Luteolin, a compound with adenosine A(1) receptor-binding activity, and chromone and dihydronaphthalenone constituents from Senna siamea

K Ingkaninan; A P IJzerman; R Verpoorte

doi:10.1021/np9904152

Luteolin, a compound with adenosine A(1) receptor-binding activity, and chromone and dihydronaphthalenone constituents from Senna siamea

J Nat Prod. 2000 Mar;63(3):315-7. doi: 10.1021/np9904152.

Authors

K Ingkaninan¹, A P IJzerman, R Verpoorte

Affiliation

¹ Division of Pharmacognosy and Division of Medicinal Chemistry, Leiden/Amsterdam Center for Drug Research, Gorlaeus Laboratories, Leiden University, P.O. Box 9502, 2300 RA, Leiden, The Netherlands.

PMID: 10757709
DOI: 10.1021/np9904152

Abstract

Activity-guided fractionation led to the isolation of luteolin (1) from the leaves of Senna siamea (syn. Cassia siamea). This compound was found to be an antagonist at the adenosine A(1) receptor with a K(i) value in the low micromolar range. Four additional nonactive compounds (2-5) were also isolated, and their structures were elucidated. One compound was identified as cassia chromone (5-acetonyl-7-hydroxy-2-methylchromone) (2). Three other compounds are new, and they were identified as 5-acetonyl-7-hydroxy-2-hydroxymethyl-chromone (3), 4-(trans)-acetyl-3,6,8-trihydroxy-3-methyldihydronaphthalenone (4), and 4-(cis)-acetyl-3,6,8-trihydroxy-3-methyldihydronaphthalenone (5).

Publication types

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

MeSH terms

Chromones / chemistry
Chromones / isolation & purification*
Flavonoids / metabolism*
Luteolin
Naphthalenes / chemistry
Naphthalenes / isolation & purification*
Plants, Medicinal / chemistry*
Receptors, Purinergic P1 / metabolism*
Spectrum Analysis

Substances

Chromones
Flavonoids
Naphthalenes
Receptors, Purinergic P1
Luteolin