Four new clerodane diterpenes from the leaves of Casearia guianensis which inhibit the interaction of leukocyte function antigen 1 with intercellular adhesion molecule 1

M S Hunter; D G Corley; C P Carron; E Rowold; B F Kilpatrick; R C Durley

doi:10.1021/np970141n

Four new clerodane diterpenes from the leaves of Casearia guianensis which inhibit the interaction of leukocyte function antigen 1 with intercellular adhesion molecule 1

J Nat Prod. 1997 Sep;60(9):894-9. doi: 10.1021/np970141n.

Authors

M S Hunter¹, D G Corley, C P Carron, E Rowold, B F Kilpatrick, R C Durley

Affiliation

¹ Searle Research and Development, Monsanto Company, St. Louis, Missouri 63198, USA.

PMID: 9322361
DOI: 10.1021/np970141n

Abstract

Four new clerodane diterpenes, casearinols A and B (1 and 2) and casearinones A and B (3 and 4), were isolated from the leaves of Casearia guianensis. These immunomodulatory compounds have been structurally elucidated primarily on the basis of 2D NMR analysis and spectral data comparison with known compounds. These compounds inhibited the binding of T-cell leukocyte function antigen 1 to intercellular adhesion molecule 1.

MeSH terms

Adjuvants, Immunologic / isolation & purification*
Adjuvants, Immunologic / pharmacology
Carbohydrate Sequence
Chromatography, High Pressure Liquid
Diterpenes / isolation & purification*
Diterpenes / pharmacology
Humans
Intercellular Adhesion Molecule-1 / metabolism*
Leukocyte L1 Antigen Complex
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Neural Cell Adhesion Molecules / metabolism*
Plant Leaves / chemistry*
Plants, Medicinal* / chemistry
Protein Binding
Spectrophotometry, Ultraviolet

Substances

Adjuvants, Immunologic
Diterpenes
Leukocyte L1 Antigen Complex
Neural Cell Adhesion Molecules
Intercellular Adhesion Molecule-1