Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses

Kristjan S. Gudmundsson; Paul R. Sebahar; Leah D.Aurora Richardson; John G. Catalano; Sharon D. Boggs; Andrew Spaltenstein; Phiroze B. Sethna; Kevin W. Brown; Robert Harvey; Karen R. Romines

doi:10.1016/j.bmcl.2009.05.003

Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses

Kristjan S. Gudmundsson, Paul R. Sebahar, Leah D.Aurora Richardson, John G. Catalano, Sharon D. Boggs, Andrew Spaltenstein, Phiroze B. Sethna, Kevin W. Brown, Robert Harvey, Karen R. Romines

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

41 Scopus citations

Abstract

The synthesis and SAR of a series of substituted 1-aminotetrahydrocarbazoles with potent activity against human papillomaviruses are described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity (W12 antiviral assay) in the low nanomolar range were identified and (1R)-6-bromo-N-[(1R)-1-phenylethyl]-2,3,4,9-tetrahydro-1H-carbazole-1-amine was selected for further evaluation.

Original language	English
Pages (from-to)	3489-3492
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	13
DOIs	https://doi.org/10.1016/j.bmcl.2009.05.003
State	Published - 1 Jul 2009
Externally published	Yes

Keywords

Antiviral
Human papillomavirus
Tetrahydrocarbazole

Access to Document

10.1016/j.bmcl.2009.05.003

Cite this

@article{699fbc8cf00046c18bd5cdbdcd84be16,

title = "Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses",

abstract = "The synthesis and SAR of a series of substituted 1-aminotetrahydrocarbazoles with potent activity against human papillomaviruses are described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity (W12 antiviral assay) in the low nanomolar range were identified and (1R)-6-bromo-N-[(1R)-1-phenylethyl]-2,3,4,9-tetrahydro-1H-carbazole-1-amine was selected for further evaluation.",

keywords = "Antiviral, Human papillomavirus, Tetrahydrocarbazole",

author = "Gudmundsson, {Kristjan S.} and Sebahar, {Paul R.} and Richardson, {Leah D.Aurora} and Catalano, {John G.} and Boggs, {Sharon D.} and Andrew Spaltenstein and Sethna, {Phiroze B.} and Brown, {Kevin W.} and Robert Harvey and Romines, {Karen R.}",

year = "2009",

month = jul,

day = "1",

doi = "10.1016/j.bmcl.2009.05.003",

language = "English",

volume = "19",

pages = "3489--3492",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "13",

}

TY - JOUR

T1 - Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses

AU - Gudmundsson, Kristjan S.

AU - Sebahar, Paul R.

AU - Richardson, Leah D.Aurora

AU - Catalano, John G.

AU - Boggs, Sharon D.

AU - Spaltenstein, Andrew

AU - Sethna, Phiroze B.

AU - Brown, Kevin W.

AU - Harvey, Robert

AU - Romines, Karen R.

PY - 2009/7/1

Y1 - 2009/7/1

N2 - The synthesis and SAR of a series of substituted 1-aminotetrahydrocarbazoles with potent activity against human papillomaviruses are described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity (W12 antiviral assay) in the low nanomolar range were identified and (1R)-6-bromo-N-[(1R)-1-phenylethyl]-2,3,4,9-tetrahydro-1H-carbazole-1-amine was selected for further evaluation.

AB - The synthesis and SAR of a series of substituted 1-aminotetrahydrocarbazoles with potent activity against human papillomaviruses are described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity (W12 antiviral assay) in the low nanomolar range were identified and (1R)-6-bromo-N-[(1R)-1-phenylethyl]-2,3,4,9-tetrahydro-1H-carbazole-1-amine was selected for further evaluation.

KW - Antiviral

KW - Human papillomavirus

KW - Tetrahydrocarbazole

UR - http://www.scopus.com/inward/record.url?scp=66349130961&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2009.05.003

DO - 10.1016/j.bmcl.2009.05.003

M3 - Article

C2 - 19457669

AN - SCOPUS:66349130961

SN - 0960-894X

VL - 19

SP - 3489

EP - 3492

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 13

ER -

Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses

Abstract

Keywords

Access to Document

Fingerprint

Cite this