Isolation and Structure of Pedilstatin from a Republic of Maldives Pedilanthus sp

A new cancer cell growth inhibitor designated pedilstatin (1) was isolated from a Republic of Maldives Pedilanthus sp. The structure was determined to be 13-O-acetyl-12-O-[2‘Z,4‘E-octadienoyl]-4α-deoxyphorbol on the basis of high-resolution mass spectral and 2D NMR assignments. Pedilstatin was found...

Full description

Saved in:
Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2002-09, Vol.65 (9), p.1262-1265
Main Authors: Pettit, George R, Ducki, Sylvie, Tan, Rui, Gardella, Roberta S, McMahon, James B, Boyd, Michael R, Blumberg, Peter M, Lewin, Nancy E, Doubek, Dennis L, Tackett, Larry P, Williams, Michael D
Format: Article
Language:English
Subjects:
Animals
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Antiviral Agents - chemistry
Antiviral Agents - isolation & purification
Antiviral Agents - pharmacology
Cell Survival - drug effects
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - isolation & purification
Enzyme Inhibitors - pharmacology
Euphorbiaceae - chemistry
HIV-1 - metabolism
Humans
Indian Ocean Islands
Leukemia P388
Lymphocytes - drug effects
Mice
Molecular Structure
Phorbols - chemistry
Phorbols - isolation & purification
Phorbols - pharmacology
Plants, Medicinal - chemistry
Protein Kinase C - antagonists & inhibitors
Structure-Activity Relationship
Tumor Cells, Cultured - drug effects
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A new cancer cell growth inhibitor designated pedilstatin (1) was isolated from a Republic of Maldives Pedilanthus sp. The structure was determined to be 13-O-acetyl-12-O-[2‘Z,4‘E-octadienoyl]-4α-deoxyphorbol on the basis of high-resolution mass spectral and 2D NMR assignments. Pedilstatin was found to significantly inhibit growth of the P388 lymphocytic leukemia cell line with an ED50 of 0.28 μg/mL, to afford, at concentrations of 2−5 μM, protection (to 80%) of human-derived lymphoblastoid CEM-SS cells from infection and cell-killing by HIV-1, and to show inhibition of protein kinase C with a K i of 620 ± 20 nM.
ISSN:0163-3864
1520-6025
DOI:10.1021/np020115b