Selective apoptosis-inducing activity of crinum-type Amaryllidaceae alkaloids.
The selective apoptosis-inducing activity of Amaryllidaceae alkaloids belonging to the crinane-type is reported. A mini-library of natural and synthetic crinane alkaloids was assembled. Biological screening indicated crinamine 4 and haemanthamine 9 to be potent inducers of apoptosis in tumour cells at micromolar concentrations. Structure-activity relationships demonstrated the requirement for both an alpha-C2 bridge and a free hydroxyl at the C-11 position as pharmacophoric requirements for this activity.
McNulty
James
J
Department of Chemistry, McMaster University, 1280 Main Street West, Hamilton, Ont., Canada L8S 4M1.
Nair
Jerald J
JJ
Codina
Carles
C
Bastida
Jaume
J
Pandey
Siyaram
S
Gerasimoff
Jenny
J
Griffin
Carly
C
D047151:Amaryllidaceae Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects*; D002460:Cell Line; D045744:Cell Line, Tumor; D031407:Crinum; D004305:Dose-Response Relationship, Drug; D006801:Humans; D019668:Liliaceae / Q000737:chemistry*; D015394:Molecular Structure
D047151:Amaryllidaceae Alkaloids; D000972:Antineoplastic Agents, Phytogenic; C411129:crinamine