Synthesis and modeling study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy-8-(1-decynyl)-benzolactam-V8 as protein kinase C modulators

Zhi Liang Wei; Sukumar Sakamuri; Pavel A. Petukhov; Clifford George; Nancy E. Lewin; Peter M. Blumberg; Alan P. Kozikowski

doi:10.1021/ol026013u

Synthesis and modeling study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy-8-(1-decynyl)-benzolactam-V8 as protein kinase C modulators

Zhi Liang Wei, Sukumar Sakamuri, Pavel A. Petukhov, Clifford George, Nancy E. Lewin, Peter M. Blumberg, Alan P. Kozikowski

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

7 Scopus citations

Abstract

(matrix presented) Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCα.

Original language	English (US)
Pages (from-to)	2169-2172
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	13
DOIs	https://doi.org/10.1021/ol026013u
State	Published - Jun 27 2002
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Synthesis and modeling study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy-8-(1-decynyl)-benzolactam-V8 as protein kinase C modulators",

abstract = "(matrix presented) Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCα.",

author = "Wei, {Zhi Liang} and Sukumar Sakamuri and Petukhov, {Pavel A.} and Clifford George and Lewin, {Nancy E.} and Blumberg, {Peter M.} and Kozikowski, {Alan P.}",

year = "2002",

month = jun,

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doi = "10.1021/ol026013u",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Synthesis and modeling study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy-8-(1-decynyl)-benzolactam-V8 as protein kinase C modulators

AU - Wei, Zhi Liang

AU - Sakamuri, Sukumar

AU - Petukhov, Pavel A.

AU - George, Clifford

AU - Lewin, Nancy E.

AU - Blumberg, Peter M.

AU - Kozikowski, Alan P.

PY - 2002/6/27

Y1 - 2002/6/27

N2 - (matrix presented) Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCα.

AB - (matrix presented) Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCα.

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DO - 10.1021/ol026013u

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JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Synthesis and modeling study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy-8-(1-decynyl)-benzolactam-V8 as protein kinase C modulators

Abstract

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