Total syntheses of cathepsin D inhibitory izenamides A, B, and C and structural confirmation of izenamide B

Changjin Lim

doi:10.3390/molecules24193424

Total syntheses of cathepsin D inhibitory izenamides A, B, and C and structural confirmation of izenamide B

Changjin Lim^*

^*Corresponding author for this work

Department of Pharmacy

CHA University

Research output: Contribution to journal › Journal article › peer-review

5 Scopus citations

Abstract

The first total syntheses of izenamides A, B, and C, which are depsipeptides inhibitor of cathepsin D, were accomplished. In addition, the stereochemistry of izenamide B was confirmed by our syntheses. The key features of our synthetic route involve the avoidance of critical 2,5-diketopiperazine (DKP) formation and the minimization of epimerization during the coupling of amino acids for the target peptides.

Original language	English
Article number	3424
Journal	Molecules
Volume	24
Issue number	19
DOIs	https://doi.org/10.3390/molecules24193424
State	Published - 2019.09.20

Keywords

Cathepsin D
Depsipeptide
Izenamides
Structural confirmation
Total synthesis

Access to Document

10.3390/molecules24193424

Cite this

@article{c2afba5ddd5043ef86b2b8c2fd701dc1,

title = "Total syntheses of cathepsin D inhibitory izenamides A, B, and C and structural confirmation of izenamide B",

abstract = "The first total syntheses of izenamides A, B, and C, which are depsipeptides inhibitor of cathepsin D, were accomplished. In addition, the stereochemistry of izenamide B was confirmed by our syntheses. The key features of our synthetic route involve the avoidance of critical 2,5-diketopiperazine (DKP) formation and the minimization of epimerization during the coupling of amino acids for the target peptides.",

keywords = "Cathepsin D, Depsipeptide, Izenamides, Structural confirmation, Total synthesis",

author = "Changjin Lim",

note = "Publisher Copyright: {\textcopyright} 2019 by the author. Licensee MDPI, Basel, Switzerland.",

year = "2019",

month = sep,

day = "20",

doi = "10.3390/molecules24193424",

language = "English",

volume = "24",

journal = "Molecules",

issn = "1420-3049",

number = "19",

}

TY - JOUR

T1 - Total syntheses of cathepsin D inhibitory izenamides A, B, and C and structural confirmation of izenamide B

AU - Lim, Changjin

PY - 2019/9/20

Y1 - 2019/9/20

N2 - The first total syntheses of izenamides A, B, and C, which are depsipeptides inhibitor of cathepsin D, were accomplished. In addition, the stereochemistry of izenamide B was confirmed by our syntheses. The key features of our synthetic route involve the avoidance of critical 2,5-diketopiperazine (DKP) formation and the minimization of epimerization during the coupling of amino acids for the target peptides.

AB - The first total syntheses of izenamides A, B, and C, which are depsipeptides inhibitor of cathepsin D, were accomplished. In addition, the stereochemistry of izenamide B was confirmed by our syntheses. The key features of our synthetic route involve the avoidance of critical 2,5-diketopiperazine (DKP) formation and the minimization of epimerization during the coupling of amino acids for the target peptides.

KW - Cathepsin D

KW - Depsipeptide

KW - Izenamides

KW - Structural confirmation

KW - Total synthesis

UR - https://www.scopus.com/pages/publications/85072558939

U2 - 10.3390/molecules24193424

DO - 10.3390/molecules24193424

M3 - Journal article

C2 - 31547147

AN - SCOPUS:85072558939

SN - 1420-3049

VL - 24

JO - Molecules

JF - Molecules

IS - 19

M1 - 3424

ER -

Total syntheses of cathepsin D inhibitory izenamides A, B, and C and structural confirmation of izenamide B

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this