New Rev-export inhibitor from Alpinia galanga and structure-activity relationship

Satoru Tamura; Atsushi Shiomi; Masafumi Kaneko; Ying Ye; Minoru Yoshida; Masayuki Yoshikawa; Tominori Kimura; Motomasa Kobayashi; Nobutoshi Murakami

doi:10.1016/j.bmcl.2009.03.047

New Rev-export inhibitor from Alpinia galanga and structure-activity relationship

Bioorg Med Chem Lett. 2009 May 1;19(9):2555-7. doi: 10.1016/j.bmcl.2009.03.047. Epub 2009 Mar 17.

Authors

Satoru Tamura¹, Atsushi Shiomi, Masafumi Kaneko, Ying Ye, Minoru Yoshida, Masayuki Yoshikawa, Tominori Kimura, Motomasa Kobayashi, Nobutoshi Murakami

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.

PMID: 19342232
DOI: 10.1016/j.bmcl.2009.03.047

Abstract

Bioassay-guided separation by use of the fission yeast expressing NES of Rev, an HIV-1 viral regulatory protein, disclosed 1'-acetoxychavicol acetate (ACA, 1) as a new inhibitor for nuclear export of Rev from the roots of Alpinia galanga. Both analysis for mechanism of action with biotinylated probe (2) and several synthesized analogs established crucial portions in 1 for Rev-export inhibitory activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acquired Immunodeficiency Syndrome / drug therapy
Alpinia / genetics*
Alpinia / metabolism*
Anti-HIV Agents / chemistry
Anti-HIV Agents / pharmacology*
Benzyl Alcohols / chemistry
Benzyl Alcohols / pharmacology*
Biological Assay
Biotinylation
Chemistry, Pharmaceutical / methods
Drug Design
HIV-1 / metabolism
HeLa Cells
Humans
Plant Extracts / chemistry
Plant Extracts / pharmacology*
Plant Roots
Structure-Activity Relationship
rev Gene Products, Human Immunodeficiency Virus / antagonists & inhibitors*
rev Gene Products, Human Immunodeficiency Virus / chemistry

Substances

Anti-HIV Agents
Benzyl Alcohols
Plant Extracts
rev Gene Products, Human Immunodeficiency Virus
1'-acetoxychavicol acetate