Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs

Jose Garcia-Rodriguez, Saurabh Mendiratta, Michael A. White, Xiao Song Xie, Jef K. De Brabander

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents.

Original languageEnglish (US)
Pages (from-to)4393-4398
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number20
DOIs
StatePublished - Jul 30 2015

Fingerprint

Adenosine Triphosphatases
Antineoplastic Agents
Antiviral Agents
Structure-Activity Relationship
Biological Products
Derivatives
saliphenylhalamide

Keywords

  • Anticancer
  • Antiviral
  • Benzolactone
  • Salicylihalamide
  • V-ATPase

ASJC Scopus subject areas

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

Cite this

Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs. / Garcia-Rodriguez, Jose; Mendiratta, Saurabh; White, Michael A.; Xie, Xiao Song; De Brabander, Jef K.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 20, 30.07.2015, p. 4393-4398.

Research output: Contribution to journalArticle

@article{c755aa73500e44ec9d2ab667eabca6e9,
title = "Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs",
abstract = "An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents.",
keywords = "Anticancer, Antiviral, Benzolactone, Salicylihalamide, V-ATPase",
author = "Jose Garcia-Rodriguez and Saurabh Mendiratta and White, {Michael A.} and Xie, {Xiao Song} and {De Brabander}, {Jef K.}",
year = "2015",
month = "7",
day = "30",
doi = "10.1016/j.bmcl.2015.09.021",
language = "English (US)",
volume = "25",
pages = "4393--4398",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "20",

}

TY - JOUR

T1 - Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs

AU - Garcia-Rodriguez, Jose

AU - Mendiratta, Saurabh

AU - White, Michael A.

AU - Xie, Xiao Song

AU - De Brabander, Jef K.

PY - 2015/7/30

Y1 - 2015/7/30

N2 - An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents.

AB - An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents.

KW - Anticancer

KW - Antiviral

KW - Benzolactone

KW - Salicylihalamide

KW - V-ATPase

UR - http://www.scopus.com/inward/record.url?scp=84942836025&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84942836025&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2015.09.021

DO - 10.1016/j.bmcl.2015.09.021

M3 - Article

VL - 25

SP - 4393

EP - 4398

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 20

ER -