Lipopeptide antifungal agents: Amine conjugates of the semi-synthetic pneumocandins L-731,373 and L-733,560

Robert A. Zambias; Catherine James; George K. Abruzzo; Kenneth F. Bartizal; Richard Hajdu; Randy Thompson; Karl H. Nollstadt; Jean Marrinan; James M. Balkovec

doi:10.1016/S0960-894X(97)00359-4

Lipopeptide antifungal agents: Amine conjugates of the semi-synthetic pneumocandins L-731,373 and L-733,560

Robert A. Zambias
, Catherine James
, George K. Abruzzo
, Kenneth F. Bartizal
, Richard Hajdu
, Randy Thompson
, Karl H. Nollstadt
, Jean Marrinan
, James M. Balkovec

Center for Discovery and Innovation

Department of Medicinal Chemistry
Dept. of Infectious Disease Research
Dept. Parasite Biochem. Cell Biol.
Antibiotic Discov. Devmt. Merck R.

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

Amine conjugates of the semi-synthetic 1,3-β-(D)-glucan synthesis inhibitors L-731,373 (3) and L-733,560 (4) were prepared and evaluated for in vitro and in vivo antifungal activity. Tricationic analogs were more potent than the dicationic which were more potent than the monocationic. The L-ornithine conjugate of 4 possessed excellent pharmacokinetic parameters but lacked sufficient antifungal spectrum for development.

Original language	English
Pages (from-to)	2021-2026
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	7
Issue number	15
DOIs	https://doi.org/10.1016/S0960-894X(97)00359-4
State	Published - 5 Aug 1997

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title = "Lipopeptide antifungal agents: Amine conjugates of the semi-synthetic pneumocandins L-731,373 and L-733,560",

abstract = "Amine conjugates of the semi-synthetic 1,3-β-(D)-glucan synthesis inhibitors L-731,373 (3) and L-733,560 (4) were prepared and evaluated for in vitro and in vivo antifungal activity. Tricationic analogs were more potent than the dicationic which were more potent than the monocationic. The L-ornithine conjugate of 4 possessed excellent pharmacokinetic parameters but lacked sufficient antifungal spectrum for development.",

author = "Zambias, \{Robert A.\} and Catherine James and Abruzzo, \{George K.\} and Bartizal, \{Kenneth F.\} and Richard Hajdu and Randy Thompson and Nollstadt, \{Karl H.\} and Jean Marrinan and Balkovec, \{James M.\}",

year = "1997",

month = aug,

day = "5",

doi = "10.1016/S0960-894X(97)00359-4",

language = "English",

volume = "7",

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TY - JOUR

T1 - Lipopeptide antifungal agents

T2 - Amine conjugates of the semi-synthetic pneumocandins L-731,373 and L-733,560

AU - Zambias, Robert A.

AU - James, Catherine

AU - Abruzzo, George K.

AU - Bartizal, Kenneth F.

AU - Hajdu, Richard

AU - Thompson, Randy

AU - Nollstadt, Karl H.

AU - Marrinan, Jean

AU - Balkovec, James M.

PY - 1997/8/5

Y1 - 1997/8/5

N2 - Amine conjugates of the semi-synthetic 1,3-β-(D)-glucan synthesis inhibitors L-731,373 (3) and L-733,560 (4) were prepared and evaluated for in vitro and in vivo antifungal activity. Tricationic analogs were more potent than the dicationic which were more potent than the monocationic. The L-ornithine conjugate of 4 possessed excellent pharmacokinetic parameters but lacked sufficient antifungal spectrum for development.

AB - Amine conjugates of the semi-synthetic 1,3-β-(D)-glucan synthesis inhibitors L-731,373 (3) and L-733,560 (4) were prepared and evaluated for in vitro and in vivo antifungal activity. Tricationic analogs were more potent than the dicationic which were more potent than the monocationic. The L-ornithine conjugate of 4 possessed excellent pharmacokinetic parameters but lacked sufficient antifungal spectrum for development.

UR - https://www.scopus.com/pages/publications/0030816775

U2 - 10.1016/S0960-894X(97)00359-4

DO - 10.1016/S0960-894X(97)00359-4

M3 - Article

AN - SCOPUS:0030816775

SN - 0960-894X

VL - 7

SP - 2021

EP - 2026

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 15

ER -

Lipopeptide antifungal agents: Amine conjugates of the semi-synthetic pneumocandins L-731,373 and L-733,560

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