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198560-10-0

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Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)
The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented.
Wang, Weibo,Li, Qun,Hasvold, Lisa,Steiner, Beth,Dickman, Daniel A.,Ding, Hong,Clairborne, Akyio,Chen, Hui-Ju,Frost, David,Goldman, Robert C.,Marsh, Kennan,Hui, Yu-Hua,Cox, Brian,Nilius, Angela,Balli, Darlene,Lartey, Paul,Plattner, Jacob J.,Bennani, Youssef L.
p. 489 - 493
(2007/10/03)

Total synthesis and antifungal evaluation of cyclic aminohexapeptides
The need for new therapies to treat systemic fungal infections continues to rise. Naturally occurring hexapeptide echinocandin B (1) has shown potent antifungal activity via its inhibition of the synthesis of β-1,3 glucan, a key fungal cell wall component. Although this series of agents has been limited thus far based on their physicochemical characteristics, we have found that the synthesis of analogues bearing an aminoproline residue in the 'northwest' position imparts greatly improved water solubility (>5 mg/mL). The synthesis and structure-activity relationships (SAR) based on whole cell and upon in vivo activity of the series of compounds are reported. Copyright (C) 2000 Elsevier Science Ltd.
Klein, Larry L.,Li, Leping,Chen, Hui-Ju,Curty, Cynthia B.,Degoey, David A.,Grampovnik, David J.,Leone, Christina L.,Thomas, Sheela A.,Yeung, Clinton M.,Funk, Kenneth W.,Kishore, Vimal,Lundell, Edwin O.,Wodka, Dariusz,Meulbroek, Jon A.,Alder, Jeffrey D.,Nilius, Angela M.,Lartey, Paul A.,Plattner, Jacob J.
p. 1677 - 1696
(2007/10/03)

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Chemical Properties

Boiling Point: 678.8oC at 760 mmHg
Flash Point:364.3oC
Density: 1.311g/cm3
Storage Temp.:Store at 0°C
Vapor Pressure: 2.35E-19mmHg at 25°C
PKA: 3.87±0.10(Predicted)
PSA: 95.86000
LogP: 4.70760

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