Solid-phase synthesis of a library constructed of aromatic phosphate, long alkyl chains and tryptophane components, and identification of potent dipeptide telomerase inhibitors

Shigeki Sasaki, Takeru Ehara, Md Rowshon Alam, Yasuhiro Fujino, Naozumi Harada, Junko Kimura, Hideo Nakamura, Minoru Maeda

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Telomerase inhibitors are expected as a new candidate of therapeutic agents for cancer. Recently, we have found novel inhibitors based on the bisindole skeleton. In this study, solid-phase synthesis was applied to construct a library of inhibitors having aromatic phosphate, long alkyl chain and tryptophane components, from which a D,D-ditryptophane derivative has been identified as a new potent telomerase inhibitor with IC50 values of 0.3 μM. A hypothetical binding model for the new inhibitors has been proposed based on the structure-activity relationship.

Original languageEnglish
Pages (from-to)2581-2584
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number19
DOIs
Publication statusPublished - Oct 8 2001

Fingerprint

Solid-Phase Synthesis Techniques
Dipeptides
Telomerase
Libraries
Phosphates
Structure-Activity Relationship
Skeleton
Inhibitory Concentration 50
Derivatives
Neoplasms
Therapeutics

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Solid-phase synthesis of a library constructed of aromatic phosphate, long alkyl chains and tryptophane components, and identification of potent dipeptide telomerase inhibitors. / Sasaki, Shigeki; Ehara, Takeru; Alam, Md Rowshon; Fujino, Yasuhiro; Harada, Naozumi; Kimura, Junko; Nakamura, Hideo; Maeda, Minoru.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 11, No. 19, 08.10.2001, p. 2581-2584.

Research output: Contribution to journalArticle

Sasaki, Shigeki ; Ehara, Takeru ; Alam, Md Rowshon ; Fujino, Yasuhiro ; Harada, Naozumi ; Kimura, Junko ; Nakamura, Hideo ; Maeda, Minoru. / Solid-phase synthesis of a library constructed of aromatic phosphate, long alkyl chains and tryptophane components, and identification of potent dipeptide telomerase inhibitors. In: Bioorganic and Medicinal Chemistry Letters. 2001 ; Vol. 11, No. 19. pp. 2581-2584.
@article{b1f1da4f72c34ff7822a22873fce83d5,
title = "Solid-phase synthesis of a library constructed of aromatic phosphate, long alkyl chains and tryptophane components, and identification of potent dipeptide telomerase inhibitors",
abstract = "Telomerase inhibitors are expected as a new candidate of therapeutic agents for cancer. Recently, we have found novel inhibitors based on the bisindole skeleton. In this study, solid-phase synthesis was applied to construct a library of inhibitors having aromatic phosphate, long alkyl chain and tryptophane components, from which a D,D-ditryptophane derivative has been identified as a new potent telomerase inhibitor with IC50 values of 0.3 μM. A hypothetical binding model for the new inhibitors has been proposed based on the structure-activity relationship.",
author = "Shigeki Sasaki and Takeru Ehara and Alam, {Md Rowshon} and Yasuhiro Fujino and Naozumi Harada and Junko Kimura and Hideo Nakamura and Minoru Maeda",
year = "2001",
month = "10",
day = "8",
doi = "10.1016/S0960-894X(01)00507-8",
language = "English",
volume = "11",
pages = "2581--2584",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "19",

}

TY - JOUR

T1 - Solid-phase synthesis of a library constructed of aromatic phosphate, long alkyl chains and tryptophane components, and identification of potent dipeptide telomerase inhibitors

AU - Sasaki, Shigeki

AU - Ehara, Takeru

AU - Alam, Md Rowshon

AU - Fujino, Yasuhiro

AU - Harada, Naozumi

AU - Kimura, Junko

AU - Nakamura, Hideo

AU - Maeda, Minoru

PY - 2001/10/8

Y1 - 2001/10/8

N2 - Telomerase inhibitors are expected as a new candidate of therapeutic agents for cancer. Recently, we have found novel inhibitors based on the bisindole skeleton. In this study, solid-phase synthesis was applied to construct a library of inhibitors having aromatic phosphate, long alkyl chain and tryptophane components, from which a D,D-ditryptophane derivative has been identified as a new potent telomerase inhibitor with IC50 values of 0.3 μM. A hypothetical binding model for the new inhibitors has been proposed based on the structure-activity relationship.

AB - Telomerase inhibitors are expected as a new candidate of therapeutic agents for cancer. Recently, we have found novel inhibitors based on the bisindole skeleton. In this study, solid-phase synthesis was applied to construct a library of inhibitors having aromatic phosphate, long alkyl chain and tryptophane components, from which a D,D-ditryptophane derivative has been identified as a new potent telomerase inhibitor with IC50 values of 0.3 μM. A hypothetical binding model for the new inhibitors has been proposed based on the structure-activity relationship.

UR - http://www.scopus.com/inward/record.url?scp=0035829149&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035829149&partnerID=8YFLogxK

U2 - 10.1016/S0960-894X(01)00507-8

DO - 10.1016/S0960-894X(01)00507-8

M3 - Article

C2 - 11551754

AN - SCOPUS:0035829149

VL - 11

SP - 2581

EP - 2584

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 19

ER -