Abstract
In the course of reactivity studies on squamocin (1), a highly cytotoxic acetogenin from the plant family Annonaceae, two diastereomers, 3 and 4, of chamuvarinin (2) were synthesized. Based on this, a plausible relative configuration was proposed for 2, demonstrating the absence of any biogenetic link between 1 and 2. The new analogues 3, 4, and 7 were also tested for their ability to induce apoptosis.
MeSH terms
-
Acetogenins
-
Annonaceae / chemistry*
-
Antineoplastic Agents, Phytogenic / chemistry*
-
Antineoplastic Agents, Phytogenic / isolation & purification
-
Antineoplastic Agents, Phytogenic / pharmacology
-
Apoptosis / drug effects
-
Fatty Alcohols / chemistry*
-
Fatty Alcohols / isolation & purification
-
Fatty Alcohols / pharmacology
-
Furans / chemistry*
-
Furans / metabolism
-
Lactones / chemistry*
-
Lactones / isolation & purification
-
Lactones / metabolism
-
Lactones / pharmacology
-
Molecular Structure
-
Plants, Medicinal / chemistry*
-
Pyrans / chemistry*
-
Pyrans / metabolism
Substances
-
Acetogenins
-
Antineoplastic Agents, Phytogenic
-
Fatty Alcohols
-
Furans
-
Lactones
-
Pyrans
-
chamuvarinin
-
squamocin