Microbial O-demethylation, hydroxylation, sulfation, and ribosylation of a xanthone derivative from Halenia elliptica.
1-Hydroxy-2,3,5-trimethoxyxanthone (1), one of the major xanthone derivatives isolated from Halenia elliptica, was biotransformed by two fungi, Trichothecium roseum and Paecilomyces marquandii. Transformation of 1 by T. roseumgave 1,5-dihydroxy-2,3-dimethoxyxanthone (2), 5-O-sulfate-1-hydroxy-2,3-dimethoxyxanthone (3), 5-O-sulfate-1-hydroxy-2,3,7-trimethoxyxanthone (4), 5-O-beta-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone (5), and 1,5,6-trihydroxy-2,3-dimethoxyxanthone (6). Compound 2 was also formed by P. marquandii. The structures of the isolated compounds were elucidated by spectroscopic analyses. Among the five microbial-converted compounds, 3, 4, 5, and 6 are new compounds.
Yuan
Wei
W
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, People's Republic of China.
Zhang
Li-Ping
LP
Cheng
Ke-Di
KD
Zhu
Ping
P
Wang
Quan
Q
He
Hui-Xia
HX
Zhu
Hui-Xin
HX
D001203:Ascomycota / Q000378:metabolism; D001711:Biotransformation; D029965:Gentianaceae / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D010143:Paecilomyces / Q000378:metabolism; D010946:Plants, Medicinal / Q000737:chemistry*; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism
C478004:1-hydroxy-2,3,5-trimethoxyxanthone; D044004:Xanthones