Journal
SYNTHESIS-STUTTGART
Volume 54, Issue 7, Pages 1850-1856Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1633-8333
Keywords
natural product synthesis; melotenine A; anticancer agent; Diels-Alder reaction; ring-closing metathesis
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Funding
- Thailand Research Fund [DBG5480018]
- Royal Golden Jubilee Advanced Program under the Thailand Research Fund [RAP61K0005]
- Kasetsart University Research and Development Institute (KURDI)
- Center of Excellence for Innovation in Chemistry (PERCH-CIC)
- Ministry of Higher Education, Science, Research and Innovation, Thailand
- Department of Chemistry, Faculty of Science, Kasetsart University
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Melotenine A, derived from Melodinus tenuicaudatus, shows significant anticancer activity against several human cancer cell lines. The synthesis of (+/-)-melotenine A was achieved in 11 steps with an overall yield of 6.7%, using key steps including a Diels-Alder reaction and ring-closing metathesis.
Melotenine A, isolated from Melodinus tenuicaudatus , possesses significant anticancer activity against several human cancer cell lines. The synthesis of (+/-)-melotenine A was achieved without the use of any protecting groups in 11 steps with an overall yield of 6.7%. The key steps of our strategy were a Diels-Alder reaction to construct the tetracyclic framework and ring-closing metathesis to form the seven-membered ring of (+/-)-melotenine A.
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