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Daphmacromines A-J, alkaloids from Daphniphyllum macropodum
Mingming Cao1, Yu Zhang, Hongping He
1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China.
Journal of Natural Products
|May 31, 2012
Summary
Ten new Daphniphyllum alkaloids, daphmacromines A-J, were discovered in Daphniphyllum macropodum. These compounds were tested for pesticidal and cytotoxic activities against brine shrimp and human cancer cell lines.
Area of Science:
- Natural Product Chemistry
- Medicinal Chemistry
- Pharmacognosy
Background:
- Daphniphyllum macropodum is a plant source of diverse alkaloids.
- Alkaloids from this genus exhibit a range of biological activities.
- Yuzurine-type alkaloids represent a specific structural class within Daphniphyllum.
Purpose of the Study:
- To isolate and characterize new Daphniphyllum alkaloids.
- To evaluate the biological activities of isolated alkaloids.
- To propose structural revisions for known compounds.
Main Methods:
- Isolation of alkaloids using chromatographic techniques.
- Structure elucidation via 2D NMR spectroscopy and mass spectrometry.
- Single-crystal X-ray diffraction for structural confirmation.
- In vitro bioassays for pesticidal and cytotoxic activity.
Main Results:
- Ten new yuzurine-type Daphniphyllum alkaloids, daphmacromines A-J (1-10), were identified.
- Seven known alkaloids were also isolated from the plant material.
- Compounds were evaluated for activity against brine shrimp and five human cancer cell lines.
- Structural revisions were suggested for oxodaphnigracine, oxodaphnigraciline, and epioxodaphnigraciline.
Conclusions:
- The study expands the known chemical diversity of Daphniphyllum alkaloids.
- The isolated compounds show potential for further investigation in drug discovery.
- Structural reassessment of related alkaloids was indicated.
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