| Project/Area Number |
14571996
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | CHIBA UNIVERSITY |
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Principal Investigator |
KITAJIMA Mariko Chiba University, Graduate School of Pharmceutical Sci., Research Associate, 大学院・薬学研究院, 助手 (60195261)
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| Co-Investigator(Kenkyū-buntansha) |
YAMAZAKI Mami Chiba University, Graduate School of Pharmaceutical Sciences, Associate Professor, 大学院・薬学研究院, 助教授 (70222370)
TAKAYAMA Hiromitsu Chiba University, Graduate School of Pharmaceutical Sciences, Associate Professor, 大学院・薬学研究院, 助教授 (90171561)
AIMI Norio Chiba University, Graduate School of Pharmaceutical Sciences, Professor, 大学院・薬学研究院, 教授 (30009170)
YANO Shingo Chiba University, Graduate School of Pharmaceutical Sciences, Professor, 大学院・薬学研究院, 教授 (90009655)
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| Project Period (FY) |
2002 – 2003
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| Project Status |
Completed (Fiscal Year 2003)
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| Budget Amount *help |
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2003: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 2002: ¥2,400,000 (Direct Cost: ¥2,400,000)
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| Keywords | Loganiaceae / Gelsemium elegans / Gelsemium sempervirens / alkaloid / callus / phylogenelic analyses of DNA / toxicity / antitumor activity / Gelsemium sempervirens / イリドイド / テルペン / 急性毒性 / 毛状根 / アゼチジン環 / 系統解析 |
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| Research Abstract |
Gelsemium elegant and G.sempervirens belonging to Loganiaceae are known to be toxic and rich sources of indole alkaloids.
Callus cultures of Gelsemium plants were successfully obtained from the leaf segments of G.elegans and G.sempervirens, respectively. By the chemical investigation of G.sempervirens callus, it became clear that the callus did not produce alkaloidal constituents.
Phylogenetic comparison of DNA among G.elegans, G.sempervirens, Strychnos nux-vomica and Gardneria nutans were investigated. The analysis revealed that the two.Gelsemium plants formed a cluster but they were not closely related.
By exhaustive investigation of the, constituents in Gelsemium plants, fourteen alkaloids including four new compounds (14,15-dihydroxygelsenicine, GE-2, GE-3, GE-4) were isolated from the leaves of G.elegans. 14,15-Dihydroxygelsenicine is the first Gelsemium oxindole alkaloid having a vicinal diol. The stricture of the known alkaloid, gelsemoxonine, was revised to be a novel oxindole possessing an azetidine unit. This is the first example of the monoterpenoid indole alkaloid having an azetidine unit in the molecule. From the stems of G.sempervirens, fourteen compounds including three new oxindole alkaloids (GS-1, GS-2, GS-3) and one new iridoid (GSIR-1) were isolated. Among them, six compounds were also isolated from the leaves.
Lethal effect of the representative Gelsemium alkaloids on rat hepatocytes (H4-II-E-C3 cell) was evaluated. It was found that koumine and humantenine were quite effective than antitumor reagent, cisplatin.
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