Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity

Research output: Contribution to journalJournal articlepeer-review

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Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity. / Laursen, Jane B.; De Visser, Peter C.; Nielsen, Henrik K.; Jensen, Knud J.; Nielsen, John.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 12, No. 2, 21.01.2002, p. 171-175.

Research output: Contribution to journalJournal articlepeer-review

Harvard

Laursen, JB, De Visser, PC, Nielsen, HK, Jensen, KJ & Nielsen, J 2002, 'Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity', Bioorganic and Medicinal Chemistry Letters, vol. 12, no. 2, pp. 171-175. https://doi.org/10.1016/S0960-894X(01)00692-8

APA

Laursen, J. B., De Visser, P. C., Nielsen, H. K., Jensen, K. J., & Nielsen, J. (2002). Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity. Bioorganic and Medicinal Chemistry Letters, 12(2), 171-175. https://doi.org/10.1016/S0960-894X(01)00692-8

Vancouver

Laursen JB, De Visser PC, Nielsen HK, Jensen KJ, Nielsen J. Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity. Bioorganic and Medicinal Chemistry Letters. 2002 Jan 21;12(2):171-175. https://doi.org/10.1016/S0960-894X(01)00692-8

Author

Laursen, Jane B. ; De Visser, Peter C. ; Nielsen, Henrik K. ; Jensen, Knud J. ; Nielsen, John. / Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity. In: Bioorganic and Medicinal Chemistry Letters. 2002 ; Vol. 12, No. 2. pp. 171-175.

Bibtex

@article{ffdbaa79205b481c88cae27f967703c9,
title = "Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity",
abstract = "An array of 12 new saphenamycin analogues modified at the benzoate moiety was synthesized on solid support. Synthesis commenced with a chemoselective anchoring of saphenic acid through the carboxyl group to a 2-chlorotrityl functionalized polystyrene resin. The secondary alcohol was acylated in parallel with a series of differently substituted benzoic acid derivatives. Treatment with TFA-CH2Cl2 (5:995) released the expected saphenamycin analogues into solution. These new analogues were purified, characterized and screened for antimicrobial activity against Bacillus subtilis and Proteus mirabilis. Eight analogues exhibited MIC values against B. subtilis ranging from 0.07 to 3.93 μg/mL, comparable to the activities of previously reported saphenamycin analogues.",
author = "Laursen, {Jane B.} and {De Visser}, {Peter C.} and Nielsen, {Henrik K.} and Jensen, {Knud J.} and John Nielsen",
year = "2002",
month = jan,
day = "21",
doi = "10.1016/S0960-894X(01)00692-8",
language = "English",
volume = "12",
pages = "171--175",
journal = "Bioorganic & Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Pergamon Press",
number = "2",

}

RIS

TY - JOUR

T1 - Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity

AU - Laursen, Jane B.

AU - De Visser, Peter C.

AU - Nielsen, Henrik K.

AU - Jensen, Knud J.

AU - Nielsen, John

PY - 2002/1/21

Y1 - 2002/1/21

N2 - An array of 12 new saphenamycin analogues modified at the benzoate moiety was synthesized on solid support. Synthesis commenced with a chemoselective anchoring of saphenic acid through the carboxyl group to a 2-chlorotrityl functionalized polystyrene resin. The secondary alcohol was acylated in parallel with a series of differently substituted benzoic acid derivatives. Treatment with TFA-CH2Cl2 (5:995) released the expected saphenamycin analogues into solution. These new analogues were purified, characterized and screened for antimicrobial activity against Bacillus subtilis and Proteus mirabilis. Eight analogues exhibited MIC values against B. subtilis ranging from 0.07 to 3.93 μg/mL, comparable to the activities of previously reported saphenamycin analogues.

AB - An array of 12 new saphenamycin analogues modified at the benzoate moiety was synthesized on solid support. Synthesis commenced with a chemoselective anchoring of saphenic acid through the carboxyl group to a 2-chlorotrityl functionalized polystyrene resin. The secondary alcohol was acylated in parallel with a series of differently substituted benzoic acid derivatives. Treatment with TFA-CH2Cl2 (5:995) released the expected saphenamycin analogues into solution. These new analogues were purified, characterized and screened for antimicrobial activity against Bacillus subtilis and Proteus mirabilis. Eight analogues exhibited MIC values against B. subtilis ranging from 0.07 to 3.93 μg/mL, comparable to the activities of previously reported saphenamycin analogues.

U2 - 10.1016/S0960-894X(01)00692-8

DO - 10.1016/S0960-894X(01)00692-8

M3 - Journal article

C2 - 11755347

AN - SCOPUS:0037147788

VL - 12

SP - 171

EP - 175

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

SN - 0960-894X

IS - 2

ER -

ID: 129206953