Antineoplastic agents. 454. Synthesis of the strong cancer cell growth inhibitors trans-dihydronarciclasine and 7-deoxy-trans-dihydronarciclasine (1a).
To further pursue the antineoplastic leads offered by our isolation of trans-dihydronarciclasine (1a) and 7-deoxy-trans-dihydronarciclasine (1c) from two medicinal plant species of the Amaryllidaceae family, a practical palladium-catalyzed hydrogenation procedure was developed for the synthesis of these isocarbostyrils from narciclasine (2a) and 7-deoxynarciclasine (2c).
Pettit
George R
GR
Department of Chemistry and Biochemistry, Arizona State University, Tempe, Arizona, 85287-1604, USA. bpettit@asu.edu
Ducki
Sylvie
S
Eastham
Stephen A
SA
Melody
Noeleen
N
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D047151:Amaryllidaceae Alkaloids; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D031427:Narcissus / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D010617:Phenanthridines; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
C508325:7-deoxy-trans-dihydronarciclasine; D000470:Alkaloids; D047151:Amaryllidaceae Alkaloids; D000972:Antineoplastic Agents, Phytogenic; D007546:Isoquinolines; D010617:Phenanthridines; C010753:narciclasine; C064338:dihydronarciclasine; D010165:Palladium