Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants.
Camptothecin derivatives are clinically used anti-neoplastic alkaloids that biogenetically belong to monoterpenoid indole alkaloids. Camptothecin-related alkaloids from the methanol extracts of Ophiorrhiza pumila, Camptotheca acuminata and Nothapodytes foetida plants were profiled and identified using a reverse-phase high performance liquid chromatography coupled with on-line photodiode array detection and electrospray-ionization ion-trap mass spectrometry. A natural 10-glycosyloxy camptothecin, chaboside, was accumulated in tissues of O. pumila but not in C. acuminata and N. foetida. Anthraquinones regarded as phytoalexins were present in the extracts of hairy roots and calli but not in the differentiated plants of O. pumila. These findings demonstrated a remarkable difference in the constituents between the differentiated plants and the hairy roots or calli tissues. The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression.
Yamazaki
Yasuyo
Y
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Urano
Akiko
A
Sudo
Hiroshi
H
Kitajima
Mariko
M
Takayama
Hiromitsu
H
Yamazaki
Mami
M
Aimi
Norio
N
Saito
Kazuki
K
D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000378:metabolism; D002166:Camptothecin / Q000031:analogs & derivatives / Q000096:biosynthesis*; D019759:Carbon-Nitrogen Lyases / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D018515:Plant Leaves / Q000737:chemistry / Q000201:enzymology; D018517:Plant Roots / Q000737:chemistry / Q000201:enzymology; D018547:Plant Stems / Q000737:chemistry / Q000201:enzymology; D010946:Plants, Medicinal / Q000378:metabolism*; D012333:RNA, Messenger / Q000096:biosynthesis; D012717:Sesquiterpenes; D021241:Spectrometry, Mass, Electrospray Ionization; D013729:Terpenes; D014018:Tissue Distribution; D000094162:Phytoalexins
D000880:Anthraquinones; D000972:Antineoplastic Agents, Phytogenic; D026121:Indole Alkaloids; D010936:Plant Extracts; D012333:RNA, Messenger; D012717:Sesquiterpenes; D013729:Terpenes; D019759:Carbon-Nitrogen Lyases; C022684:strictosidine synthetase; D002166:Camptothecin; D000094162:Phytoalexins