Antifungal chromans inhibiting the mitochondrial respiratory chain of pea seeds and new xanthones from Calophyllum caledonicum.
Two new xanthones, caledonixanthone M 1 and caloxanthone L 2, and one new acid, caledonic acid 6 were isolated from the hexane-soluble extract of the stem bark of Calophyllum caledonicum. In the course of this phytochemical study, seven other known compounds - calothwaitesixanthone, calozeyloxanthone, allanxanthone, isoapetalic acid 3, calolongic acid 4, apetalic acid 5 and isocalolongic acid 7 - were isolated. Their antifungal activity against the growth of the human pathogenic fungus Aspergillus fumigatus was then investigated. The results indicated that the crude extract, calolongic acid 4 and isocalolongic acid 7 exhibited strong inhibitory effects with MIC (80) values of 8, 4, 2 microg/mL, respectively. Besides, calolongic acid 4, its lactone derivative 4a and isocalolongic acid 7 markedly reduced the respiration of pea seed mitochondria.
Hay
A-E
AE
SONAS, UFR des Sciences Pharmaceutiques et Ingénierie de la Santé, Angers, France.
Guilet
D
D
Morel
C
C
Larcher
G
G
Macherel
D
D
Le Ray
A-M
AM
Litaudon
M
M
Richomme
P
P
D000935:Antifungal Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D001232:Aspergillus fumigatus / Q000187:drug effects; D029759:Calophyllum; D002839:Chromans / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D004579:Electron Transport / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D008928:Mitochondria / Q000187:drug effects; D018532:Pisum sativum / Q000378:metabolism; D008517:Phytotherapy; D024301:Plant Bark; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D012639:Seeds
D000935:Antifungal Agents; D002839:Chromans; D010936:Plant Extracts