioning

confidence: 99%

Oligothiophene Isothiocyanates as Fluorescent Markers

Barbarella

2002

Chem. Eur. J.

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To create a drug, nature's blueprints often have to be improved through semisynthesis or total synthesis (chemical postevolution). Selected contributions from industrial and academic groups highlight the arduous but rewarding path from natural products to drugs. Principle modification types for natural products are discussed herein, such as decoration, substitution, and degradation. The biological, chemical, and socioeconomic environments of antibacterial research are dealt with in context. Natural products, many from soil organisms, have provided the majority of lead structures for marketed anti‐infectives. Surprisingly, numerous “old” classes of antibacterial natural products have never been intensively explored by medicinal chemists. Nevertheless, research on antibacterial natural products is flagging. Apparently, the “old fashioned” natural products no longer fit into modern drug discovery. The handling of natural products is cumbersome, requiring nonstandardized workflows and extended timelines. Revisiting natural products with modern chemistry and target‐finding tools from biology (reversed genomics) is one option for their revival.

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“…Maintaining a similar, favorable acute‐toxicity profile, 79 is about two‐ to fourfold more potent than its parent 16 (Table 11). 261…”

Section: Lincosamidesmentioning

confidence: 99%

Oligothiophene Isothiocyanates as Fluorescent Markers

Barbarella

2002

Chem. Eur. J.

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“…The two drugs used in this study differ chemically in that the configuration of the lincomycin side chain has been altered in clindamycin by introduction of a chlorine atom on the 7-carbon (21). As a consequence of this, clindamycin is approximately 20 times more effective than lincomycin in inhibiting the growth of E. coli.…”

Section: Drug Binding Affinities Estimated By Footprintingmentioning

confidence: 99%

Interaction of the antibiotics clindamycin and lincomycin withEscherichia coli23S ribosomal RNA

Douthwaite¹

1992

Nucl Acids Res

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Interaction of the antibiotics clindamycin and lincomycin with Escherichia coli ribosomes has been compared by chemical footprinting. The protection afforded by both drugs is limited to the peptidyl transferase loop of 23S rRNA. Under conditions of stoichiometric binding at 1 mM drug concentration in vitro, both drugs strongly protect 23S rRNA bases A2058 and A2451 from dimethyl sulphate and G2505 from kethoxal modification; G2061 is also weakly protected from kethoxal. The modification patterns differ in that A2059 is additionally protected by clindamycin but not by lincomycin. The affinity of the two drugs for the ribosome, estimated by footprinting, is approximately the same, giving Kdiss values of 5 microM for lincomycin and 8 microM for clindamycin. The results show that in vitro the drugs are equally potent in blocking their ribosomal target site. Their inhibitory effects on peptide bond formation could, however, be subtly different.

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“…It can also be used to treat some protozoal diseases, such as malaria. Topical application of clindamycin phosphate is the treatment of mild to moderate acne and vaginosis [2]. Clindamycin dosage forms include capsules for peroral administration and injection solution containing clindamycin hydrochloride (I) (marketed under various trade names such as Dalacin-C and Clindacin) and a topical preparation of clindamycin phosphate (II) in solution form (known as Dalacin-T).…”

Section: Introductionmentioning

confidence: 99%

Determination of clindamycin in dosage forms and biological samples by adsorption stripping voltammetry with carbon paste electrode

2011

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The electrochemical behavior of antibiotic drugs, clindamycin hydrochloride (I) and its phosphate salt (II), on carbon paste electrode (CPE) is thoroughly investigated. Chemical and electrical parameters affecting the adsorption stripping voltammetry (ASV) measurements are optimized. Two different modes of sweep, viz., differential pulse (DP) and square wave (SW), are compared over a potential range of +400 to +1100 mV in the presence of 0.04 M Britton -Robinson buffer (pH 10) with an accumulation time of 30 s, scan rate of 100 mV/s, and pulse amplitude of 30 mV. The responses are linear over a concentration range of 86 -430 and 90 -813 ng/ml for I and 86 -516 and 172 -1030 ng/ml for II in the DP and SW sweep modes, respectively. The limits of detection (with correlation coefficients given in brackets) are as follow (ng/ml): 32.60 (0.998) and 90.73 (0.994) for I and 43.51 (0.997) and 83.02 (0.996) for II in the DP and SW sweep modes, respectively. The DP method has been applied successfully to determining the active ingredients in pharmaceutical preparations and in spiked urine with mean percentage recoveries of 99.24 ± 2.14 and 98.66 ± 2.38, respectively.

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A New Approach to 16α-Hydroxycorticoids¹

Cited by 9 publications

References 3 publications

Oligothiophene Isothiocyanates as Fluorescent Markers

Oligothiophene Isothiocyanates as Fluorescent Markers

Interaction of the antibiotics clindamycin and lincomycin withEscherichia coli23S ribosomal RNA

Determination of clindamycin in dosage forms and biological samples by adsorption stripping voltammetry with carbon paste electrode

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A New Approach to 16α-Hydroxycorticoids1

Cited by 9 publications

References 3 publications

Oligothiophene Isothiocyanates as Fluorescent Markers

Oligothiophene Isothiocyanates as Fluorescent Markers

Interaction of the antibiotics clindamycin and lincomycin withEscherichia coli23S ribosomal RNA

Determination of clindamycin in dosage forms and biological samples by adsorption stripping voltammetry with carbon paste electrode

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A New Approach to 16α-Hydroxycorticoids¹