Studies on the Synthesis of Sesquiterpene Lactones, 12. Synthesis of (+)-Colartin, (+)-Arbusculin A and Their C-4 Epimers and Their Biological Activities

Colartin [9] and arbusculin A [11] have been synthesized from alpha-santonin [1] in 14.5% (11 steps) and 9.3% (13 steps) overall yields, respectively. Arbusculin A [11] and compounds 20, 21, and 22, which were derived from intermediate 2, showed significant cell growth inhibitory activity against mu...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 1991-07, Vol.54 (4), p.1017-1024
Hauptverfasser:	Ando, Masayoshi, Isogai, Koji, Azami, Hidenori, Hirata, Naonori, Yanagi, Yoshikazu
Format:	Artikel
Sprache:	eng
Schlagworte:	AGENTES ANTINEOPLASTICOS Animals ANTINEOPLASTIC AGENTS Antineoplastic Agents - chemical synthesis BRASSICA JUNCEA CELL CULTURE CELL LINES CHEMICAL REACTIONS CRECIMIENTO CROISSANCE CUCUMIS SATIVUS CULTIVO DE CELULAS CULTURE DE CELLULE CYTOTOXICITY ECHINOCHLOA FRUMENTACEA GROWTH Isomerism LACTONAS LACTONE LACTONES LEUCEMIA LEUCEMIE LEUKAEMIA LEUKEMIA Leukemia P388 - drug therapy MEDICAMENT CYTOSTATIQUE Molecular Structure Plant Growth Regulators - chemical synthesis PLANT GROWTH SUBSTANCES PLANTULAS PLANTULE REACCIONES QUIMICAS REACTION CHIMIQUE SEEDLINGS Sesquiterpenes - chemical synthesis Sesquiterpenes - pharmacology SESQUITERPENOID LACTONES SESQUITERPENOIDE SESQUITERPENOIDS SESQUITERPENOS SUBSTANCE DE CROISSANCE VEGETALE SUSTANCIAS DE CRECIMIENTO VEGETAL TOXICIDAD TOXICITE TOXICITY
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Zusammenfassung:	Colartin [9] and arbusculin A [11] have been synthesized from alpha-santonin [1] in 14.5% (11 steps) and 9.3% (13 steps) overall yields, respectively. Arbusculin A [11] and compounds 20, 21, and 22, which were derived from intermediate 2, showed significant cell growth inhibitory activity against murine lymphocytic leukemia (P-388) in vitro. Plant growth regulating activity of 11 and its synthetic intermediates 4, 5, 8, and 9 was also studied.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np50076a015